Don’t Make These 4 Startup Mistakes With Amy Cosper
Release Date: 08/12/2025
What It Really Takes to Hire Your First Employee
Mission Driven Business
Hiring your first employee is one of the biggest leaps you'll take as a business owner, and most people don't talk openly about what it actually involves. In this episode, Brian Thompson sits down with his operations manager Jesica Berger to share the hiring strategies that shaped their journey, from both sides of the table. Brian and Jesica worked together for nearly seven years before Brian launched his own financial planning firm. When the time came to bring on his first hire, the foundation of trust they had built over almost two decades made all the difference. In this honest...
info_outline
Why High Achievers Struggle to Feel Successful in Business
Mission Driven Business
Many entrepreneurs hit their goals, grow their revenue, and create real impact, and still somehow feel behind. In this episode, Brian Thompson unpacks why high achievers so often struggle to feel successful, how comparison and constant striving distort our sense of progress, and why mission-driven entrepreneurs are especially vulnerable to this pattern. It is a candid and reflective conversation that ends with a challenge to redefine what success actually means for you. The Pattern Entrepreneurs Get Stuck In A pattern Brian sees in himself and many of his clients: Hit a goal, feel proud...
info_outline
Why You're Feeling Stuck: The Hidden Cost of Clutter in Your Business
Mission Driven Business
Clutter has a way of building quietly, and before long it starts affecting more than just how your desk looks. In this episode, Brian Thompson takes an honest look at how small pockets of disorganization pile up during busy seasons and what they actually cost you, not just in time, but in decision-making, financial clarity, and the ability to move your business forward. Coming off tax season, Brian gets personal about his own clutter habits and offers a simple, practical approach to clearing the backlog without overhauling everything at once. Clutter Is About Avoidance, Not Organization...
info_outline
Why You'll Never Find Balance in Your Business
Mission Driven Business
Balance is one of the most talked about goals in entrepreneurship, and one of the most elusive. In this episode, Brian Thompson gets honest about why balance isn't something you achieve once and move on from, and why chasing that perfect equilibrium might be the wrong goal entirely. Coming off a particularly intense tax season, Brian shares what his own body was telling him, and what it made him realize about the way entrepreneurs expect themselves to show up all year long. What Does Business Balance Actually Look Like? This year's tax season hit differently for Brian. For the first...
info_outline
How to Bet on Yourself and Build a Business Around Freedom
Mission Driven Business
Building a business around freedom is more than a financial decision, it's a deeply personal one. In this episode, Brian Thompson sits down with Kyra Mitchell Lewis, a brand strategist, marketer, podcast host, and founder of and , to talk about what it truly means to bet on yourself. Kyra shares how more than 20 years in corporate marketing led her to a pivotal moment of liberation, how she built a thriving consulting business in under a year, and why keeping an open mind has been one of her greatest entrepreneurial assets. A Business Built Around Purpose Kyra defines a mission-driven...
info_outline
How to Prepare for Next Year's Taxes Without the Stress
Mission Driven Business
Tax season doesn't have to be a scramble, but for most business owners, it is. In this episode, Brian Thompson offers a simple, practical system for taking the stress and surprise out of taxes by shifting from a once-a-year reaction to a year-round strategy. If last episode left you wondering whether you missed something, this one is your action plan. Start With a Mindset Shift Before getting into tactics, Brian makes an important reframe: taxes are not a once-a-year event. They are a year-round strategy. This matters especially for mission-driven business owners who are growing...
info_outline
How to Optimize Your Tax Return for More Business Tax Savings
Mission Driven Business
In this episode, Brian Thompson discusses key insights from the recent tax season, highlighting trends, surprises, and strategic opportunities for business owners to optimize their tax planning and financial health. Your tax return is not something to file and forget. If you pay attention, your tax return gives you a roadmap for what to do better this coming year. Brian also gives real-life examples of two clients that stood out this tax season. Understanding Unexpected Tax Outcomes One of the most significant stress points during tax season is the unexpected tax outcome. Many business...
info_outline
S-Corps Explained: Tax Savings, Trade-Offs, and What No One Tells You
Mission Driven Business
The S-Corp question is one of the most common Brian hears from entrepreneurs, but the answer is almost never as simple as the internet makes it sound. In this episode, Brian Thompson breaks down what an S-Corp actually is, how the potential tax savings work, and the real-world trade-offs that often get left out of the conversation. Whether you're considering the election for the first time or revisiting the decision, this episode gives you the context you need to make an informed choice. What is an S-Corp? First, an important clarification: an S-Corporation is not a business structure,...
info_outline
Budgeting Series #3: A Guide to Building Your Financial Strategy
Mission Driven Business
Awareness and acceptance lay the groundwork, but nothing changes until you take action. In this final episode of the budgeting series, Brian Thompson brings the framework full circle by focusing on what to actually do with your numbers. Because understanding your finances and accepting where you are is only powerful if it leads somewhere. This episode is about making intentional, strategic decisions that move your mission-driven business forward. Start With Vision, Not Spreadsheets Before diving into tactics, Brian starts with something that might surprise you in a budgeting...
info_outline
Building a Profitable Practice with Authenticity and Heart
Mission Driven Business
Rooted in identity, community, and purpose is what it truly means to build a business with heart. Brian Thompson sits down with Kala Lacy, an EMDR-trained yoga psychotherapist and founder of , a holistic wellness practice centered on Black and queer people of color. Kala shares how she turned her own healing journey into a thriving private practice, why niching down with radical specificity was the key to her success, and what inspired her newest venture: , a mentorship community for Black, queer, and trans clinicians building aligned private practices. A Business With Heart Kala...
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:
-
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.
-
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.
-
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.
-
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
-
Amy Cosper: LinkedIn
-
Brian Thompson Financial: Website, Newsletter, Podcast
-
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.