I want to Dive Right into talking about your advice on having difficult conversations where like in performance rvy season what do you suggest when someone's being told they're not going to get the promotion hope for the future is so important I know this is going to be challenging for you to hear not going to promote you but I want you to know this it's really important to me that you're able to succeed in your career here and so I want to continue to help you find Opportunities to build your skills and to you know Advance
you're big on helping leaders understand that their job is not to make employees happy they're trying to the leader who everyone loves but what really needs to happen very often is you know we need to drive towards results this employee continuing to not really do a great job at their job you don't want to push them because you don't want to upset them you don't want to give them difficult feedback so you're just going to keep hoping it works out ultimately that leads to the demise of your company you have some cool advice on just
how to make meetings more effective and how to especially end a meeting my three questions to end the meeting are today my guest is Alyssa con Alyssa is an executive coach who has worked with seet execs at both startups like Etsy wire cutter venmo and DraftKings along with Fortune 500 companies like Microsoft Google fizer and the New York Times she was named one of the top 50 coaches in the world by thinkers 50 and the number one startup coach for the past four years by global gurus what I love about Alyssa is that she gives
her clients very specific and actionable advice in her conversation Alyssa shares specific language and phrases that you can use when having a difficult conversation with your reports to make these conversations go much smoother and be less difficult also three questions you should ask at the end of every meeting to make the most possible forward progress after each meeting plus why your job as a leader isn't to make people happy and what you should be focused on instead and a set of questions that she calls the founder prenup that you should talk through with potential Founders
to make sure that these are the people that you want to be working with for a long long time there's also so much more advice if you're a leader of people or a founder and especially if you dread hard conversations this episode is for you if you enjoy this podcast don't forget to subscribe and follow it in your favorite podcasting app or YouTube it's the best way to avoid missing future episodes and it helps the podcast tremendously with that I bring you Alyssa con this episode is brought to you by EPO EPO is a Next
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thank you so much for being here and welcome to the podcast Lenny it's so great to be here and thanks for having me I want to Dive Right into talking about your advice on having difficult conversations I personally tread difficult conversations I feel like I practice ahead of these things I'm like I'm going to say these things it's going to go like this and that never goes as well as I hope I always say the wrong thing feel like this is uh very relatable they're called difficult conversations for a reason totally I know you work
with a lot of execs on this specifically and what I love is you've actually come up with a bunch of scripts that help people make these conversations less difficult so how about we talk through some of these scripts that people can actually start applying let's do that I love that idea and also um Lenny as you just said very relatable and also like not so you're not alone I if I could ask you a question if you're picturing a difficult conversation that you have had should have might have and you're nervous about it's hard for
you can you like sum it up what's hard about it because it's like helpful to clarify like what is hard about it great question I I just don't want to make people sad had an upset and I worry about their reaction how to deal with that and them just getting really upset and mad and just like oh man this really made things worse so I worry about the reaction I guess okay about making things worse or about their reaction their reaction just making someone upset and sad I don't want to making someone upset okay good
and again you're not alone about that just one more question on that what's the problem if they're sad and upset like what what is what does that mean to you oh I love the life coaching you're doing uh yeah so so like what happens if they get sad and upset yeah I feel like it's it's stuff that I'm going to have to deal with it's like this drama all of a sudden this like new fire I have to think about and yeah it's like the additional work it creates and I just I don't yeah it's
a good question you can think about it some more right I'm not gonna put you on the spot right now but like just to say for all of us the reason they're difficult to your point they're difficult but we're we're putting meaning on on things the time every day all the time and I think it's important is it's actually helpful in motivating you to have difficult conversations but also in helping them go well if you can get to the bottom of what you're putting on top of it what you're waiting it with because I can
understand that again you are not alone I don't want to make people upset totally and also you know I would just say on the other hand when you're enlightening someone or you're working out a situation with someone and it's difficult if you if you uh don't give them the opportunity to hear what you have to say if you don't bring this up then you're never going to have the opportunity to help them see something differently or help them improve or help you improve the relationship or whatever it is you're trying to do and so I
can understand it's a natural thing like I don't want to make them upset no one wants to make anybody upset but through that upset on the other side of that can often be a whole new possibility and a whole new like Revelation and actually a lot of you know joy and freedom and I think that we forget about all the other possibilities that come out of difficult conversations and we just land on these really uncomfortable Parts about like oh it's going to be a lot of extra work or like they're going to get uncomfortable or
even maybe cry and I think it's just really helpful to tap into what you make it mean and then also what other possibilities it could mean I love that and it's it's like one thing to hear that and say that it's another to actually like feel that deeply and feel like I shouldn't be as worried as I am I think part of it is doing these enough times where you're like okay it's actually not so hard and the other is having some of this support to make this even more real what are just like let's
give some examples of what we say when we say difficult conversations there's like you're not getting a promotion that you thought you would we're going to let you go what other examples are like common difficult conversations that you run across those are two very common ones and then of course the most common one is just difficult performance feedback or or let's what we say quote unquote constructive performance feed feedback which we never mean positive it only is the sort of things that you're not doing well I think there are two flavors of that one is
you're screwing up and the other is uh developmentally I'd like to see you add something or change something yes and as you say that one of the other fears I have is like them just disagreeing and me feeling like maybe I'm not maybe it's not right maybe I'm wrong you know and feeling maybe I didn't see something and then just looking worse after the whole thing yeah and and so then I think what's also really helpful to you know and part of the process we can talk about this for sure is getting into difficult conversation
is number one tapping into what's uncomfortable for it for you about it and then number two also getting your mindset right so to say the obvious are you doing this to hurt someone's feelings no never right that's not what anyone that's not reason anyone's doing it sometimes people are giving the performance feedback or you know talking about something that's been bothering them in order to express themselves and vent and actually that is very helpful to identify for yourself that's why I'm doing it and then maybe not do it then until you can transform your reasoning
but at the end of the day the hope is as a manager the reason that you're giving someone this so-called constructive feedback is because you're helping them get better you need them to change the behavior they'll never get promoted if they keep doing that they'll never be successful if they keep doing that and so you know it's your job as a leader and as a manager to help them out of that you know problem and help them do something different the best story I've heard to make that really real for me I think it was
Kim Scott when she came on the podcast she told a story of I think it was Bob where everyone just knew he was terrible and it was like everyone's just like knew he was not good and eventually the boss had a conversation with him like eight months into it and told him like it's not going to work out you're just doing a bad job and he's like why didn't anyone tell me I didn't realize that like if you told me I would have changed and everyone assumed knew and so I think to your point this
is to help the person it's not it's not to hurt them yeah 100% one of my clients um he was running a division and one of his people was you know not doing it right not doing it right you know not getting the the right kind of data then not having doing the right kind of analysis whatever it was um we were talking about it and I said well how come you have another feedback with her and he said you know she's just going to cry she's just going to cry you know she's older whatever
she's just going to cry it's going to be too uncomfortable whatever so we worked we talked and talked and talked I gave him a script we really worked it out and he agreed that he would go in and have that conversation with her which he did and he reported back to me and he was shaken she cried of course she did she cried that's what he knew she was going to do and so she was upset and she went home early and the whole thing the next day she came in and she said thank you
so much for telling me that I wish someone had told me that 15 years ago I think I could have had a different career and I think that is so meaningful for all leaders and people who are responsible for other people to understand that you know you're uncomfortable when they start crying of course or they have this you know they have this difficult reaction or whatever but honestly the only way you're going to be able to help someone like grow in their career and become the best person they can be is by a by leaning
into these tough conversations what I love about the scripts we're going to talk about which we probably should transition to is like it's again one thing to hear that be like yes okay I need to do this I need to get better at difficult conversations I need to have that chalk with someone that we should let go it's another when it's like tomorrow is the meeting and you're like oh my God have to have this conversation now and so I love that you actually give people a really simple approach to how to lay the stuff
out in various different contexts so let's talk through some of these approaches and scripts you've come up with what do you think would be a good one to start with well we can start with performance feedback and we can just sort of take a typical example so first of all once you've done your work to get your mindset right to kind of know what you're doing it and then you just really want to really be able to be able to wrap your mouth around the words so what that looks like is you know practicing and
the script could be you know Matilda I want to chat with you about the way you're interacting with your peers so what I'm hearing from them is that you're missing deadlines on a regular basis and not letting them know you're missing the deadlines and that also you're not like fully keeping your team up to speed and so they're kind of confused wondering around now we both know that the most important way you can be successful here and also achieve your goals is to make sure that you are working with your peers in a way that's
consistent and that they can count on you and you can count on them so I want to let you know about this I want to certainly think you know hear what you have to say but the most important thing is that we leave this discussion knowing how you're going to make sure that you're keeping your peers in the loop and also your team in the loop yeah there's so many elements there that are really interesting just like focusing on what I'm hearing versus like just coming from you or something you've done wrong like it's here's
what people are here's what I'm hearing from multiple sources I think that helps people okay it's not just you and just like oh my manager hates me it's like okay other people are saying this and then I love this phrase of we both know where it's like it's not just me telling you this it's like you also know this like I I know you're smart and you also know that this is something is wrong here and then this like goal of here's what we need to leave you're like very clear call to action almost action
it don't like leave this meeting with let's just be a line on this thing yeah thanks for calling those out I hope you know again what I'm trying to convey in my tone is also you know what it's Tuesday we got to have this conversation I'm sure we're gonna I'm sure it's going to end well I'm not mad I'm like the whole point about my manager hates me right I'm not yelling at you the more even keeled and even matter of fact you can be about something that's kind of just run-of-the-mill you know feedback the
better and I think it's just also what I didn't say before and I think it's also important is that as you are recognizing that one of your jobs is to give us feedback is that you have to build a relationship with people so they can hear you through the lens of oh Alyssa wants to help me not oh Alissa hates me it's always a problem how did you start that phrase again because the starting is always the hardest part for me like how do you kick off the conversation what was the couple sentences used I
wanted to have a conversation with you about some things I've been you know hearing from your peers about the way you all are interacting together awesome so it's not so there's an element of don't make it feel like a huge deal just like let's just have I want to have this conversation with you about something and it's just like let's have this conversation and here's what we want leave this conversation with yes and I can stress enough that it's actually really helpful to also have spent some time with Matilda or whoever you know saying great
job on the way that project landed or hey launches when they happen on time and they're smooth sometimes we don't notice anything I want you to notice we didn't notice anything that's fantastic you did a good job in that launch or whatever it is because then you know you've had the conversation with them to give them positive feedback and point about point out what's working that builds the relationship so that you have the lens of oh yeah when when something's working they tell me when something's not working they tell me too that's like how you
build trust as well they don't want to be criticizing them every we need to have another conversation of what we're hearing about problems you have uh obviously if you say it the same way every single time they're going to feel like this is weird do you recommend it's like this kind of mad libs approach or is it like make it your own as much as you can like what are kind of the key or is it like here's actually how you want to say it every time in my book and when I work with my
clients I give specific scripts and what I will regularly say when I'm working with my clients is okay so this is how I would do it and then you know land it for them but they have to make it their own you always you always have to make it your own and I don't think it's a problem of doing it the same way every time it's not like people are going to notice because you're talking about different topics you know theoretically if you have a formula that can work for you that's going to motivate you
to do it that is what's important and what's important is that it's neutral not you know loading on or not venting on someone and not unloading on someone I love that we started with this one because it feels like the most common one of just like your employee is underperforming and you want to make sure they understand and adjust what if you're not hearing something from a bunch of people what if it's just like your perception of the writing like you need to work on your writing skills or you aren't you're coming in late uh
is there another way you phrase it where it's not I'm hearing it from other people oh absolutely I absolutely so I'll like talk about writing um I think it would be something like okay Matilda part of your job is to be able to create these documents and I appreciate that you do them on time what I've observed oberved is that they can often be not as structured as I'd like them to be and they also lack a conclusion so what I'd love you to do is look at these three or four examples of some folks
who are doing them really well and see if you can model your writing on theirs if you need to take additional classes or if you need help in any way let me know but ultimately I want to get your writing to the level where everybody is appreciating what you bring to the table because the level of your writing really reflects the level of your thinking wow I like that uh I would want to I I'd want to follow your advice when I if I got that so the way you started that is what I've observed
which is uh which also is not like here's what I think or here's what you just need to do it's more like here's what I've noticed here's what I've seen here's what I've observed about what you're doing and then it it reminds me of um what is it uh non-violent communication that whole framework of just like focus on what you see not like what is wrong with them not what they've done you I guess is there anything there you want to say just like the importance of focusing on what you've heard from people or what
you observed versus maybe what people often do instead yeah I think I mean you just really said it and I think it's such an important Point observable facts you know the idea that this is not a judgment this is not as sort of as less judgy as possible is also very helpful it makes it neutral it's observable facts and it's also sort of based on expectations right so the writing is at a certain we expect it to be at a certain level and it's not that way and here the reasons it's not the specific reasons
it's not the way you interact with your peers it's important to be at a certain standard and here's why because when we all work together we're going to be able to execute and when we don't unfortunately we won't be able to so you staying in sync with them is important and the observation is that they don't feel fully in sync with you and so every time we talk about this it doesn't become this oh I don't know I just feel by the way some you have to give feedback on and they are kind of a
feeling and those are more difficult but you so many things if you do the work to really think about what is the observable data what's my I always ask my clients what's my evidence that this is happening and you have to spend some time thinking about it but it's really worth it because it makes the feedback easier for you to give and easier for them to hear is there anything else along the lines of this specific type of feedback that is worth sharing before we move on to a different type of uh feedback Che well
I think just that the the reason one of the many reasons that people have uncomfortable uh giving feedback is that somebody might get defensive or they might start crying as we talked about and so I have a script also which is if someone gets defensive which is you know it's like I'm giving you this feedback and you're getting defensive and I say Wella let's pause for a second first of all I want you to know that I'm telling you this actually just to make you better because I know how important your career is to you
I know how important the success is to you and it's important to me too as your leader the second thing is my observation is that you're getting a little bit emotional I want to know if we can continue having this conversation now or we need to kind of pause it at the end of the day we really have to have this conversation and I really want to see you make changes but I understand you might need a few moments to digest it the importance of that for you is not even what you say but that
you have prepared and you are prepared for if someone has that kind of reaction and that you don't have to yourself react to it you know no I'm not doing that no no no no whatever and you yes you are right and now we're in to fight and that is not cool for anybody it's certainly not cool for you as a leader so it gives you the opportunity to recognize that you have another tool in your toolkit rather than just react so if you find yourself feeling defensive or they're just not hearing and just fighting
back the tool is just pause let's just pause for a moment and it feels like there's kind of two parts to what you just shared one is uh remind them why this is why this is important to them and why you're talking about this and then two is if there's just like emotions kind of taking over give them a chance to like let's just pause and maybe come back to this because maybe you're not in the right state yet right now to to listen yeah exactly sometimes people get upset when you mention like you're getting
emotional or I don't know is that a thing that you deal with of just like how dare you say I'm feeling emotional I'm not emotional why do you think about emotional right exactly um yes of course that when someone's crying they're obviously getting emotional when they're defensive it's possible that you might want to use a different word like I can see that this is really upsetting you or this is really triggering you or I could see that like the temperature between us has just changed you could say something like that I do think also it's
helpful to know your people because sometimes you you could realize that like actually they can deal with but then sometimes you have to really be the delicate words that you need to use to pause the conversation yeah and it's and I find as to your point it's helpful to you too as the person giving it and I feel like sometimes you may be feeling like I should just pull back and like maybe I'm wrong maybe maybe they're right maybe I should stop and instead this gives you a chance to no I'm actually I can't I
can't pull like I need to stay strong about what I believe because I you know you put so much thought and effort into this already it's unlikely you're just like oh totally wrong about what you're saying yeah exactly there's something going on there's something going on and then also the whole point about it being a conversation is that actually it's a conversation actually Lenny if you have a different point of view I would like to hear it let's talk about it but we can't keep going on like this where I don't feel I can count
on you for you know for whatever it is that we're talking about so we need to have this conversation and recreate a set of expectations between ourselves ultimately that kind of conversation has the potential to really build the relationship and build trust and that's another another reason I encourage everybody to get over their discomfort and to lean into having these conversations because on the other side of that is a much better stronger connection and especially if you do them well yes following this advice uh and so okay so again with the if somebody's feeling defensive
can you again say how you start that if you notice that and then I'll and then I'll highlight the two elements again of the the so the the the way to to to pause is to actually say let's just pause for a second cuz I'm feeling the energy has changed and I can see that you're getting a little bit heated by what I'm saying and I want you to know that I have no intention of upsetting you I just want to be able to talk to you about the things that are going to help you
in your career awesome and and I love again just a reminder of here's why this is important to you like here's the benefit to you and why this will help you and then it's like okay let's just maybe take a pause and come back to this conversation if you're feeling like this isn't the best time awesome anything else along that line before we go to another type of I mean I talk all all day about but I'm Happ to move on well let's pick another topic I know you have kind of five buckets and types
of conversation maybe the promotion one that feels like I think we're like in performance review season Feels Like These are happening a bunch what do you suggest when someone's being told they're not going to get the promotion they expected or wanted that that can be of course that's challenging so again getting your mindset right recognizing they're disappointed they're going to be disappointed recognizing how you felt the time that when you didn't get a promotion or whatever and so kind of coming to it with some compassion and also you have to get your reasoning right so
sometimes people think they should get a promotion because they were here for a year or whatever sometimes people think they should get a promotion because they're the only internal candidate who's qualified for this or they might have a sense of themselves you know succeeding or achieving that is you know more inflated maybe than you see them so you know trying to think about where they're coming from and then the conversation is just Matilda I know this is going to be challenging for you to hear I know you were hoping to get that promotion but I
want to let you know that we are going to actually be looking for an external candidate I want to give you a few thoughts about why first of all in discussing this with you know my peers I'm realizing that we're need we need someone who has done this role multiple times in the past and has that experience number two I think it's really important that they have an expertise in a specific realm that you know we've identified fight is really important so for those reasons we're going to bring someone in from the outside not going
to promote you but I want you to know this number one it's really important to me that you're able to succeed in your career here and so I want to continue to help you find Opportunities to build your skills and to you know advance and then number two when we bring this person in I'm committed to finding someone who's a great people leader who is going to help you build those skills so a few elements there that stood out to me one is just being very upfront and not bearing the lead telling them very early
here's what I've decided and like as you said it I could see my heart sinking immediately when I feel that so at least that's like over and then it's here's why and that starts to help you feel like okay I get it like I understand at least how you thought about this and then there's the hope for the future you're painting of here's how I can get there eventually yes that hope for the future is so important and um I think sometimes we're so such in a rush to kind of deliver the bad news that
we forget there's a human being over there who needs hope for the future and hopefully if they're a good per if they're a good employee hopefully they have hope for the future I love that is there anything else to that script that you think is worth highlighting or do you think I touched on the key elements I think you touched on the key elements and again the way you started is like I have some bad news for you or I have some disappointing news for you yes because it's just get right into yeah just get
right into it yeah by the way the other piece on that might be if it's appropriate let's I'd love to digest this information and then let's talk about it again next week you know to sort of see what you've come up with to see how you feel about it because you know you want to send this is not the script this is for me to you you want to send the I care about you message because that's the other thing it in the workplace people you know they're going through all their feelings all their emotions
disappointments they're going to go home and tell their spouse you know didn't get the promotion or whatever it's going to loom large it's going to be demoralizing when you as a leader signal a lot I care about you I care about your feelings I care that you're disappointed I care about your career you are always going to be able to help people stay you know resilient in the face of setbacks and ultimately do you know do extra work like like do the right work for you and be engaged in your company because you've spent the
time and energy making sure they know that even when things are not going their way they have an ally in you what do you do if they just disagree if they're just like but I do have those skills and I don't think this is fair thoughts on responding to that sort of feedback I guess that's the defensiveness stuff yeah that's the defensiveness stuff and you know again I hope you've done your homework to identify that actually that person doesn't have those skills and if there is a back so like for example but I do have
those skills or or sometimes people I think more even more often they don't respond to what you just said they will instead explain to you that they've been here for a year or that like or like they're the only internal candidate or their peer got promoted right they'll sort of explain to you things which are not part of your decision-making process and then it's helpful for you to say something like yeah listen Matilda I really understand that you were thinking that after a year you'd get promoted around here and you know in the past I
do think because of the stage of our company probably people have been promoted at that period That's not the place we're at right now as we scale we really need to think about not just what we need for today and tomorrow but for the future and that's why I want these specialized skills in here I think it's going to help the entire company so that's an example of a discussion that you could have you know I do have the skills that's kind of interesting let's you know like I'd love to hear what you see as
those skills and it's not a problem to have the conversation right there and then but if there's like a yes I do no I don't yes I do no I no you don't that push back is never productive and so that's where you want to probably again take a pause and say listen I totally hear you you're you and I have a different point of view about this I'm not sure if it's productive to continue discussing right now let's talk about it again in a week but I also want you to know this is the
decision that I've made I love the when they come back to you and like but here's XYZ and you're like that's not what I was saying necessarily I love that you basically mirror back I hear what like I understand you believe I understand you've been here for a year I understand you're the only internal candidate like making them feel very heard that's a really powerful mechanic there that is a good tool is there another script that you think might be helpful to talk through that is a common hard conversation people have well the hardest conversation
is firing someone so let's do it let's get into it I know so I'm willing to to get into it I just want to say two things about that first of all when you're firing someone the hope is that you've it's not a surprise to them you've had multiple conversations with them that they're not living up to your expectations it's it's essential because the truth is you want to create a culture where people are not surprised by being fired that's not even true for this one person you're dealing with that's true for the entire company
so just kind of getting in the mindset of recognizing that if you shied away from those conversations kind of like you're the problem here and you kind of have some catchup to do the second thing is that before you fire someone I think it's helpful to have the conversation before the firing conversation because you know something we said Lenny is like oh but maybe I'm wrong you know maybe I'm not sure and that bleeds into to maybe I haven't been clear with this person so you want because and regularly with my clients I'll say okay
have you been crystal clear about what you need from this person and what they always do is the hand motion like well sort of well maybe which means no which means no you've not been crystal clear or you don't perceive you've been crystal clear so the way to make sure that you're Crystal Clear is by having the conversation before it comes to that and what that looks like is listen Matilda we have to have a conversation right now I've talked to you multiple times about coordinating with your peers and not having them surprised about Miss
deadlines and I've talked to you multiple times about keeping your team in the loop on different things after six months of these conversations I want you to know that the peers continue to feel like you're operating on your own without coordinating with them and I continue to hear from your team that they're not fully on the same page I need you to know that this is very important I need you to fix this within the next 30 days otherwise I'm sorry to say we're going to have to find way a we to part ways because
I can't keep this going with you I know you have it in you to change I value all you bring to the table but if you don't fix these things we're not going to have a future together that is very Crystal Clear yes Crystal Clear yeah okay yeah that was great so it starts with uh being up front this is a difficult conversation just to set expectations they like oh and then I again it seems like you come back to again multiple times this happened like observing here's keeps happening it's happened multiple times I keep
hearing multiple from multiple people continues to be a problem uh and so it's just like I need you to know and you're just like very clear here's what will happen if this doesn't change yes yeah and I love that you also give them a little like there's always that uh hope for who they are and how you see them as they're not like worthless it's just like you are great at a lot of things you have these skills you're great at blah blah blah but still this is a big problem and I need and it's
like communicating how critical this is yeah and it's a deal breaker it's a deal breaker right like if you you can't you have so many talents but if you can't do these two things then it's a deal breaker for all of us yeah and I think it's important to really sort of see that both sometimes people think well but I'm so talented yeah but your talents are not going to make up for these two deal breakers yeah and I feel like I I know we were we're going to talk about like the firing conversation but
I think this is even more important than that because hopefully this addresses the problem you don't need to fire them which is more valuable yes yeah hopefully but even if you do it's actually easier because you you've already had the conversation right they're not surprised it's clear we've had the discussion Yeah so basically the script is like we're gon I have a this gonna be a difficult conversation I've seen multiple times this thing and we' talked multiple times and it's still not fixed and here's what I just want to be very clear about is there
also a script you have for just actually doing the firing or is that less scriptable uh well the script for doing the firing is again please everybody talk to your HR professional talk to your lawyer okay I'm not a lawyer right so you have to like make sure that you're all buttoned up on what you're going to do but the conversation is actually very simple which is just you know Matilda we've talked about this multiple times last time we had this conversation I told you I needed you to make these changes you haven't made these
changes and we're going to we're going to part ways so I have here you know Sarah from HR or whatever and we're going to talk through Logistics of that I'm happy to have a longer conversation with you but I want you to know we've made the decision to terminate you feels very reasonable to me is there anything else along these lines I think what I want to say is that the conversations you need to have to work have it work are not just difficult conversations what I call them is sort of delicate conversations because what
I think people also shy away from is just simple praise specific praise and I think it's really important to get in the habit of pointing out what your people are doing well as carefully as you need to prepare for pointing out what they need to approve and sometimes leaders feel like yeah it's all working it's all working I don't have to tell you or if I do tell you it's kind of like good job right one time a leader or a a manager I was I was doing in a training program she said I don't
like getting positive feedback I don't like getting negative feedback and I said how come and she said oh you know positive feedback is just like oh good job negative feedback you can learn something from you get something from it so the positive feedback should have the same standard which is I saw the way you run that ran that launch it was fantastic all these different benefits came from it you're so organized you know keep keep doing that or the way you're keeping your peers in the loop considering you've only been here months is extraordinary I've
never seen someone so communicative it's fantastic keep keep doing that that's really working for you if you do that often enough you do get in the H first of all it's positive obviously you become in the habit of getting better at positive feedback which is extremely motivating to people at work it helps them see their progress because that person I just mentioned she's like barely keeping her head above water and you know she's having trouble fitting in or whatever but you come around and point out the things that are working again it's very morale boosting
she knows where she stands and then one day if you have to give her these difficult you know messages you've already sort of laid the reservoir of Goodwill I love giving positive feedback it's so much it's it's obviously so much easier but to your point it's like you have to really think about how to do it well it's not just like a it's not that easy if you do it well which is a really good point and we always need scripts for how to give really good positive feedback and have great conversations yeah that's interesting
there's less demand for that how do I have better great conversations or compliment right right true man today's episode is brought to you by live blocks the platform that turns your product into a place that users want to be with readymade collaborative features you can supercharge your product with experiences that only top tier companies have been able to perfect until now think AI co-pilots like notion multiplayer like figma comments and notifications like linear and even collaborative editing like Google Docs and all of that with minimal configuration or maintenance required companies from all kinds of Industries
and stages count on live blocks to drive engagement and growth in their products join them today and give your users an experience that turns them into daily active users sign up for a free account today at live blocks. i/ Lenny I want to go in a little bit of a tangent something that it's kind of touches on all the things we've been talking about which is you're big on helping leaders understand that their job is not to make employees happy what is what is your job instead why why do people think this is their job
that to make their employees happy and what should they be thinking instead as their job as a leader first of all I work with a lot of Founders and so don't forget that the entrylevel position for founder is leader and they haven't they've often not had a lot of other experienes being a leader or a manager and so they're just doing the best they can it makes sense right and they kind of get all this information from other people and their HR leader you know wants to have a happy engaged you know Workforce and they
don't want to upset people for all the reasons we talked about why you don't want upset people nobody wants to upset people and so there's this idea of you know we're trying to now be the they're trying to now be the leader who everyone loves and makes people happy so they would often bend over backwards to make people happy to keep people you know their morale up but what really needs to happen very often is you know we need to drive towards results and the way this system is working is not going to drive us
towards results or you know this employee you know continuing to not really do a great job at their job and not like really pushing themselves and you don't want to push them because you don't want to upset them you don't want to give them difficult feedback so you're just going to keep hoping it works out ultimately that leads to the demise of your company I mean ultimately right is you're a startup if you're not in a startup in you're large company it still is very subpar performance obviously and you're dancing around hoping and praying they're
going to get there and they don't really know there's a problem and so I think it's very misguided for leaders to have this notion that their most important role is to keep people happy is to create like this you know High engagement Workforce High engagement Workforce is great I think with that from is winning culture which means we're set up for Success we got the structure for Success we have the culture for Success everyone understands their role they know the impact of their role so doing like the work to figure out and help them figure
out the impact of their role and that when they work together and Achieve these Milestones they win and then we celebrate the wins and then we do it all over again and when you create that kind of a Workforce I think it's much more Dynamic even though sometimes in doing that you have to redirect people and ruffle their feathers essentially though way I think about it is like you think making people happy is not having hard conversations not pushing them when really it's almost working backwards from if we win and are killing it people will
be happy and what does it take to do that 100% And then the right people are going to want to join your team people who like to win and like to get results is there like a story an example of a Founder you worked with or that comes to mind of this kind of where they thought this was their approach and then they shifted or is there kind of a pattern you see often uh one one company comes to mind one leader I worked with sometimes I think to myself like if I'm writing a book
the book would start with it all started with the avocado toast because you know like he wants to do right by his Workforce and so you know they have avocado toast at 10 p 10: a.m. like tea time kind of a thing and it became this great ritual where people would kind of like hang out together and that was great and then that turned into you know other like longer periods of just hanging out together again these are good things and that turned into you know evening socials and everybody was enjoying spending time together but
they continued to be not fully clear on what they were actually supposed to do and there began to be kind of a clicky gossipy culture of like who's in and who's out and that would take up a lot of the socialization time discussions so rather than talk about expectations about the work and about results you know again the results were not showing so like it wasn't a lot to celebrate they started a a culture committee so they had a culture committee to talk about how we can make people happier around here and you can imagine
there's now layers and layers of things where we're trying to focus on you know engagement and we're trying to focus on the employees having a great experience and the leader I'm working with is completely sincere and actually want to have a great workplace but the I think the misguidedness was that you know he hadn't done a great job setting expectations he had not done a great job of quote unquote codifying their culture because culture is not just avocado toast and working together and having socials culture is you know things like we go the extra mile
or culture is you know we make sure or it could be we measure twice and cut once you know those are kinds of things that are really about the way we get work done around here and certainly a focus on results is you know like are we following the process to then get the revenue and to then build a profitable company or are we just kind of hanging out together so he had to come to terms with his own discomfort of addressing this with employees and his own discomfort in being like a corporate drone of
like oh expectations and like you know in the workplace and how we do things and you know it turned out that's the whole thing with coaching and with with working with people is you kind of see what their underlying assumptions and beliefs are and there's a reason everyone does what they do they do so there's a reason he's doing what he's doing we had to come to terms with that and then he had to really courageously make some changes about the way he was operating and ultimately they had to part ways with one or two
really toxic people who were kind of creating this gossipy culture and making people feel not included and not focused on results and then when they all got on the same page they were able to gain a lot more traction I feel like a lot of leaders and Founders can relate to this of wanting to create a great culture and keep it nice and friendly and everyone's a family and then things don't quite work out often in those cases and there's a shift to okay we actually need to make a business that works it always reminds
me Char sber came to talk at herb once and people are asking like what do you do with all this we're just like constantly in chaos things are always reorg we're changing just never like I'm on different teams every six months our goals are shifting what do you do with all this our culture is changing as we grow and she's like that is a sign of hypergrowth and success and the opposite is even worse when you are not growing and you don't want that and so you shouldn't be happy this is the challenge you're running
into I love that it's so true so along these lines you talk about how a lot of Founders have to come to terms and it's not just Founders it's just like execs and leaders you work with have to come to terms with here's what I thought leadership was going to be and how to be a great leader and here's what it really is is there anything more there that you find is like commonly the what they're wrong about or what they miss and what they have to realize yeah and you know I think as we
grow as Leaders we all have to realize our own you know blind spots and kind of the difference between what we thought and what actual what is actually going on so I worked with a Founder who you know what she who she wanted to be was a Visionary leader which is fantastic I would love that and she was incredibly Visionary person very inspirational but what she didn't see is that what her company needed did was somebody to structure and hold people accountable help them create goals and you know achieve milestones and course correct when they
got off off off course and she'd be very frustrated when all those things happened right people got off course people didn't have goals people weren't structured to work together but what she didn't realize was that was e that was in one way or the other her job to make that happen now maybe she needed to have and I would talk to her a lot about this a partner like a COO or you know somebody else who could be the person who would be you know sort of managing the internal while she got to be more
Visionary inspirational but ultimately it was her job to make sure that that was in place and she didn't sort of see that and she did not adjust her style and so like there's a lot of wheel spinning that happens from that even though by the way she was an incredibly inspirational person an incredibly inspirational leader and she meant so well it was not um there was nothing malicious about it it's just that she didn't see the situation for what it was and then adjust reminds me we had a this coach on the podcast Joe Hudson
and he had this phrase that I think a lot of people use but it just stuck with me what you resist persists so if you hate confrontation you're going to have more much more confrontation if you hate structure like actually this reminds me Joe GB at Airbnb was very anti-press at the beginning of Airbnb is like we're not gonna have a process I hate process we're getting to run that's the big company stuff and then it just chaos constantly and then eventually it's like okay we need to have us we need to have some process
to how we build things and so it's interesting a lot of people have to realize the thing they think was bad is actually I see white people do it this way yeah totally actually I'd like to say something about that because so many like Founders are kind of Mavericks and they come into a situation and or you know they they start up this company and they want to do things their own way and that's fantastic otherwise they wouldn't be a Founder that's actually fantastic and so many of the founders I've worked with want to reinvent
leadership right they want to have it with no process they want to have no hierarchy they want to have autonomy whatever it is and my feeling is like God bless you should absolutely try to do that but at the end of the day what happens is they kind of invent for themselves the understanding that they need to have process hierarchy roles and responsibilities goals okrs whatever it is and I think it's helpful sometimes to go through that that that fire of thinking we can do it a different way but ultimately I think that the ways
to like structure a group of people and get them organized so they can win are kind of like well trod and I would say that it's helpful to get through that stage quickly so that you don't have to constantly reinvent the wheels of of leadership such an important context like obviously one of the like the most successful Founders come up with have first principles thinking into how to do stuff and often times they find something no one has ever thought about so it's always this balance of like try a bunch of stuff a lot of
it won't Works some of it was what will help you win and I think that's a really good point I want to get into a couple more tactical things that you uh often work on with Founders one is running meetings meetings come up a lot on this podcast people hate them people love them there some are great some are bad most are bad uh you have some cool advice on just how to make meetings more effective and how to especially end a meeting to help you move forward talk about what your advice is there and
just generally any advice for better meetings yeah I'm one of the few people that loves meetings or I should say I don't love meetings I love the potential for meetings I we always smart people in the room we like have the potential to talk about these great things and make decisions and unfortunately don't go that way so what happens often I mean there's so many downfalls with meetings but one thing that happens is we keep meeting either we make decisions or we don't make decisions but then we come back to meet again and we don't
have any continuity from the last so then we re remet and we redecide and that is a big problem so my three questions to end the meeting are what did we decide here who needs to do what by when and who else needs to know and if you can capture those right art like articulate those as deliverables I promise you you're going to have better meetings okay so it's what did we decide here who's going to do what by when so basically action items with dates and then who needs to know about what we decided
here is that is that how you put it yes who else needs to know you know there's so many executive teams that I've worked with and at first they just they go into their room they have their meeting they make their decisions and then they leave they don't tell anyone I made this promise for my team that you guys need to kind of go do or we decided on a policy of some sort and we forgot to tell everybody and again no absolutely no maliciousness just they forget or they're too busy and there's not part
of the protocol and the process inside of the company that encourages and and really insists that people share important information so cascading that down but even the first question what did we decide here if you really go around the room at the end of a meeting or six people in the meeting let's say and you say to everybody what do we decide here and they all write it down you will get six different answers even though we're in the same meeting I just I love that it's so powerful but also so helpful to really raise
that up to surface that and then figure out what to do about it I love that you highlighted that I was going to say exactly the same thing that like yeah you everyone in their head has the thought of here oh yeah here's what we decided and it's your point it's often not the same so is the advice here is this like a template or something you feel out at the end of a meeting or is it someone's job to make sure these three things happen or how do you operationalize these three questions I like
it that it's someone's job the person I sort of think of is the meetings are and typically that's somebody who enjoys followup who enjoys you know putting lists together and and putting things into boxes and whatnot and there's usually someone like that on the team and so then it's kind of exciting for them to be the the follower upper um but one way or the other so you could use a template I think that actually baking it in is a ritual to the meeting because the other thing about meetings is that we never have enough
time we go right to the end and we don't leave the five or 10 minutes at the end to make sure that we ask these three questions and make sure that we have an understanding of what the follow-through is on the meetings what I'm imagining is say it's the product manager put this dock on the screen in the meeting as the meeting's ending and just have it filled out basically and just confirm does this look good to everyone love that that's a great way to do it by the way what well I just would say
what's interesting about that is that if we if we ask people what did we decide here I think there's value in just asking that question in particular because somebody might say we decided I don't know something and other people would say no we didn't but that's actually a good idea it sort of crystallizes what we did talk about in a more comprehensive way I think there's value in raising the differences and I think there's value in like stitching those together so just putting it up on the board is good especially if you're out of if
you're running short of time I worry that somebody might not s might not weigh in and say actually I have a very different point of view what we decided here so maybe it's also about building the culture to break in and say no that that's not what I see let's let's spend some time on that let's actually spend more time on this because this is really I think really this specific detail I think could be really powerful if you do it right so say you're say the PM in the meeting who do you ask do
you say to the room what did we decide here or do you look at like the most senior person because you know like otherwise it feels like it could just lead to a whole discussion last couple minutes which I guess could be valuable but who do you point this question to yeah so I picture this for like let's say a Sixers executive team meeting which means everyone go around quickly and say what do we decide here now if you're in a meeting with a large executive team which I do work with sometimes or non-executive team
like a you know a group of some sort then you probably want to get a few people just to like I would just even say as a facilitator two or three people okay two or three people what do we decide here and if you can kind of get common great that's fantastic got it okay so if it's a small meeting you go around the room and everyone just shares here what we say here and they could just be like yep he's got it or she's got it awesome okay this is great uh so the advice
here is next time you have a meeting especially an exact meeting just at the end of the meeting you you The Listener of this podcast just ask okay everyone let's just make sure we're on the same page what did you decide here uh who needs to do what by when and then everyone kind of chimes in and you're writing this in this Doc and then uh what else who who needs to know about what we decided here yeah Lenny I love that because also like do you have to be the leader of the meeting to
do that no you could just be the person in the meeting and just chime in and just start it yourself and if you do that and everyone kind of picks it up it can become a ritual just by virtue of your own agency so I love that you just encouraged everyone to do that and this is how you become a leader is you just start doing these things and people are like oh Alyssa's so helpful she's just on top of it I feel like I could every time she's in a meeting meetings go better we
get things done so I think just doing the thing that is useful to everyone is how you move up exactly amazing okay another topic that I know you spent a lot of time on is something you call the founder preno and what I love about this is a lot of the problems at a company trickle down from the founders having their challenges with each other and I I I started a company in the past and it's I don't think people realize how in significant this decision is in your life it's basically you're marrying someone in
a business context and you're stuck with this person for a long time and you basically came up with a prenup which is a set of questions of just things you need to talk about to make sure you're aligned before you start this company is there any context around this thing before we talk through actually the questions that you recommend people talk through well I just want to reiterate what you just said exactly right and it turns out that you know according to noan noan werstein 65% of startups fail because of conflict with Founders or the
founding team so it's really essential to get this right and I agree that people step into this relationship with a lot of you know with with a lot of less care than they should and you know it bad things can happen because you haven't done the work of getting to know each other before you decide to co-found yeah like it's so easy just to like yeah let's start a company we it's cool idea let's just do it it's gonna be so awesome and then you don't realize how much you're committing to and how often things
don't work out because of that quick decision and often times it's like friends you know and then it becomes even more challenging because we want to be friends but we're in business together so yeah let's talk about what you recommend folks talk through as much as we can on this podcast so I do have kind of an extensive question here so we just touch on a few things but one one thing I think first and foremost is what are your values and I think it's really essential to do some sort of values clarification exercise you
can find a ton of them online you can find a list of values and just um pull out your core values and just compare them with each other because when you are aligned it's great or when you're adjacent it's also great like I might care a lot about Excellence Lenny you might care a lot about learning fantastic those are great values that we can kind of do go together I might care about excellence and you might care about work life balance Wow Let's talk about that because I I think it's going to be really important
as we go through our our startup Journey that we understand both of us like what does work life balance mean and what does excellence mean you know because those those two things can at times be at odds with each other just as kind of an example so talking through those core values in advance and updating them regularly even as you go down the path together is so essential just so you know where the other person's coming from because the other problem is someone ask acts in a certain way you don't know them that well maybe
or maybe you've known them as an eighth grader a lot a lot of Founders do know each other from like you know their youth and they've matured into different kinds of people and so you think they're acting strangely but actually they're acting in accordance with their values and so getting a handle on that upfront can solve I would say solve a lot of problems before they start so signs that your values don't align it's it's basically like your you can both can't be true is almost this way I think about as you talk it's hard
to be the like excellent like focus on excellence and also not work long hours which I it's possible but it's hard those are challenging and worth a conversation yeah worth the conversation because in fact as you say that I'm like well I guess you can do that right you can do that and so therefore that's where the conversation has to figure out how you're going to marry these two values which might be at odds or might be aligned but let's talk through what work Val work life balance means to you and let's talk through what
Excellence means to me and let's see if we can have a meaning of the minds about it or at least I know where you stand one of the founders I worked with he would um you know text or slack his co-founder on weekends and the co-founder wouldn't respond and that was extremely frustrating to the person you know to the co-founder I was talking to and it turned out after they finally addressed it it really was about wanting to have some downtime and some you know quote unquote balance nothing wrong with that but because they didn't
talk about it both sides made the big assumption about it and then it caused this conflict that didn't have to happen if they' had the conversation in advance comes back to where we started of having these conversations is is is necessary and almost like helps the other person because this could you know this uh small issue could become a huge issue over time if you just start assuming and it keeps happening and it keeps scratching and scratching at you and let that person's life is screwed up because you're I can't do this with you anymore
right so it's just another reminder of the how it's good for the other person for you to engage in a difficult conversation yes very true uh okay what else so values is there by the way is there like a values framework you most love that you can point people to or there're just like a bunch and don't don't worry too much about which one you go I mean the one I use is super simple which is you know on the thing called the internet there's a lot of lists of values and I think when you
see a list of values you can pull out the ones that are most meaningful to you and that's a very simple and helpful and free tool got it you just Google list of values there's a PDF and just circle the ones that are most and pick like whatever small number don't you know half of them actually the well just to give you the process right it's helpful to pick like you know 20 for example great and then you winnow them down to let's say 10 and then you do the difficult work of winnowing them down
to three to five that you feel are core to you and that's a good exercise for everyone to do actually like every year because things can change uh it also forces you to make the difficult decisions about when it comes down to it what are the things that really are important to me the more you know your values the more you can operate in the world with just more clarity for yourself awesome all right so values what else yeah so another one is vision of the company so you know when this company is successful what
does that look like and what that might look like is we're in control of our destiny and we you know are able to operate this business independently and we have a lot of freedom what that might look like is a big Venture outcome that we all read about and if you are both like assuming that you both think the same thing but aren't talking about explicitly or talking about the trade-offs you need to make inherent in that then what often happens if you have differences is they come home to roost while it's too late or
when it's too late so an example is a two co-founders I worked with you know one of them would said said to me wistfully this is like five or six years into the company and the company was going well but it was it was challenging and they had all their growing pains and like like you mentioned about Cheryl said like all the all the chaos and he said to me gosh I don't see why we have to grow I I just wish we could actually you know have fewer employees and I used to love it
when I knew everybody's name and I would just much prefer an environment we didn't have to grow well unfortunately they were already ventured back and also the other co-founder had a very you know lofty ambition for a very big company and since they had talked about that it was way too late to even have that conversation and it was a very painful Reckoning for both of them to realize they were not on the same page totally see the value of this one I could totally see how people would have different goals I imagine it also
changes over time so there's probably an element of if something has shifted for you you should probably also have that conversation like I don't want to build a IPO Venture scale business I just want to build something chill so basically a line on what is how would you phrase that what what does winning look like to you what is yeah what does success look like the vision for the what's the vision for the company when it reaches its full potential M okay great what else another one is it's sort of a two-part question how do
you handle conflict so how do you handle conflict but then you might want to ask your spouse you know someone close to you how does how do I handle conflict because you might think oh I handle conflict with like such an enlightened person I'm so neutral about it I'm so great at bringing things up but the person who's close to you might say you see until you're ready to bring something up and it's really uncomfortable in the seething period so it just gives you a little more self-awareness about how you actually handle conflict and that's
really important because I might be the kind of person who wants to bring up conflict and talk about it immediately the other person might be a person who totally wants to talk about the conflict but wants to let it settle first and wants to also kind of go through their own thinking process about what's important to them and might actually feel like they've resolved it themselves without having to have a conversation with you and if you're like the person who's like let's talk about it let's talk about it let's talk about it and they're like
I'm working through it myself now you have conflict over the conflict and it just turn turns into Dynamic that's not necessary as you go through these questions it's absurd to imagine people don't do this when they find a co-founder and work through stuff and I know most nobody does like in like the percentage of people that do this sort of work ahead of time is very low and so I love that we're helping this percentage go up but it also reminds me of just how crazy it is people don't have these conversations and how it
explains why so many founder relationships don't work out so these are awesome what else I know you have a whole list and we'll link to it right there's like a PDF we can link to yes with the questions or sure post awesome uh let's do a few more another one is how do we decide when we disagree and that is a very good thing to explore because there's actually a lot of different ways to decide when you disagree and they're both they're all good and if you have it sort of upfront and it's this like
an ongoing discussion but if you have it upfront like when we disagree because that's definitely going to happen let's assume that the person who cares the most can win that argument that would be a great way to do it it might be the person who's got the best perspective and the most expertise can win that argument it might be we'll go back and forth when we really disagree first you win and then I win like that back and forth there's so many different ways to handle it and if you talk about it up front you'll
be much more likely to be able to actually put that into practice when you do disagree because you will definitely disagree there's no way around that and that's not even a bad thing like you're smart people you have this Dynamic tension in the relationship you bring different things to the table you've got different perspectives disagreeing is normal working through it and having a practice and a process of working through it will help it be a good conversation rather than like this you know sort of sulky difficult conversation I love it maybe one more yeah so
another one is what kind of company culture do I think is important people definitely don't talk about this before um they found the company and they assume they're on the same page so one founder might be I want to have this great company where everyone loves it and we're all loving together working hard together and it feels like a you know use your word before it feels like a family by the way that's great that's fantastic I want to have a get it done results focused culture where we're just like executing the hell out of
everything and that we're just focused on winning by the way those two can actually exist together but if you're pushing in One Direction without the other and your co-founders pushing the other direction without yours it really can feel like two different companies and that's you know when I go into a situation at one of my clients client sites often I will hear from the employees it feels like we have two different companies and two different cultures depending on whose team you're on and that of course leads to you know lack of sort of coherent working
together and certainly even just lack of different standards and expectations awesome okay to kind of start to wrap our conversation I want to take us to a recurring segment of this podcast that I call fail Corner we've talked a lot about failure at this point and just all the ways people fail I'm curious if in your career or life there's a story that might be helpful for folks to hear when things didn't go great and you failed and if you learned something from that experience and the reason this is something I do is I feel
like people listening to this podcast everyone's like sounds so amazing everything's always going great they're killing it in reality that's not actually how things go so these end up being really helpful for people like oh wow even Alyssa had a really hard time sometime is there a story that you could share absolutely I mean so many so many examples um you know I'm going to give two quick examples one is when I first started my coaching practice I just kind of started and so I just did everything I could to get clients to build a
business to build a practice to build my brand all the things and I was working so hard and I think I'd had this conversation with somebody that didn't go very well and I just thought in my mind's eye I thought what will become of me that was my voice in my head for quite a long time what will become of me and I I was living in Boston at the time I got onto the floor my hardwood floors in my Brookline condo and I just balled in the fetal position and just balled and bald and
baled for like an hour it wasn't like 10 minutes it was like an hour and I was so frightened and just upset like is this am I going to be able to make this work and it was a while and I got back I got got to the couch and took a little stress SNP and then I got up from my stress snap and I just started making more calls and kind of doing more things and that was definitely like a rock bottom moment for me and I think what I learned is you have to
pick literally pick yourself up from the ground and pull yourself forward and when you keep taking action action action win or lose win or lose you will get where you need to go and that turned out to be true but in those moments I was not thinking that was going to turn out to be true wow Amazing Story I imagine many people feel those moments and it's uh empowering to hear that it could all turn out really well even when you're lying on the floor crying for an hour an hour is a long time to
cry in the floor it is a long time to cry it really like I was I was I thought about it because most people just cry for 10 or 15 minutes I was crying for an hour I'm positive yeah great great story um you said you had another story yeah I'll tell you a second story which is more like focused on actually my work life so one thing that I do is I do coaching of course and I do offsites and this was early early days of my coaching career and I was doing this offsite
and it wasn't going well and I was debriefing with my client like during the breaks and at one point she said something like I just think we should end this offsite I just think we should just decide it's over and it's not working and I felt horrible obviously humiliated certainly and just like H this like that's a failure that's like that's like oh fail and I know that what I took away from it was that I can improve my skills in every aspect of running an offsite so getting aligned with a client in advance making
sure that I had the right activities getting us to our goal being very goal oriented and focused and making sure that I had kind of understood the rhythm of what it takes to bring people together so I took some training on that I worked my mentor on that and I got so great at offsites after that experience I tell you that was a real low because in the moment in that moment I'm not thinking I'm gonna get great at offsites in that moment I'm thinking oh my God I'm gonna get like what will become of
me you know but I turned it into in my mind's eye or I should say like I turned it into the ability to build my skills and I just want to tell everybody even at your lowest moments anything that you're learning from that can then be turned into fuel to build your skills to get great at the thing that you're not great out what I also love about this is there's this uh this feeling of imposter syndrome is specifically this fear that I do something wrong and it'll all crumble and everyone will say I suck
and I never I don't know anything and everyone will see it and I love both these stories are like it doesn't go well and doesn't crumble it just gives it just you build from there and no one's like oh Alissa is terrible forever no it's like move on to the next thing and then you use that as fuel to become really good at this thing that didn't go great yeah that's really well said amazing Ela we covered a lot of stuff is there anything that you were hoping to cover or you think might be useful
for folks to hear before we move to our very exciting lightning round um the only last thing I want to talk about just sort of circling back to like your role as a leader uh I was one time working with a CEO who was handling the fact that this launch was not going well like I said the launch wasn't happening can put up foot off foot off fo off and his point of view was you need to have patience with it as it goes and my point of view is because I've talked to a lot
of the people around was that there was a massive process problem going on that he was not kind of T touching into and really investigating because like the project the product manager wasn't experienced was kind of hiding it because he knew he didn't have the skills was fighting with engineering it wasn't it just wasn't working and when the CEO was telling me and we had a long discussion about this where I kind of enlightened him about some of the issues that he needed to get involved in fix he kept thinking I need to have patience
so what I want to say to everybody is like sometimes you need to have patience and sometimes you need to look at the process and I think you as the leader need to have the kind of the wisdom to know the difference but also your finger on the pulse to recognize is this an issue with patience or an issue with process I guess is there a sign that you're like it's probably a process thing you're just ignoring a glaring problem that everyone else sees I think the sign is when if you search your your your
mind you don't really know how this thing is going to come together there's no like plan in your mind you haven't touched in with people or talked to people about what's going on you kind of hear this uncomfortable Silence about it those are symptoms that you just need to dive deeper and like just be a little more in touch with what's going on and talk to some folks and look at some data and that might and by the way it might not be a massive process problem it might just be like one little thing that
needs to get unstuck but you as the leader need to recognize that and figure out a way to make that unstuck and if there of course a big problem it needs to somehow be just you know surfaced so if you're just expect if there just hope this will worked out versus like I see a path to this working out it's probably not probably a problem yeah well said is there anything else that you wanted to share a touch on that you think might be helpful uh we talked about the the co-founders prenup which I think
people would think like well I'm not a co-founder I don't need that I just want to invite everyone to also think about a different tool that I have which is called the personal operating manual and it helps prompt you to talk about working style together because you know you may not be co-founders of course but you're working on a team with a bunch of people and they all have their different working style so it's kinds of questions like what communication style do you like the best how do you like to work you like large like
large uninterrupted blocks do you like you know sort of meetings here and there when I'm trying to get a hold of you for something important what's the best way to do that what is one of your pet peeves or some of your pet peeves how can I get a gold star with you those kind even also this is my favorite what's your delegation style do you want me to check in with you regularly like once a week as I'm working down the path of a project or do you want me to just let you know
when it's done and um you know like just tell you at the end that it's been complete so lots of different ways people assume other people work because it's like your style but actually it's just your style so those kinds of conversations can be great for working together and also be a great team activity so this kind of what goes into like these read mes people put together here's how you work with me I really love the gold star concept because I feel like people want to know how do I be super awesome how do
I be really successful working for you and I like that visual of the gold star in the pet peeves I feel like a lot of people will identify that what what are my pet peeves so that people don't do these things because they don't know right they don't know until you tell them nobody nobody knows what's your what's your operating style until you tell them and the more you can showcase the more everybody will be able to do it right for you and you'll be able to do it right for them and then you'll be
able to have better workplace Harmony and save your Conflict for what things that are really important not just because like oh you didn't text me when I wanted you to text me being clear what do you know uh is there anything else that you think might be helpful to share before we get our very exciting lightning round no just that well with that Alyssa we reached our very exciting lightning round are you ready can't wait I'm ready here here we go uh first question are there two or three books that you find yourself most recommending
to other people so we already talked about uh Kim Scott the wonderful amazing Kim Scott and her book radical cander is one I recommend a lot to people it's fantastic working backwards by um gosh Colin Bryan and Bill Brier and Bill something is about sort of the Amazon way of working backwards from the customer super geeky ke and tactical I love it I slurp it up like Harry Potter it's so good and I definitely recommend to my clients about like Amazon's management science and the third is Walt Disney by Neil gabler because it really shows
how Walt Disney sort of it's it's everything about his Youth and how he turned into a very bad entrepreneur and ultimately into a fantastic inventive entrepreneur and it shows all the origins of how he invented these different pieces that now make the Walt Disney Company the first two recommendations we've had on the podcast Kim Scott and Bill Carr is the other coauthor he's been on the podcast and people love that episode I haven't had Walt Disney on gotta work on that or the writer Neil G or the writer yeah yeah um good tip okay next
question is their favorite recent movie or TV show you really enjoyed yeah I enjoyed inside out too I thought it was fantastic the idea see you low it I feel like it's for all coaches in the world totally just the idea that like oh yeah we're all this complex to of emotions and it's okay I also love that movie next question do you have a favorite product you recently discovered that you really love yes the ninja creamy so good say more the ninja creamy turns anything into ice cream so you can actually make ice cream
good God Bless but I take my protein shake which is okay and turn it into ice cream which is delicious and it takes 10 minutes and it's very little prep and it's simple to use and it works as expect Ed which so many things do not the ninja creamy go get it that's that's the first for the ninja creamy and I love the holidays are coming around so this going to be good for people do you have a favorite life motto that you often come back to find useful in work or in life my this
this quote by Joseph Campbell animates my life which is if you can see your path all the way through to the end you are following someone else's path your path only becomes clear Moment by moment as each foot hits the ground wow that's so good it's so empowering because it helps you realize your if you don't see where it's all going that's normal and that's good wow great one good one I'm gonna I need to do something all these motto they're so good I need to like car a poster or something that's a great idea
or in your newslet send them out or yeah that's the easy path okay uh last question so I'm curious and not to create more competition for you but I feel like a lot of people think about becoming a coach of some kind like a product coach exec coach if someone was thinking about going down that path is there like one piece of advice you could share to help them pursue this path even Explore if it's right for them if you think you want to become a coach and you immediately want to build up your coaching
skills listen to people more deeply and ask deeper questions not just respond to what they just said but why why do you think that or where is that coming from and you will see if you enjoy that process of really going deeper with people I think that would be helpful for everyone to do but certainly if you want to become a coach I think that's essential to be able to get really behind the Sur beneath the surface I love how your energy just changed into like coaching mode when you said that I love that that
was like such an interesting thing to see and that was a great advice that's easier said than done and I it's interesting you could tell people are so good at that specific skill versus not and so I love that that's the thing to work on is uh ask better questions think deeper about the person and what they're coming from Alyssa this was incredible two final questions where can folks find you if they want to reach out maybe work with you what kind of people do you work with in case people are interested in that and
finally how can listeners be useful to you oh thank you well um I work with um Executives uh at startups and also at large public companies so feel free to reach out if you want to have a conversation about coaching you can find me at alone.com and actually I'm going to take some resources and put them at a special link which is Alysa con.com Lenny if you want to download the uh co-founder prenup I also of a personal operating manual and a few other resources I will put there so Alyssa con.com Lenny and you can
also join my newsletter from there and I think in terms of helping me I guess there's two things I want to say my life's work genuinely is to make a difference when I became a coach it was because the music in my head was to make a difference and so I hope I've made a difference for all of you today and I would invite you to try one thing that makes you uncomfortable this week like as soon as you hear this this week try something that makes you uncomfortable and feel free to let me know
on LinkedIn or even send me an email and let me know what you did that made you uncomfortable so that would be very meaningful to me and the second thing that' be very meaningful to me is if you would go find my podcast called from startup to grownup and give it a listen maybe give it a rating and review because as you know Lenny the way people find your podcast is when other people are interested in your podcast from startup to grown up I love that title thank you Alyssa thank you so much for being
here this was awesome thank you so much for having me Lenny it was great bye everyone thank you so much for listening if you found this valuable you can subscribe to the show on Apple podcast Spotify or your favorite podcast app also please consider giving us a rating or leaving a review as that really helps other listeners find the podcast you can find all past episodes or learn more about the show at Lenny podcast.com see you in the next episode