The Mission Driven Business Podcast Episode 98: Don’t Make These 4 Startup Mistakes With Amy Cosper
Release Date: 08/12/2025
Mission Driven Business
In this solo episode, Brian breaks down one of the most overlooked but essential parts of running a mission-driven business: year-end bookkeeping. You’ll learn a simple, practical framework for cleaning up your books, organizing your finances, and setting up systems that actually support you and your business. If you’ve ever felt overwhelmed by accounting software, unclear categories, or messy receipts, this episode will help you start the new year with clarity and confidence. Episode Highlights Why year-end bookkeeping is a big deal The way you close this year directly affects how you...
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Brian Thompson chats with Theresa Pablos, CFP®, about the early-stage realities of building a business. A former journalist and freelance marketer, Theresa transitioned careers to financial planning in 2023 and ultimately earned the CFP® certification mark in 2025. She recently joined as an Associate Financial Advisor and is just starting to build her client base. In this episode, Theresa and Brian discuss the excitement, fear, and the uncomfortable but necessary work of defining a niche. You’ll get practical tips for finding your target audience, learn how to provide real value, and...
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Brian Thompson loves a good spreadsheet, and in this episode, he’s sharing some of his best tips for tracking metrics in a manageable, mission-aligned way. You’ll learn how intentional tracking can help mission-driven entrepreneurs gain clarity, celebrate progress, and make better decisions. Drawing inspiration from investor and writer Sahil Bloom’s Five Types of Wealth, Brian offers practical tools to help you track progress without it becoming a full-time job. Episode Highlights Tracking creates accountability Tracking transforms assumptions into awareness. If you’re not measuring...
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Brian Thompson chats with Rachel Bernier-Green, founder and CEO of the Economic Justice Consortium, a Chicago-based firm that helps mission-driven businesses sustain and amplify their impact through financial and operational excellence. A recovering public accountant turned social entrepreneur, Rachel has dedicated her career to closing the racial wealth gap and redefining what it means to lead with purpose and profit. In this episode, Rachel shares her journey from climbing the corporate ladder in public accounting, to running a social enterprise bakery that partnered with Whole Foods and...
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Brian Thompson takes a deep dive into one of the most important tenets for mission-driven business owners: clarity. Clarity may sound simple, but it’s not easy. If done well, clarity can be the foundation for building a business that truly supports your mission and your life. Once you find clarity, everything else becomes easier, and this episode gives you tips on how to do just that. Episode Highlights Clarity enables mission-driven entrepreneurs to build their business around their life. Building a business — particularly a mission-driven one — is filled with ambiguity. There’s no...
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Brian Thompson chats with Carl Richards — Certified Financial Planner™, creator of The New York Times “Sketch Guy” column, and bestselling author of “” and “.” Carl’s simple Sharpie sketches have transformed how millions of people think and talk about money. In his latest book, “”, he shares 101 drawings and essays designed to spark deeper conversations about money, values, and what matters most. In this conversation, Brian and Carl dive into the emotional side of money and debate whether money actually can buy happiness. Episode Highlights A good sketch can start a...
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Brian Thompson marks a major milestone with Episode 100 of the Mission Driven Business podcast! In this special retrospective, Brian reflects on 10 standout episodes that made a lasting impact and continue to resonate in his business and life. Whether you’re new to the podcast or a long-term listener, Episode 100 captures the heart of the conversations that Mission Driven Business is all about. Episode Highlights 1. Mike Michalowicz put profit first In , Mike Michalowicz flipped the traditional profit formula, redefining how business owners can approach cash flow. Mike’s episode gave...
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Brian Thompson returns for a solo episode packed with practical advice to help entrepreneurs take charge of their numbers. In this mini masterclass, you’ll learn how to use your profit and loss, balance sheet, and reconciliation reports more effectively. Whether you love or loathe spreadsheets, this episode gives you the tools to pause, reflect, and make strategic financial decisions to set yourself up for success in the second half of the year. How To Conduct A Mid-Year Financial Review 1. Reconcile and clean up your books First, set aside at least 90 minutes to focus without distractions....
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Brian Thompson chats with Amy Cosper, former Editor-in-Chief of Entrepreneur Magazine, award-winning journalist, and author of the new book, “The Ultimate Guide to Startup Success.” In this episode, Amy brings fierce honesty, contagious energy, and deep wisdom about what it really takes to build a mission-driven business in uncertain times. You’ll also hear some of the biggest legal and financial mistakes founders make and be reminded why entrepreneurship can be a radical act of hope and defiance. Episode Highlights Mission-driven businesses don’t have to be altruistic. Amy describes a...
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In this special and timely episode, Brian Thompson calls on fellow mission-driven business owners to embrace their identities and own their values. Highlighting real messages from clients, Brian explores the challenges and uncertainties facing entrepreneurs, especially those from LGBTQ+ backgrounds and other marginalized groups. He challenges the myth that being neutral is the safest option in the current political environment and shares practical steps to get clear and bold about who you are and what you bring to the table. Episode Highlights Your identity is an asset -- not a liability....
info_outlineBrian Thompson chats with Amy Cosper, former Editor-in-Chief of Entrepreneur Magazine, award-winning journalist, and author of the new book, “The Ultimate Guide to Startup Success.” In this episode, Amy brings fierce honesty, contagious energy, and deep wisdom about what it really takes to build a mission-driven business in uncertain times. You’ll also hear some of the biggest legal and financial mistakes founders make and be reminded why entrepreneurship can be a radical act of hope and defiance.
Episode Highlights
Mission-driven businesses don’t have to be altruistic.
Amy describes a mission-driven business as one fueled by a higher purpose, but she’s careful to clarify that purpose doesn’t have to be altruistic.
“Having a mission-driven or purpose-driven company is what you stand for,” she said. “It doesn’t have to be altruistic, but it is what you believe in.”
The mission should be the company’s soul that emanates out to the branding, business plan, and revenue streams. As a consultant to startup founders, Amy routinely sees that entrepreneurs struggle with finding clarity.
“If you don’t have clarity in what your company does, it’s going to be really hard to find your purpose,” she said.
Avoid common legal and accounting mistakes.
Because entrepreneurs are visionary, they often overlook important, practical needs. Amy shared four, common mistakes she hopes future founders will avoid:
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Not maintaining accurate books from the start: While you may not want to think about the numbers, it’s important to do accurate accounting as a business owner.
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Not getting an IRS Employer Identification Number (EIN): Your EIN is like a Social Security number for your business and should be tied to your entity.
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Giving your business short-sighted name: Naming your business after a fleeting trend or something specific to a geographic region becomes problematic when you want to grow.
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Not understanding how to structure partnership and operating agreements: If you don’t plan for how a business will get split up or choose an appropriate business structure, you’re setting yourself up for headaches when it’s time to pivot.
“My hope for the book is that entrepreneurs and founders don’t make the same mistakes that I made,” Amy said. ”When you’re creating something new, or you’re disrupting a known way of thinking, you’re not thinking about how to structure an operating agreement or whether it’s better as an LLC or S Corp. My advice is to take a pause and do a little bit of research.”
Just start.
Amy knows people who have been about to launch their business for 20 years. While it’s scary to take the first step, she encouraged want-to-be entrepreneurs to just start.
“You get to make your own destiny,” she said. “You’re in charge.”
Resources + Links
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Amy Cosper: LinkedIn
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Brian Thompson Financial: Website, Newsletter, Podcast
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Follow Brian Thompson Online: Instagram, Facebook, LinkedIn, X, Forbes
About Brian and the Mission Driven Business Podcast
Brian Thompson, JD/CFP, is a tax attorney and Certified Financial Planner® who specializes in providing comprehensive financial planning to LGBTQ+ entrepreneurs who run mission-driven businesses. The Mission Driven Business podcast was born out of his passion for helping social entrepreneurs create businesses with purpose and profit.
On the podcast, Brian talks with diverse entrepreneurs and the people who support them. Listeners hear stories of experiences, strength, and hope and get practical advice to help them build businesses that might just change the world, too.