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From Start-Up to Grown-Up: Grow Your Leadership to Grow Your Business

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Independent Press Award 2022 - Entrepreneurship & Small Business
International Book Awards 2023 - Entrepreneurship & Small Business

Every start-up founder feels overwhelmed and uncertain at various times. The key to managing the relentless turmoil of a start-up is learning to manage yourself.

From Start-Up to Grown-Up gives you, the founder and CEO of a great start-up, the knowledge and experience that executive coach Alisa Cohn has gained from helping companies such as Etsy, Foursquare, InVision and The Wirecutter become headline names. Growth of your company begins with growth within you. The book provides you with effective and practical ways of maximizing your strengths, defusing your triggers, controlling your self-doubt and building on your motivators. With these self-management tools, you can then turn your attention to managing your team by ensuring the flow of communication and finding the joy of delegation and the soul in meetings. Finally, you gain practical tools for managing the company and ensuring overall effectiveness of your team and strategy, using specific scripts you need to have delicate or difficult conversations.

Filled with stories drawn from the author's experience, From Start-Up to Grown-Up helps you build a company with a set of core values that everybody lives by and where everyone shares a vision of where the company is going and how to get there.

280 pages, Paperback

Published October 26, 2021

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Alisa Cohn

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Profile Image for Jung.
1,912 reviews44 followers
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April 21, 2022
Before you can lead your start-up effectively, you need to have a strong handle on your own behavior and communication style. After all, managing others is about helping them grow, which means striking a balance between motivation and holding them accountable. As your start-up grows, put in structures and systems to support you. That way you can be sure that everything is in place to help you on your path to scale-up.

Actionable advice:

Give new employees a personal operating manual.

During onboarding, make clear what you expect of your team. A great way to do this as CEO is to set out how someone can work best with you in the form of a personal operating manual.

A personal operating manual describes what you know about how you work. How do you like to be contacted? Do you want a heads-up before receiving a call? Do you prefer to mull over decisions or make them on the spot? And, do you tend to change your mind?

Encourage others in your start-up to produce an operating manual, too. That way, everyone’s on the same page from the get-go.

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Counteract self-doubt by thinking back to past successes.

Another founder, Jake, was struggling to get his investors to put more money into his start-up. The investors were skeptical about revenue growth and cost structure. They wanted to see a new backer step in to take on some of the risk.

The uncertainty sent Jake into a tailspin. What if he couldn’t raise the round elsewhere? What if this meant the end of the company? He became convinced that people would discover that he was unable to get more funding from his investors and conclude he was a bad leader.

When coaching him, the author told Jake that actually, his fundraising skills were probably fine. It was his mindset that needed tweaking.

The key message here is: Counteract self-doubt by thinking back to past successes.

Facing repeated rejection can take a toll and lead to feelings of self-doubt and negative self-talk. It’s common for founders to have a negative script running in their heads, particularly at times of high stress. But it’s been shown to negatively affect performance.

When you’re in a state of self-doubt, you aren’t getting an accurate picture of your competencies – you tend to focus on all of your shortcomings, while totally undermining your successes.

To counteract the negative effects of self-doubt, forget your inner critic and focus on gathering evidence. Take some time to think about your past achievements and write them down. You want to create a highlight reel of your successes. That way you can call on it for a confidence boost whenever you’re feeling shaky.

Remember Jake? After the author instructed him to create his own highlight reel, he recalled times he’d succeeded in securing investment in the past and was able to soothe his anxiety. With less anxiety, he could endure rejection without being deterred and had more headspace to keep looking for solutions, until eventually he landed his funding round.

You don’t have to put up with self-doubt and criticism. When you find yourself in the middle of a storm, tune into and challenge those niggles and worries.

In fact, you don’t even have to wait for disaster to strike. Pull up a story or two from your highlight reel every morning and you’ll notice that it helps you build an ongoing confident mindset. As you’re about to find out, repetition works wonders.

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Establish a set of routines around your workday to boost motivation.

Have you ever watched Rafael Nadal play tennis? Before a match, he’s known to drink his energy gel, water, and recovery drink in precisely the same order every time. This routine is a ritual he uses to center himself.

Little rituals like this are common in sport – like in baseball, when the batsman steps out to swing the bat, and maybe looks up at the sky before he’s ready to get back into position and make a hit.

Think of leadership as a sport that requires you to show up and perform your best each day. Simple rituals can help get you into gear, too.

The key message here is: Establish a set of routines around your workday to boost motivation.

Get your day off to the best start by setting an alarm clock that’s not your phone. Keep a pen and paper nearby and when you wake, take five breaths and then immediately write down five things you’re grateful for. Only then should you get out of bed and get ready.

When you get to your desk, before you start work, write down three things you want to get done that day. This can be anything work-related or even personal. Finally, write down one thing you want to let go of. For example, maybe you want to get rid of negative self-talk as we discussed earlier. Or maybe you want to let go of a specific worry.

One of the author’s clients, Joyce, was an overwhelmed founder of a consumer app and mother of two who was at her wit’s end. After a month of trying this routine, she noticed she could handle any mishaps better, and found it easier to identify things she was grateful for in the face of them.

It proves that how you kickstart your day is important. But there are also things you can do throughout the day to get a kick of energy or motivation. Maybe try some jumping jacks, for example, when you feel the mid-afternoon slump coming on!

Finally, establish a third ritual to wind down at the end of your day. Journaling can be a powerful evening routine that encourages self-reflection, while helping you step back from the chaos of the workday and setting you up for a fresh start tomorrow.

When you proactively incorporate positive habits into your routine, you’ll have so much more motivation for the meandering journey that is growing your start-up.

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The more people you hire, the more you need managers and HR support.

An early-stage start-up can feel like a wild ride. You’re making it up as you go along but everything feels fresh and exciting. If things go well and the company gets a first round of funding, you know your chances of doing it again are possible.

You keep going and going until – fast-forward – you’ve become a company of 50 people. Suddenly, you have way too many people to manage personally.

No matter how much you enjoyed winging it at the start, if you want to keep growing, it’s time to set up structures to support you.

The key message here is: The more people you hire, the more you need managers and HR support.

At some point, you’re going to have to create a structure to make sure you and your employees are all working together productively. And like it or not, structure implies hierarchy.

It’s fine to go the unconventional route. Many start-ups have: Spotify organized their staff into squads, tribes, and guilds, while Hubspot’s sales team is divided into pods. However you wish to structure your teams, the bottom line is that you need a system of roles and responsibilities.

The people who lead teams – your managers – hold multifaceted roles. On the one hand, they are your line of communication and the people you rely on to keep you up-to-date. But your managers’ job is equally about helping your employees grow, and it’s up to you as CEO to provide the framework.

For example, you could try the GROW model, a question-based approach to coaching developed in the 1980s. First, you set a Goal. For example: What do you want your team to achieve? Next, do a Reality Check: What’s happening in the present? Look at your Options: What are some actions you could take to improve things? And finally, consider your Way Forward: What’s your plan of action?

You set out the framework and rely on your managers to take it on. But, depending on how many managers you have, you might not be able to train each one personally. It’s time to bring in a Head of People or an HR function to support you with onboarding, training, and keeping an eye on performance.

Having a system in place will ensure your employees are both effective and happy, and means you’ll continue to attract the best talent. Together this team will create a strong system of management that will serve you as you continue to grow.

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Develop metrics to measure progress and guide your start-up forward.

When you first start a business, it’s tricky to predict how much you’ll sell or how many new leads you’ll land. In the early stages, selling more in one quarter is considered a mark of success. But what if you could have sold even more than you actually did?

This is where metrics come in handy.

The concept behind metrics is simple: they measure your progress and guide you toward maximum efficacy. But metrics aren’t just about numbers.

The key message here is: Develop metrics to measure progress and guide your start-up forward.

Systems and metrics may feel boring and inflexible, but they are critical to running a growing business. They ensure the efficient, predictable running – and scaling – of your start-up.

The most basic measurement to watch over is your budget. When you raise a $250,000 seed round, it seems like that money will last forever. But then you rent office space, hire a team, and buy supplies. Before you know it, you’ve burned through half. Having a financial plan in place helps you avoid running into problems.

In addition to budgeting, you should also habitually monitor your projects and milestones to see where you – and everyone else – stands. For this it can be useful to create a dashboard, which is simply a spreadsheet set up to capture the status of your most important projects in one place.

List your projects in one column. For each item, create a set of milestones along the relevant row. These milestones are your metrics for progress; you’re going to mark the status of each as either green, yellow, or red. Green denotes that everything is on-track. Yellow means that the project is off-track, but there’s a plan to get it back on the rails. Red means it’s totally off-track, and there’s no plan to fix it.

Check the dashboard as a team once or twice a week. That way everyone can see where the most important projects are in real-time. Remember, people are motivated by understanding what they are shooting for. The most important metrics will change as your company grows, but your habit of monitoring them shouldn’t.

And if you’re really not a fan of systems and processes, you can always hire someone who is.
1 review
January 23, 2023
Read. Chapter. Nine!!!

Having just sold my first company, I can personally attest that if I had read the absolutely invaluable advice on cofounder relationships in Ch 9 before it was too late, I would have saved hundreds of hours of time, headache and turmoil – and would almost certainly be millions of dollars richer today.

The 'cofounder prenup' in particular is one of the most practical and useful tools I've ever seen, and it will be a must-do for every business I found from here out. But don't stop there – Alisa Cohn's wealth of experience shines through on every page. As the #1 most sought-after startup coach, she brings a unique perspective & ability to tackle the toughest subjects in startup life head-on with widely applicable and highly actionable advice throughout. I seriously felt like reading this book was equivalent to downloading the hardest-earned lessons of 100 top founders in a single sitting.

Cannot recommend highly enough – truly a must-read for any entrepreneur or startup executive.
2 reviews2 followers
November 17, 2023
Alissa's been a coach a longggggggggggggggg time, and I'm a founder of ~20 years. We met through work and I picked up her book.

From Startup to Grownup is a pretty damn comprehensive review of the major categories and subcategories of situations, conversations, and issues a founder will find herself in from the first moments of inception at the startup through its growth stages. Anyone who says they *don't* see themselves in at least half of these stories is fooling themselves, which is exactly the point of executive coaching, right?

Founders so often start imagining the job they love - the earliest phases - will be like that forever, but the reality is that they won't and don't. The founder must transition from a dreamer and coder to operator, and this book is Alissa's coaching framework for how to do just that.

One area that I REALLY appreciated was her really digging into jargon or phrases people reach for. She did it with OKRs, and my personal favorite, interviewing and wanting a candidate to "have excellent verbal and written skills". Alissa says, "but what does that exactly mean? Are they going to be talking to XYZ at a customer? Answering support tickets?". She urges the reader to more tightly define the scenario so that the outcome can be its most successful.

There were a few spots where I was either craving slightly more sophistication (how to manage the Board and co-founders) or in which I was looking less for a recommendation (provide snacks because eating helps with socializing) and more of a framework to how to think about whether that decision is the right one for me .

Net: awareness-raising and outstanding advice for 99% of the situations a founder will have to deal with!
Profile Image for Serge.
2 reviews
January 19, 2022
I heard about Alisa's book when she was a guest on the Tim Ferris podcast.

What I really liked about the book is how easy is to read and absorb information. Alisa has done a great job of delivering her message in a simple and concise way throughout the whole reading experience. I never felt a need to guess what she meant or read "between the lines".

This simplicity, however, comes at the cost of data. Even though I agree on emotional and empathy importance while having any difficult conversation, this book seems to lack any proof or strong research background other than personal's Alisa experience. While it's great she was able to coach so many people during her career, I feel like more scientific backing would really help to make her words more persuasive.

I'd also like to mention you don't really need to own a startup to benefit from this book. While there's a portion of it focused on how to manage your board of directors, the rest could be effectively used by any manager or team lead even in smaller-scale environments.

Another appreciation point is conversation scripts at the end of the book - giving feedback, firing an employee or parting ways with your executive - these are nice go-to templates one could use to figure out how to approach such challenge.

Overall, this book is a sold 4 out of 5 and I hope Alisa will write one in future, she's definitely equipped both with skill and experience to share her knowledge effectively and easy to grasp.
Profile Image for Synthia Salomon.
1,212 reviews20 followers
April 20, 2022
Book of the Day!

Key Message:
“Before you can lead your start-up effectively, you need to have a strong handle on your own behavior and communication style. After all, managing others is about helping them grow, which means striking a balance between motivation and holding them accountable. As your start-up grows, put in structures and systems to support you. That way you can be sure that everything is in place to help you on your path to scale-up.

Actionable advice:

Give new employees a personal operating manual.

During onboarding, make clear what you expect of your team. A great way to do this as CEO is to set out how someone can work best with you in the form of a personal operating manual. 

A personal operating manual describes what you know about how you work. How do you like to be contacted? Do you want a heads-up before receiving a call? Do you prefer to mull over decisions or make them on the spot? And, do you tend to change your mind?

Encourage others in your start-up to produce an operating manual, too. That way, everyone’s on the same page from the get-go.”
Profile Image for Michael Margolis.
Author 2 books13 followers
February 7, 2023
A wise and insightful read for any startup founder

If you're a founder, this is a book that you can’t put it down. Full of so much wisdom and practical insight for any founder or CEO of a high-growth startup. Alisa does such a great job of naming the elephants of what keeps a founder up at night, at each of the various stages of growth of one's company. Love all the defining moments that it covers, including a deft use of concepts, illustrative stories/examples you relate to, simple practical frameworks and even scripts for difficult conversations. All while honoring the exhilaration, vulnerability, and messiness of inventing the future and making the world a better place.
Profile Image for Darya.
763 reviews21 followers
December 12, 2021
This is a lovely book that guides a start-up founder through the leaked and valleys of a company building journey. You can find a lot of topics covered from managing self to managing team, from dealing with cofounder to hiring and firing friends and external people. There are many situations described from real life examples and you can find some scripts for most common at the end of the book. The style is like a coaching session that makes you think and helped to reflect on your particular situation.
1 review
December 19, 2022
Not being from the startup world, I was knocked out by how much wisdom there was throughout From Start-Up to Grown-Up that I could apply to my own life! She's right in saying that we all start by managing ourselves. Our goals in life are our business, so regardless of whether you are managing others or just yourself, this is an amazing read for understanding more about who you are, how you can show up as your best self, be a better communicator, and gain the confidence you need to overcome imposter syndrome. That was my favorite part - a must read!!
Profile Image for ziyuan ʚɞ Reads Dark Smut..
1,034 reviews1 follower
April 21, 2022
Before we can lead your start-up effectively, we need to have a strong handle on our own behavior and communication style. After all, managing others is about helping them grow, which means striking a balance between motivation and holding them accountable. As our start-up grows, put in structures and systems to support us. That way we can be sure that everything is in place to help us on our path to scale-up.
Profile Image for Eddie Turner.
4 reviews1 follower
January 25, 2023
Alisa Cohn is one of the world’s leading experts on how to run start-up businesses effectively. In this book, she challenges leaders to go beyond the business of startups and look at themselves as a start-up. Alisa explains that the power of learning to lead oneself, then leading other people, is the way to lead your start-up organization successfully. Alisa’s warmth as a person and her deep experience shines through in this book. I highly recommend this book for leaders everywhere!
173 reviews8 followers
October 23, 2021
Integrating research, but written in a conversational style, this book provides plenty of examples which makes it an inspiring read. It covers a broad range of topics from culture, to strategy, to leadership and recruitment. It's a great resource.
Thanks to NetGalley for a copy of this book in exchange for an honest review
1 review
January 27, 2023
It is an amazing piece of work and I wish I could've read it alot sooner. I think everyone graduating high school should, rather must read this, regardless of their work path. This book goes beyond the official trail and helps connect at a personal level which is crucial for anyone at any stage in life.
Profile Image for Lynley Jones.
37 reviews1 follower
June 19, 2023
Super helpful for anyone growing a business. Listened to the audiobook on a long road trip, and now looking forward to going back to the physical book to work my way through some of the meatier concepts. Really useful.
Profile Image for Asan Kurmanguzhin.
92 reviews13 followers
January 6, 2022
Solid book. Similar to CEO Within book, but more on empathy/emotional intelligence side.

I especially liked the chapters on board and co-founder management as they are original and value-adding.
Profile Image for Ku.
327 reviews8 followers
February 7, 2022
This author give well thought out and practical advice on how to grow your company. The scripts are especially valuable.
783 reviews3 followers
April 26, 2022
This book eases a bit of the harried feeling I'm sure every new business owner has when they start. Starting a business isn't for sissies, and this book puts it all in perspective. Read it.
Profile Image for Jason Frazier.
51 reviews1 follower
October 9, 2022
Not a founder/CEO but still found this read great. As a individual contributor, with many stakeholders and business partners, there are a lot of learning here about managing up, down, and across.
Profile Image for Lisa Wells.
412 reviews5 followers
October 18, 2022
Perfectly described some help I needed with ajar, hiring, job descriptions and all kinds of specific small biz problems.
4 reviews
November 16, 2022
Great book. Allows you to be the fly on the wall of well known start ups that you always wanted to be.
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