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Do Cool Sh*t

9 min

Quit Your Day Job, Start Your Own Business, and Live the Life You Were Meant to Live

Introduction

Narrator: What if the worst day of your life was also the first day of your real life? For Miki Agrawal, a young investment banker working across from the World Trade Center, September 11th, 2001, was that day. Having overslept, she narrowly missed being at the towers when they were hit. The shock and devastation of that event forced a profound realization: life is too short to be squandered in a job you don't love. This single, terrifying moment became the catalyst for a journey away from a conventional career path and toward a life defined by passion, entrepreneurship, and impact.

This journey of radical reinvention is the heart of Miki Agrawal's book, Do Cool Sht: Quit Your Day Job, Start Your Own Business, and Live the Life You Were Meant to Live*. It serves as a practical and inspirational guide for anyone who feels stuck, challenging them to redefine success, find their calling in the world's problems, and take bold, decisive action to build a life that truly matters.

Success Is a Moving Target, and Happiness Is the Real Goal

Key Insight 1

Narrator: The book begins by dismantling the conventional definition of success. Agrawal argues that many people chase a version of success—often defined by money or status—that doesn't align with their personal happiness. Her own definition evolved over time, from financial freedom to freedom of time, and ultimately to the freedom to live to her full potential.

This concept is powerfully illustrated through her interactions with Tony Hsieh, the late CEO of Zappos. After meeting him on a cruise for entrepreneurs, Agrawal was struck by his simple yet profound line of questioning. When people told him their goals, he would repeatedly ask, "Why?" A person might say they want to build a million-dollar company. "Why?" Hsieh would ask. "So I can have financial freedom." "Why do you want that?" "So I can travel." "Why?" This continues until the person inevitably arrives at the core motivation: "Because I want to be happy." Agrawal realized that genuine, infectious excitement for an idea is what truly attracts believers and partners. It’s not about having the most polished business plan, but about pursuing something that aligns with your deepest-held values and brings you authentic joy, which in turn inspires others to join your cause.

Your Greatest Frustrations Are Your Biggest Opportunities

Key Insight 2

Narrator: Instead of searching for a brilliant, abstract idea, Agrawal proposes a more grounded approach: look for what sucks in your own world. The most powerful business ideas often come from solving a personal problem or a frustration that you experience daily. These are the problems you are uniquely positioned and motivated to solve.

Agrawal’s own journey into the restaurant business began not with a grand vision, but with a persistent stomachache. After every meal with dairy, she felt bloated and sick. A trip to France, however, revealed a startling truth: she could eat cheese and dairy there without any issue. The problem wasn't lactose; it was the low-quality, hormone-filled dairy common in the U.S. This personal frustration sparked a business idea. She saw a gap in the market for a pizzeria that used fresh, local, and organic ingredients, catering to people with dietary restrictions. This led to the creation of WILD, her farm-to-table pizza restaurant. The book encourages readers to create a list of things that frustrate them, because within that list lies the seed of a potential business venture that they are genuinely passionate about fixing.

Take Action by Asking for Help and MacGyvering Solutions

Key Insight 3

Narrator: Having a great idea is meaningless without execution. Agrawal emphasizes the importance of tenacity and resourcefulness, especially when facing seemingly insurmountable obstacles. A key lesson is to never be afraid to ask for what you want, because most people are willing to help others achieve their dreams.

This principle is vividly captured in her story of trying out for a professional soccer team while working a grueling investment banking job. The tryouts were miles away and during work hours. Instead of giving up, she "MacGyvered" a solution. She befriended the car service driver, Ahmed, to get her to and from the tryouts quickly. She convinced the bank’s security guards to store her gear. Most importantly, she approached her managing director, Bill, and directly asked for permission to leave early twice a week, promising her work would not suffer. By being transparent and asking for help, she not only got the support she needed but also earned the respect of her boss. This story demonstrates that progress isn't about having all the resources at the start; it's about being creative, building alliances, and having the courage to ask for what you need to make your passion project a reality.

Business Plans Don't Raise Money, People Do

Key Insight 4

Narrator: When it came time to raise money for her restaurant, Agrawal initially followed the conventional wisdom: she created a detailed business plan and scheduled formal, one-on-one meetings with potential investors. The result was a series of awkward, uninspired conversations where she felt she couldn't be her authentic, energetic self. The approach failed miserably.

Realizing that she thrived in social settings, she completely changed her strategy. Instead of sterile meetings, she decided to host a series of dinner parties. She created an exciting, exclusive event, inviting a curated group of potential investors to experience her pizza concept firsthand in a fun, relaxed environment. The energy was contagious. Her passion for the project was palpable, and the social proof of a room full of interested people created a sense of momentum. This approach worked. She successfully raised the $250,000 she needed. The lesson is clear: investors bet on the person as much as, if not more than, the idea. Building genuine, personal connections and showcasing your passion in an authentic way is far more powerful than a dry business plan.

Build a Thriving Tribe Through Shared Experiences

Key Insight 5

Narrator: Throughout the book, Agrawal argues that personal and professional fulfillment is deeply rooted in community. A business is not just a product or service; it's a collection of people, and life is not just a series of individual achievements, but a tapestry of shared experiences. She emphasizes that "you are who you are because of who we all are."

This philosophy is brought to life through her family's annual tradition, "Agra-Palooza," a weekend-long gathering of friends and family filled with games, friendly competition, and shared activities. Events like the three-legged race or a mandatory talent show aren't just for fun; they are designed to foster unanimous participation and create lasting bonds. By creating traditions and rituals, she builds a strong, supportive community where everyone feels a sense of belonging and connection. The book extends this idea to business, suggesting that creating engaging experiences for customers and employees, like a pizza-making class, can turn them into loyal brand ambassadors. Ultimately, "doing cool shit" is not a solo endeavor; it's about building and nurturing a tribe that supports and elevates everyone within it.

Conclusion

Narrator: The single most important takeaway from Do Cool Sht* is that the power to create a fulfilling life lies entirely within your own hands. It’s not about waiting for permission or the perfect moment. It's about recognizing that the rules of life, business, and success were made up by people no smarter than you, and you have the ability to challenge them, change them, and create your own.

The book serves as a powerful reminder that your greatest frustrations can become your most meaningful contributions. So, the final challenge it leaves you with is simple but profound: What sucks in your world? And more importantly, what are you going to do about it?

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