Mission Driven Business
The halfway point of the year is one of the best moments to review your business finances, and most entrepreneurs let it pass without taking action. In this episode, Brian Thompson shares the CASH framework, a simple mid-year review you can complete in under an hour, that helps you understand where your business stands and make better decisions for the second half of the year. Brian gets honest about his own relationship with numbers and why most entrepreneurs avoid their finances, not because the news is bad, but because looking feels uncomfortable. This episode is a practical and...
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Most entrepreneurs treat business problems as money problems. In this episode, Brian Thompson makes the case that they are almost always alignment problems, and that better decision-making starts not with tactics, but with mission, vision, and values. Brian shares the alignment framework he uses with entrepreneurs across industries to help them make decisions with more clarity, confidence, and purpose. If you have ever felt like your business decisions are harder than they should be, this episode will help you understand why, and what to do about it. In this episode you will learn: Why...
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Refining workflows and checklists cannot solve every foundational business hurdle. In this episode, Brian Thompson explores why a focus on optimization often leads to the avoidance of deeper personal and operational challenges, and what actually builds true resilience over the long term. Brian opens up about navigating a profound capacity problem during a period of intense personal transition and business growth. If you have ever felt exhausted despite having a perfectly organized schedule, this episode explains why the solution often requires subtraction. In this episode you will...
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Choosing the right business structure is one of the most important decisions a mission-driven business owner will make, and taxes are only part of the story. In this episode, Brian Thompson walks through every major business structure available to entrepreneurs, viewed through the lens of ownership, profit sharing, decision making, and mission protection. Whether you are just starting out, growing your team, or thinking about the best way to share profits, this episode will help you ask better questions and make a more informed decision about the structure that fits the business you are...
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Most entrepreneurs have never seriously considered the cooperative business model, even though some of the most recognizable brands in the world are co-ops. In this episode, Brian Thompson sits down with D.G. Safeer Hopton, entrepreneur, healer, and author of Creating a Co-op Village, to explore cooperative economics and what it could mean for mission-driven business owners. Safeer has spent decades building co-ops, studying cooperative economics, and helping communities create prosperity through shared ownership. This conversation is a practical and eye-opening introduction to a business...
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More revenue does not automatically create financial security. In this episode, Brian Thompson explores why so many entrepreneurs still feel anxious even when business is going well, and what actually builds business stability over the long term. Brian gets honest about the gap between revenue growth and emotional security, drawing from his own experience and years of working with entrepreneurs at every stage of business. If you have ever hit a goal and still felt like everything could fall apart, this episode will help you understand why, and what to do about it. In this episode you...
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Let's explore the real emotional and strategic cost of hiding parts of yourself as an entrepreneur, and why building a business rooted in authenticity creates stronger alignment, better marketing, and a more sustainable path forward. Brian gets personal about his own journey navigating visibility as a Black, gay entrepreneur and financial planner, and what he has learned about the difference between protecting yourself and slowly erasing yourself. If you have ever felt exhausted by performing a version of yourself you thought people expected, this episode is for you. In this episode you...
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Most entrepreneurs reach a point where doing everything yourself stops working. In this episode, Brian Thompson gets honest about the emotional side of delegation, what he has learned since bringing on his first employee, and why sustainable leadership requires letting go of the need to carry everything alone. Delegation is one of the most talked about business strategies, and one of the most misunderstood. Brian shares why delegation is not just an operational decision, it is an emotional one. Underneath the resistance to delegating are fear of mistakes, fear of losing control, and fear of...
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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...
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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_outlineBrian Thompson chats with Hannah Olson, an advocate for people with disabilities and co-founder and CEO of Chronically Capable and Disclo. Through her companies, Hannah helps people with disabilities navigate their careers and companies manage employee health disclosures and accommodation requests.
On the episode, Hannah discusses why she chose entrepreneurship after her aggressive treatment schedule for Lyme disease resulted in her having to leave her dream job. She also shares advice she received while fundraising and why disabilities are something to be celebrated.
Episode Highlights
The mission is at the center of mission-driven businesses.
Hannah describes a mission-driven business as one that puts its mission at the center of everything it does. At her companies, she goes one step further by hiring people who are also centered around the mission of empowering and employing people with disabilities and chronic conditions.
“It’s less about the excitement of the business, but more so, at the end of the day, who are we helping? Who are we serving?” Hannah said.
One business idea can lead to another.
In May 2019, Hannah and her co-founder launched their first venture, Chronically Capable, to help people with disabilities and chronic conditions connect with inclusive employers. The company grew quickly, but as it did, Hannah learned about an unmet and unique need for HR professionals to manage employees’ health conditions and accommodation requests in safely and privately.
Hannah and her co-founder quickly realized they could turn that need into a business opportunity. They raised funding and launched their second venture, Disclo, in May 2022. Disclo takes the mission of Chronically Capable one step further by bringing compliance tools to HR managers.
“We initially thought the problem was just being able to find a job and an employer who cared, but we realized there was a much, much bigger problem because if you get the job, how are you going to keep the job?” Hannah said. “But when it comes to compliance, it’s not a nice-to-have anymore; it’s a must have.”
Sleep is a key business strategy.
The entrepreneur culture espouses the value of hustle, but Hannah pointed out that you can’t hustle hard without adequate sleep. That’s why she said sleep is the foremost business strategy she has to share with listeners.
“Sleep is so important for anyone, but especially for me as someone who has been recovering from a very, very bad illness and also as someone running a business,” Hannah said. “This hustle culture has this mentality that we have to be working, and the times you’re not working, you’re not doing anything. But if you don’t sleep, you’re not going to work well the next day.”
Learn from no.
When Hannah was raising funding for Disclo, she received about 120 rejections. After the first few, she took the advice of a friend to ask people who said no either to provide feedback she could use to adapt and change or to introduce her to three other people.
“I started adopting that practice and I learned so much in a very short time,” Hannah said. “I was able to fundraise very, very quickly. In a month we went from not having any luck to people knocking at the door.”
Resources + Links
- Chronically Capable: Website, Instagram, Facebook, Twitter, LinkedIn
- Disclo: Website, Instagram, Facebook, Twitter, LinkedIn,
- Hannah’s Social Media: Twitter, LinkedIn
- Brian’s Social Media: Twitter, Instagram, Facebook
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.