From Start-up to Grown-up: How to Avoid Common Mistakes Founders Make with Alisa Cohn
26 Oct 2021 · 20 min
Executive coach Alisa Cohn on what founders get wrong when they become CEOs. Use 30/60/90 onboarding plans for new hires, assess each person's skill and will to know how closely to supervise them, and make meeting agendas actually useful.
Chapters
Boom.
Shake the room. Fire Nation JLD here and welcome to Entrepreneurs on Fire, brought to you by the HubSpot Podcast Network. With great shows like Business Infrastructure, Today we'll be focusing on going from startup to grown up. How to avoid common mistakes founders make, and what to do instead to drop these value bombs, I brought Alyssa Cohn into eofire Studios. Alyssa is an executive coach and the author of From Startup to Grown Up. She has coached founders and executives at venmo, Etsy and DraftKings along with with enterprises such as Dell, Hitachi and Pfizer. She writes for HBR and Inc. And has been featured in Bloomberg, the BBC and New York Times. And today, Fire Nation will talk about what founders get wrong being a micromanager, an acronym called maga, M A G A and so much more. When we get back from thanking our sponsors, Fire Nation, it's time to stop trading, time for money and start reaching more clients and making a bigger impact. And you can do just that with online courses. Try Thinkific for free today and at thinkific.comeo o f that's T-H-I N K I F I C.comee o f Interested in B2B sales strategies? The Salesman Podcast is the world's most downloaded B2B sales podcast. Host Will Barron helps sales professionals learn how to find buyers and win business in a modern, effective and ethical way. I recently tuned into Will's episode on Digital Body Language, how to have better zoom sales meetings, and I love how he provides relatable examples so the strategies are easy to understand. Listen to the Salesman Podcast wherever you get your podcasts. Alyssa, say what's up to Fire Nation and share something that you believe about becoming successful that most people disagree with.
So what's up, Fire Nation? So great to be here with you and I. One thing that I really think a lot about that people think you need to be successful that I disagree with, is setting goals. I say don't set goals. You can set direction and you should. You should definitely set up and lock in processes and systems and definitely support yourself in taking action and then take action day after day, week after week, month after month, year after year. It's that constant, consistent action and the process of doing it every day that's gonna help you achieve your dreams, not.
The goals in Fire Nation. This is coming from a pickleball pro, so you know to take notes and listen up. And we're talking about going from startup to growing up, how to avoid common mistakes founders make, and what to do instead. So I really like specificity, Alyssa. So I just want to dive right in to the single most important thing that founders get wrong when starting their business.
Thanks for asking me that. Yes. So I think what founders do is they start their business and they think that their success and their journey is going to be about the product and about the technology and their solution. And it's not. It's actually about their ability to build a thriving, sustaining organization. It has to do with structure, with people and the way you manage your own psychology through the ups and downs, which is extremely challenging.
Now, let's go through maybe an example. You don't have to use names, you don't have to use companies, whatever it is. But, like, what's a real time action of a founder just getting this wrong?
Well, I worked with a founder a few years ago at a company in Austin, and he called me because his team was about to be in mutiny because he had been so focused on drive, drive, drive, build, build, build the product, that he hadn't stepped back and thought about, what do these people need? And what they need is management. What they need is systems, and what they need is structure. So it was kind of a free for all. It was kind of like, let's have no hierarchy. And then what that means is everybody's tripping over each other. Nobody's clear on what they're supposed to be doing and how they can define success and achieve success, and they're not being managed, so they don't get that sort of positive reinforcement. They don't get guidance and direction. So because of that, even though the product was amazing and what they were building was amazing, the company was really in trouble because of the neglect of those things.
One thing that I feel like it's a really bad rap in our world, specifically Alyssa, is being a micromanager. Everybody's like, oh, don't be a micromanager. Like, you can't have your hands in everything. Like, you just need to let people go do their thing, or to tell people how to do things once and then never look at them again. Like, if you're a micromanager, your business will fail. Why is sometimes not all the time? So why is sometimes being a micromanager the right answer?
Yes. That is one of my own counterintuitive beliefs that people always tell founders, don't be a micromanager, or founders themselves will say, I'm not a micromanager. And yet the truth is that when you hire a team, especially early stage, but even as you grow, they are not always the most Capable people of doing the things that you want them to do doesn't mean they're bad, doesn't mean they're not willing to try, but it may mean they don't have the skills and experience to do that thing. Like, I had a founder one time who gave his. His actually assistant this. For this job of gathering information about the competitors of the company. He was just, like, interested. And she went out and she did this whole incredible, like, way too much overcomplicated job about it and brought it back to him, and it wasn't what he wanted, and he got mad. And I'm thinking, did you even. And what we talked about was, you know, did you even really ask her or guide her in what you wanted? Did you set up the structure and the template so she could kind of fill it out and give her a chance to ask questions? And the truth is that that is just much closer supervision than he thought that she or anybody else would need to do a task. Everybody, every founder, every leader has to assess the will and skill of their employees to be able to delegate to them, to be able to then manage them at the appropriate level of supervision. And sometimes that does mean what we call micromanagement.
I love that phrase, assess the will and skill of your employee. That's really cool. And definitely a thought to keep in mind. Fire Nation. Now. Hiring is such a struggle. And no, Fire Nation, this is not a sponsorship ad for ZipRecruiter. I'm just saying that hiring in general, it's such a struggle. So share with us how we can hire right the first time. And then on the flip side of things, how do we know when to fire somebody?
Oh, yes, so true. So when I think about hiring, what I experience, most of the founders I work with and Most of the CEOs I work with, when they're not experts yet at hiring, they tend to go through a big interview process. And then at the end of the day, they kind of decide, I like Lisa, let's hire Lisa. Or I like Frank, let's hire Frank. And that's kind of how they make decisions about hiring. And that's not all there is to it. But after going through a process that they don't have, often evidence that this person can do the job. So the secret is, number one, to get super clear and super granular about the jobs to be done. The thing that you want this person to do in, like, a very specific kind of way, and then go out and get evidence by asking that person questions. You know, if you want someone to be super proactive. Talk about times that you ask them, ask this person about times that they did something without being asked, that they did something that was above and beyond what they wanted to, that they had to do. If you're looking for someone, someone who's great at influencing, talk about, ask this person about times they had to bring other people along who disagreed with them and how they were able to bring them to a different place without breaking any glass. You have to ask specific questions and then when you talk to the references, ask specific questions to gather evidence that they can do those specific jobs to be done. So that's about hiring. Now, life goes on and sadly, people are not always up to the task. And maybe they were up to the task or up to the job and you know, they, they outgrew it or outgrew them or they just weren't the right hire. So what happens is I come into a situation very often and we're talking about this one person, and as soon as a founder realizes that he should fire this person, the truth is it's probably a year too late. That's like a truism. It's in the startup world. And the way to think about that is setting clear, specific goals for this person and making sure they have the right objectives and then seeing if they can meet those objectives. And if they can't over time, and you've had conversations with them over time and really help them see that you're serious about them needing to achieve these objectives, then you can finally realize that it's just not a fit. The secret is also that when you come to somebody and say, you know, it's just not a fit, I think we need to part ways. They've often come to that conclusion themselves and they're kind of relieved you finally brought it up.
Wow. I mean, Fire Nation. Think about those words when you're setting yourself up for success at the beginning of a relationship so that you can make sure you're doing what's best for both parties, both sides of the equation going forward. And Alyssa, Fire Nation loves secrets. Share one secret to just a fantastic great hire.
The secret to great hiring has to do with setting up a specific game plan about what you're hoping they accomplish in 30 days, what you're hoping they accomplish in 60 days, what you're hoping they Accomplish in 90 days. You have a clear onboarding plan that includes specific deliverables, including quick wins, which are superficial and super fast things that people do to gain credibility with their new team. So they sort of like, oh, this person's great, this person's going to add a lot of value. And then also making sure you handle the socialization, the integration of onboarding so people can actually have help getting integrated into the team and feeling part of the fabric and the culture.
There's a theme here at Fire Nation, and that theme is communication. You need to be communicating, setting the right expectations, boundaries, all of this stuff that's gonna set up both sides for that win win scenario. And we're gonna talk about a killer acronym MAGA when we get back from thanking our sponsors. In order to grow your business bigger, faster and stronger, no matter what challenges come your way, you need a solid team in place to help support you. What else do you need and and effective way to unite that team? And the flexible and customizable HubSpot CRM platform can help you do just that. HubSpot is continuously adapting to the needs of businesses with sales teams like yours, with brand new updates and features. And what they've just rolled out is something you should be very excited to check out. Not only have they created business units that allow you to manage contacts, marketing and sales assets, they've made these settings available across multiple brands. They've also just rolled out new admin features including permission templates and integrations, making it easy to add, remove and edit users as needed. And the feature I know will be a game changer for so many businesses. Sandboxes, which give you and your teams a place to test, experiment and iterate on ideas before actually going live. Learn more about how you can customize your CRM platform with HubSpot@HubSpot.com that's HubSpot.com. whether you're a guitar teacher, a business coach, or a yoga instructor, entrepreneurs all share something in common. A desire to reach more clients and make a bigger impact without trading their time for money. So how do you do that? Creating an online course with thinkific. Expose your business to hundreds, thousands or even millions of new clients worldwide with low impact on your time. But don't just take our word for it. Meet Vanessa. She runs Groove Therapy, a business that offers beginner dance classes for adults. Vanessa was hearing time and time again that people couldn't make it to class because of time constraints, anxiety, or not living close enough to attend. So Vanessa decided to put her dance classes into an online course with thinkific so people could take lessons at their own leisure. Her online courses took her business to a new international level, and they pretty much run themselves. Not only that, she started making thousands in New revenue every month, hitting her financial targets and freeing up time to work more on her business. More than 50,000 entrepreneurs have already used Thinkific to build revenue and educate their students worldwide. Try Thinkific for free today at thinkific.comeoF that's T-H-I-N-K-I F I C.comeo O F. Alyssa, we're back. And as I kind of tease before the break, maga make agendas great again. Expound upon this.
I am obsessed with meetings. I love meetings. I love the potential of meetings. Everybody else hates meetings and I don't blame them. Like they're not well planned, they're kind of a waste of time. And I just think that's such a shame because it's first of all an expensive room. And also it is the potential of so much wisdom because everyone there is so smart and so interested and wanting to like, really eager to make a difference. The key to all that is making a great agenda, specifically making agendas great again. And really, it has to do with really planning. Right, so you said communication and it's totally true. It's also being intentional and planning. What do you want to do? So an agenda really sets out what is the goal of this meeting? Like, seriously, what are we trying to say at the end of this meeting that exists or that's different, that's not true at the beginning of the meeting. That's number one. Number two, how are we going to get there? What are the different activities and the tools and sort of the facilitation processes we're going to do to get to that goal? And third, to end the meeting with three powerful questions. Number one, what did we decide here? Number two, who will do what by when? And number three, who needs to know?
Roadmap, Fire Nation. Do you have one? Like, do you even have a roadmap for what's about to happen, what's about to take place? What are your thoughts? You know, some people like to talk about standing meetings, like, you know, having a specific, you know, shortened amount of time. I mean, what do you feel like is the best for people to go about setting up and creating meetings and putting those on the agenda?
Yeah. You know, I talk in my book From Startup to Growing up, the different meetings you need to have. And the first is every day with yourself, a meeting with yourself every day to plan your day, to kind of reflect, to think about things. And that should be a 30 minutes. A1 on one with somebody should be about 30 minutes. But if you're having an Executive team meeting, you might want that to be an hour or even two hours. But to your point about check ins, check ins are like such a powerful way to just get everybody on the same page in a 10 or 15 minute period. It's also energetic, it's dynamic. And when you're in person, the idea is you're actually standing up. If you're on video, you can also stand up. That's why they're called standups and nobody sits down. And it's very dynamic and they, they add a lot of value by way of communication and syncing up without taking up too much time.
Now from time to time, and let's just be honest, we all get into these delicate situations. So share some specific scripts that Fire Nation can use to handle these so called delicate situations.
Yes, in my book From Startup to Grownup, I have an entire appendix about scripts to handle delicate situations. Including for example, when someone wants a promotion they're not ready for. So for example, somebody comes to you and they say, I want to go put myself in for this manager role or this director role, the vice president role. And you realize they're not even close. And so then you have to sit down and say to this person, hey, first of all, I think you're great and I probably don't tell you that enough. Also, it looks like we are off sync on your career development and I need to rectify that immediately. I want you to know that the person we're going to bring in to do this job that you're looking for has this kind of experience that you don't have have. At the same time, I want you to know we really value you and I want to work with you to put together a career plan for yourself, a career progression plan for yourself so that you can ultimately achieve your goals. Whether it's getting promoted in this role or ultimately finding other roles in the company that are great for you. So that's kind of the way to handle a delicate situation and also to then have a follow up plan and be as good as your word about really helping this person progress. Otherwise they're not going to understand why they didn't get promotion, they're going to be frustrated and ultimately they're going to leave you and it's such a waste because they were a good employee and you could have kept them if you addressed it directly and compassionately.
These scripts, at least the one that you just recently talked about, they really show your employee Fire Nation that they are the priority. Like that they matter, that their life matters. And, you know, as much as we like to think otherwise, everybody's favor station is wwifm. What's in it for me? Like, what's in it for me? Like, you know, I hate to say it, but, like, that's the reality. So if you just think that your employee is just willing to fall on a sword and sacrifice themselves for your company at all costs, you gotta think again. They need to know that you have their interests and in some cases, their best interests out for them. And scripts like these are gonna help you get there. Now, you did briefly go over this, but let's take the last couple minutes we have here together to really dive in to your book From Startup to Grown Up. Break this down for us. What is the deal with this book? Why do we need to read it?
Thank you for asking that. I think that every entrepreneur can usefully read it because it's really about the process of becoming, of going from founder to CEO, the idea of somebody who's building a product or a service to somebody who's building a thriving business. So it's divided into three sections. Managing yourself, managing the people around you, managing them, the employees, and then managing the company. And really everybody, all new leaders, all founders, and really even solopreneurs need to think about how they're building themselves along those three dimensions and learning and growing along those three dimensions. So, you know, I talked earlier about managing your own psychology. When you, when you manage your own psychology, it's like there are lots of ups and downs to becoming a leader to the workplace, and certainly to being an entrepreneur. And so you need to think about how you're going to reflect on yourself, reflect on your strengths and your weaknesses, and then also find specific tools and practices. Like I talk in the book about doing a highlight reel so that when you're feeling down and depressed and you feel like, oh, it's not working, you proactively remind yourself of all the successes you've had. That's a highlight reel. And one of the examples of the exercises I use. When you're managing other people, to your point earlier, you think about it from their point of view, right? You're the manager, but you need to think about their point of view and how you're going to help them understand that they're making progress, that you. That they are doing a good job, that you praise them, and also that they have a career progression. So when you manage other people, you've got to keep those things in mind. And then ultimately, nobody has a business unless they're able to Measure the business. And so we all need to learn about stepping back and thinking about the structures and tools we're implementing in our own business.
You don't have a business, Fire Nation unless you know how to measure that business. So, Alyssa, I know you've created something pretty cool for Fire Nation. Give us the call to action about where we can learn more about your book, this gift, and anything else you want to share.
Well, thank you so much. Well, everyone can come to my website, alyssacon.com and I've put together for your listeners some scripts and templates, and that's alyssacone.com fire and specifically we talked about these scripts. I've put together additional scripts for your listeners to help them onboard new employees have a difficult conversation with anyone. And then also some templates about how to create your own operating manual so you get a handle on your own kind of quirks and your personality style and your communication style so you can share that with people around you and also help them fill out their own operating manual and share it with you. So I all of that for your listeners because I want you to benefit. You know, my mission is to light 10,000 candles. My mission is to help people get better and solve problems before they become problems and really, you know, learn things before they have to make their own mistakes. So I hope all this material helps everybody do that.
Fire Nation, you're the average of the five people you spend the most time with. You've been hanging out with AC and JLD today. So keep up the heat. And if you head over to eofire.com and type Alyssa a L I S A in the search bar, her show's page will pop up with everything that we've talked about and of course go over for that additional awesomeness. She created this stuff for you. Fire nation, take action. Alyssacon.com fire that's a l I s a c o h n.com fire fire Alyssa, thank you for sharing your truth, knowledge value with Fire Nation today. For that, we salute you and we'll catch you on the flip side.
Thank you so much for having me.
Hey Fire Nation. Today's value bomb content was brought to you by Alyssa and Fire Nation. The idea to store contest by store domains is live. You have the chance to win cash prizes up to 30,000 for sharing your online store ideas. Learn more at www.ideato.store. that's www.ideato.store and I'll catch you there or I'll catch you on the flip side. Fire Nation, it's time to stop trading time for money and start reaching more clients and making a bigger impact. And you can do just that with online courses. Try Thinkific for free today@thinkific.com e o f that's t h I n k I f I c.com eo f Interested in B2B sales strategies? The Salesman Podcast is the world's most downloaded B2B sales podcast. Host Will Barron helps sales professionals learn how to find buyers and win business in a modern, effective, and ethical way. I recently tuned into Will's episode on Digital Body Language how to have Better zoom sales Meetings, and I love how he provides relatable examples so the strategies are easy to understand. Listen to the Salesman Podcast wherever you get your podcasts.
More from Alisa


128: Ken Davenport Produces Broadway Hits. Here's the Startup Playbook Behind Them


124: Alex Lieberman Built Morning Brew to $75M. But That Was Just the Start [ENCORE]


123: GiaNina Paolantonio Has Millions of Followers. Here’s the Business Behind Them


122: The Kettle & Fire Founder Is Fixing How America Pays for Health | Justin Mares, Co-Founder and CEO of Truemed
121: Founder Mode on Bitcoin: Double the Volatility, Double the Stakes | Will Reeves, Co-Founder and CEO of Fold
120: Miro's Founder on Reinventing a 100-Million-User Company | Andrey Khusid, Founder of Miro
119: Eric Ries, Author of The Lean Startup, The Corporate Governance Crisis No One Wants to Admit
118: Josh Reeves, Co-Founder and CEO of Gusto, The 3-Part Alignment Framework Every Founder Needs Before Their Next Hire [ENCORE]


