Do Cool Sh*t: Quit Your Day Job, Start Your Own Business, and Live Happily Ever After
Shows how to step off the expected career path with care: clear out what drains you, ask your employer for room to chase a dream, find work that fits you and test a business idea first.

Table of Content
1. Introduction
58 sec
Plenty of people sit in a steady job with a private list of things they would rather be doing and no plan for getting there. In Do Cool Sh*t, entrepreneur Miki Agrawal offers a first move that sounds almost too plain: pitch your wishes the way you would pitch a deal, by showing the other side what they gain. She learned it as a college student, when she won her parents over to studying abroad by treating the request as a business proposal.
That rule of mutual benefit runs through everything she describes. Her case is that a life on your own terms is built from a series of deliberate breaks with the expected path, each one prepared with care: clearing out what drains you, asking plainly for what you want, finding where skill meets passion, testing an idea before launching it, and gathering people who lift you. Along the way come a two-column sheet of paper, a script for asking a manager for time, and the four-step test she ran before opening a pizzeria.
2. Step off the planned route to find better chances
1 min 39 sec
A student on a group bike ride made one small, unconventional choice in London. From those adventures she built a three-step method for meeting strangers, simple enough to try at your next event.
3. Cut what drains you and feed what lifts you
1 min 45 sec
An internship abroad looked like a step forward until it started taking more than it gave. Leaving it opened a far better door, and the test she used fits on a single sheet of paper.
4. Get your boss to back your side dream
1 min 46 sec
A banker with no soccer experience needed afternoons off for tryouts, and quitting was not her plan. The way she asked her managing director turns a nervous request into one that is easy to approve.
5. Find work where your skills meet your passion
1 min 55 sec
After a stalled soccer dream and a finished bank job, the obvious move was to grab the next offer. Agrawal paused instead, and two plain questions sent her into an industry she rose through quickly.
6. Test a business idea before you build it
1 min 56 sec
One unsettling fact about the dairy industry ruined pizza for a pizza lover. Before she opened a restaurant of her own, she ran four checks that any would-be founder can copy.
7. A tribe that brings out your best
1 min 59 sec
A festival that began with a handful of people has grown into a community of hundreds of thousands. Its founding principles, Agrawal argues, describe what any team, friend group or company needs to help people do remarkable things.
8. Conclusion
1 min 10 sec
What Agrawal describes is less a single leap than a habit of small, prepared departures. A student leaves her bike tour to join a soccer game. An intern walks out of a job that gives her nothing. A banker asks her boss for afternoons off. A pizza lover tests her idea four ways before she opens. None of these steps is reckless, and each one makes the next one easier to take.
The thread through all of them is the lesson she learned while persuading her parents: frame what you want so the other side gains too, and walk away when nobody gains.
You can begin with the sheet of paper and its two columns, and one thing you remove from the drain side this week. If a dream needs time from your employer, find the kindest person in charge and ask with exact dates, keeping their interests in view. If a business idea keeps coming back to you, run it past research, informed people, a mentor and a survey before you spend.
Then look closely at the people around you. Doing cool things, in her telling, mostly comes down to asking for them clearly, preparing them well and sharing them with a tribe that wants you to grow.
About this book
What is this book about?
Many people hold a steady job while keeping a private list of things they would rather be doing, and they have no clear way to get from one to the other. Miki Agrawal, a serial entrepreneur and former professional soccer player, argues that the gap closes through a series of deliberate, well-prepared breaks with convention, not one reckless leap. She tells the story through her own moves: leaving a bike tour in London to play soccer with strangers, quitting a degrading internship, persuading her managing director at a bank to let her leave early for tryouts, switching into film production and finally opening a pizzeria after research and seven months of fundraising and planning. Each move rests on one rule she learned as a student: frame what you want so the other side gains too, and walk away from anything that gives you nothing back. Readers get practical tools along the way: a two-column exercise for sorting what lifts you from what drains you, a script for asking a boss for flexibility, two questions for finding your calling, a four-step test for a business idea, and habits for building a community that brings out the best in people.
Book Information
Who it's for
Workers with side dreams
Employees with a side dream who need their boss's support before they can chase it.
Idea-stage founders
Would-be founders who want a simple way to test a business idea before spending money.
Grads and career changers
Graduates and career switchers unsure which work fits both their skills and their passions.
About the Author
Miki Agrawal
Miki Agrawal is an entrepreneur who has started several consumer companies. She co-founded THINX, a period-proof underwear company, and served as its CEO, and she co-founded Icon, which makes underwear for women with light bladder leakage. She founded WILD, a farm-to-table pizza concept with restaurants in New York City and Guatemala, and later TUSHY, a bidet attachment brand. A Cornell University graduate and former professional soccer player, she wrote Do Cool Sh*t as her first book.
Ratings & Reviews
Ratings at a glance
What people think
Listeners find this book to be an engaging and fast-paced listen with a charming narrative voice, full of solid tips and excellent anecdotes. They value the motivating material, with one listener noting how it opened their eyes to achieving goals, while another highlights its foundational mindset for building a good life and business.
Top reviews
This book arrived at the perfect moment for me, serving as a vibrant reminder that life doesn't have to follow a linear path. Personally, I found Miki’s story about riding her bike into a soccer game to network absolutely hilarious and brave. It’s that kind of outside-the-box thinking that separates successful entrepreneurs from everyone else. The book is packed with great stories and a delightful writing style that keeps you turning pages late into the night. It opened my eyes to the idea that our most authentic selves come through by simply doing the things we love. If you’re looking for a dry manual, look elsewhere, but if you want to be inspired to take a leap, this is the one for you.
Show moreCall it self-promotion if you want, but Miki’s unapologetic approach to building a brand is masterclass-level stuff. I’ve owned my own business for years, and it was so refreshing to read something that captures the all over the place nature of the startup life. She gets it. She understands that people invest in people, not just spreadsheets or data points. Her advice on making people feel like experts so they’ll help you is a total game-changer for networking. I don't care about the criticisms regarding her background; the hustle she displays is real and her success speaks for itself. This is a must-read for any woman looking to disrupt an industry and do something truly bold and unconventional.
Show moreStop overthinking your business plan and just read this for the pure motivational fuel it provides! I absolutely loved the no-nonsense tone and the way she encourages readers to stop making excuses and start acting. The advice to avoid small talk and focus on what excites people has already changed the way I network at events. Not gonna lie, I was skeptical at first, but Agrawal’s charm and energy won me over completely. It’s a quick, entertaining read that gave me a dozen new ideas for my own projects. For anyone trapped in a rut, this is the push you’ve been waiting for to finally go out and do cool sh*t.
Show moreFinally got around to reading this, and it’s exactly the kind of foundational mindset shift I needed. I know people complain about the author’s privilege, but the core message of taking radical action is still valid regardless of your background. Her writing style is delightful and fast-paced, making it feel like you’re having a coffee with a very intense friend. I particularly loved the section on building a shared vision by using we instead of I when pitching ideas. It’s a simple shift, but it changes the entire energy of a professional conversation. Sure, some of her stories are a bit wild, but isn't that the point? You don't do cool stuff by playing it safe and following every traditional rule in the book.
Show moreEver wonder how someone actually manages to pivot from a corporate desk job to opening a restaurant in New York? This book pulls back the curtain on that journey in a way that is both entertaining and deeply personal. I appreciate that Agrawal doesn't try to write a dry, academic textbook on business. Instead, she gives us a raw look at the chaos of being an entrepreneur. While some of the advice is a bit hand-wavy, especially the part about needing to be athletic to succeed, the overall energy is infectious. I’ve already started implementing her hire slow, fire fast rule in my own small business venture. It’s a great read for anyone feeling stuck in the corporate hamster wheel and looking for a way out.
Show moreLooking for a quick kick in the pants to get moving on your side hustle? This book might provide that initial spark, though you’ll want to take the specific advice with a massive grain of salt. Miki Agrawal is clearly a force of nature, and her ask for forgiveness, not permission style is undeniably effective for her specific situation. I liked the focus on making relationships mutually beneficial and the idea that we achieve being through doing. However, the lack of realistic financial advice for the average Joe is a glaring hole. Most entrepreneurs are worried about their next rent payment, not which NYC food editor they should hug next. It’s a fun, quick read that offers a decent foundational mindset, even if it’s a bit out of touch.
Show moreAfter hearing a lot of buzz about Miki Agrawal, I decided to dive into her manifesto for unconventional living. Truth is, the book is a bit of a mixed bag for me. On one hand, her story about starting a pizza shop is genuinely entertaining and showcases a lot of grit and determination. On the other hand, the narrative is frequently interrupted by what feels like shameless self-promotion and a bit of a silver spoon perspective. I did find the communication tips useful, specifically the advice to avoid small talk and ask people about their dreams instead. It makes you realize that business plans don’t raise dollars; people do. It’s not a masterpiece by any means, but it’s worth a skim if you need some low-stakes motivation today.
Show moreThe title promised a roadmap, but the content felt more like a highlight reel of someone else’s charmed life. While I appreciate the can-do attitude, the author glosses over the massive financial advantages that clearly paved her way. It is one thing to do cool shit when you have a massive safety net, but it's another thing entirely when you’re scraping by. The advice on hiring was one of the few practical takeaways, especially the hire slow, fire fast mantra. However, hearing her refer to female colleagues she disliked as bitches was a huge turnoff for me. It felt unprofessional and immature for a supposed leader in the industry. It’s an easy read, but the lack of depth makes it feel like an extended infomercial for her personal brand.
Show moreTo be fair, there are a few sparks of inspiration scattered throughout these pages, but they are buried under layers of self-indulgent storytelling. Agrawal’s journey is certainly unique, but it’s hard to find the how-to when the how mostly involves being young, athletic, and financially secure in Manhattan. I found the chapter on health and fitness particularly irritating because it essentially shames anyone who isn't a gym rat. To her, success seems to require an ideal body type, which is a pretty shallow metric for business acumen. The writing style is breezy and entertaining enough for a plane ride, but don't expect a concrete business plan. It’s more of a memoir with some generic motivational quotes slapped on top of it without much substance.
Show moreIs this a business book or just a 200-page humble brag for the elite? Frankly, it’s hard to take advice from someone who seems so disconnected from the struggles of an average person starting a business with zero safety net. Agrawal suggests things like hugging editors or riding your bike into groups of strangers to get numbers, but let's be real. If a guy tried that, he’d be lucky to leave without a restraining order or a black eye. Most of us have mortgages, kids, and real-world debt that doesn’t just vanish because we have an Ivy League degree to fall back on. The tone is often narcissistic and the fitness chapter was particularly tone-deaf, suggesting that physical perfection is a prerequisite for success. If you weren't born into wealth in NYC, look elsewhere for actual strategy.
Show moreQuestions about this book
What is the main idea of Do Cool Sh*t by Miki Agrawal?
Agrawal argues that a life on your own terms comes from a series of deliberate, well-prepared breaks with convention. Her own path ran from studying abroad in London to a bank job, soccer tryouts, film production and a pizzeria. Underneath every move is one rule: everything in life should benefit both sides, so frame your requests that way and leave situations that give you nothing back.
How does Miki Agrawal suggest asking your boss for time to pursue a dream?
Find the kindest, most understanding person with authority at work and talk when you have their full attention. Ask specific questions and give exact dates and times. Show that their interests still matter to you, then ask for their blessing. Keep every promise afterward. She used this approach to get her managing director at a bank to let her leave early for soccer tryouts.
What are the four steps to test a business idea in Do Cool Sh*t?
Before opening her hormone-free pizzeria, Agrawal researched the industry in depth, took specific questions about look, menu, money and location to informed people in her network, shadowed a successful restaurant owner she met through an acquaintance, and surveyed potential customers to confirm demand. Only after that did she spend seven months raising seed money, planning the brand and securing a location.
What is the I-EX in Do Cool Sh*t?
I-EX stands for Internal Examination, the pause Agrawal took after leaving banking instead of grabbing the next opportunity. It asks two questions: what you are genuinely good at, including personal strengths, and what you are passionate about. Her answers, from marketing and writing to a love of films, led her into film production, where she later rose quickly as a freelancer.
Who should read Do Cool Sh*t?
It suits people in conventional jobs who want to start a business or pursue a dream without burning bridges, and career switchers looking for work that matches their strengths. Its tools are simple and concrete: a two-column list of what lifts and drains you, a method for asking a manager for flexibility, and a four-step check before launching a venture.
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