Unsexy Entrepreneurship

In this Ask-Me-Anything episode of The Unsexy Entrepreneurship Podcast , Charles Harris and Seth Jenson tackle the most common (and most confusing) questions new founders face. Whether you’re starting a bookkeeping business, a marketing agency, or any professional service, this episode is your tactical crash course. We answer: Should I be an LLC or an S-Corp? When is the right time to start paying...

Thinking about pivoting your business? Hold up. In this episode of Unsexy Entrepreneur , Charles Harris (CPA & founder) and Dr. Seth Jenson (PhD in strategy) unpack the messy middle of entrepreneurship— when your idea isn’t quite working and you’re not sure whether to double down or ditch it. From Noah Kagan’s taco-to-t-shirt pivot to accountants rebranding themselves as CFOs, this episode is...

You can’t call it a business if no one’s buying. In this episode of Unsexy Entrepreneur , Charles Harris and Dr. Seth Jenson get real about one of the most important (and most avoided) moments in your entrepreneurial journey: getting your first customer . If you’re stuck in “planning mode,” endlessly building, tweaking, and perfecting your product—but haven’t made your first sale—this episode is t...

If you’re an entrepreneur stuck trying to find the perfect mentor —someone two steps ahead who will take you under their wing, give you the playbook, and stick with you through thick and thin—this episode is a must-listen. In this episode of the Unsexy Entrepreneurship Podcast , co-hosts Charles Harris and Dr. Seth Jenson debunk the myth of the “mega mentor” and reveal a smarter, more realistic pa...

You don’t need a team. You don’t need a logo. You don’t even need your product to be perfect. You just need something janky that gets the job done. In this episode of The Unsexy Entrepreneur , Charles Harris and Dr. Seth Jenson break down the Lean Startup Method —the strategy used by companies like Airbnb to validate their ideas and build real momentum before spending big. If you’re stuck waiting...

Think tax planning is boring? Think again. Because the difference between winging it and planning it could mean $30,000 in unexpected taxes (true story from this episode). In this solo episode of The Unsexy Entrepreneur , Charles Harris (CPA and small business owner) walks you through the exact playbook he uses with his clients to reduce tax bills, avoid nasty surprises, and make smart, long-term...

You’ve got the idea. The hustle. The vision. Now the question is—who do you need to build it? In this episode of The Unsexy Entrepreneur , hosts Charles Harris (CPA, firm owner) and Dr. Seth Jenson (business strategist) dive into one of the most high-stakes decisions every founder must face : 👉 Should you go solo? Bring on a co-founder? Hire employees? Or just outsource? This conversation is your...

You’ve got an idea. Maybe it’s niche. Maybe it’s weird. But can it actually make money? In this episode of the Unsexy Entrepreneurship Podcast , Charles Harris (CPA, business owner) and Dr. Seth Jenson (PhD in business strategy) walk you through how to size your market —and how to think about scale, opportunity, and profitability in a practical, non-fluffy way. They use a real example: a high scho...

You’ve got a business idea. Now what? In this episode of the Unsexy Entrepreneurship Podcast , Charles Harris (CPA and founder) and Dr. Seth Jenson (PhD in business strategy) dive into one of the most critical phases in the entrepreneurial journey: validation . Whether you’re starting a new business, launching a product, or entering a new market, you must prove your idea works before you invest bi...

So you've started a business… but how do you actually pay yourself? If you’ve ever felt confused, scared, or stuck about taking money out of your business, this Actionable Insights episode is for you. CPA and entrepreneur Charles Harris breaks down how to think about distributions, taxes, revenue vs. profit, and what your bank balance actually means — so you don’t starve yourself or screw up your...

Is Your Business Idea Any Good? Here’s How to Know This is the first episode of our Zero to One series—designed for aspiring entrepreneurs who want to know the very first steps of getting started in business. In this episode of the Unsexy Entrepreneurship Podcast , Charles Harris (CPA and firm founder) and Dr. Seth Jenson (PhD in business strategy) help you answer the essential question every foun...

If you’re an entrepreneur and the letters IRS make you sweat — this episode is for you. In this solo episode, CPA and founder Charles Harris takes the mystery (and fear) out of estimated quarterly tax payments. Whether you’re a first-time founder, a solo consultant, or scaling your service-based business, Charles explains the most common tax pitfalls, why the IRS probably isn’t coming after you, a...

What makes someone walk away from a prestigious consulting career to buy a local auto repair shop? In this real, raw, and relatable episode, Brittain Bost shares how he went from management consulting at Accenture to co-owning a growing blue-collar business through entrepreneurship through acquisition (ETA). Brittain unpacks his journey—from falling through deals and learning the ropes in a high-v...

In this episode of The Unsexy Entrepreneur , we sit down with Tracy Irby —entrepreneur, advisor, and small business expert—to explore the real mindset shift that turns side-hustlers into owners: leverage . Tracy shares what most first-time founders get wrong, why hustle is a trap, and how building systems is the only path to true business freedom. Whether you’re starting from scratch or acquiring...

Want to own a business—but don’t have a world-changing startup idea? There’s a faster, more proven way: entrepreneurship through acquisition (ETA). In this episode of The Unsexy Entrepreneur , Charles Harris CPA and Dr. Seth Jenson introduce the powerful path of buying an existing business instead of building one from scratch. 🚀 In this episode, you’ll learn: What entrepreneurship through acquisi...

You don’t need a flashy brand, viral video, or celebrity endorsement to win in business. You need a competitive advantage —something that makes your business hard to copy and worth choosing . In this episode of The Unsexy Entrepreneur , Charles Harris (CPA & business owner) and Dr. Seth Jenson (PhD in strategy) break down the 4 types of sustainable competitive advantage, or “moats,” that keep...

Being a successful entrepreneur takes more than being a “hustler.” In this episode of The Unsexy Entrepreneurship Podcast , Charles and Seth tear down the one-dimensional image of an entrepreneur and reveal the 3 identities that every real founder must embody: The Scientific Problem Solver — You’re not here to guess. You’re here to run experiments, gather data, and fix the right problems at the ri...

Struggling to grow your business without a budget? This episode might be the missing link. In this deep dive of The Unsexy Entrepreneurship Podcast , Charles and Seth unpack the misunderstood power of social capital —aka, the network currency that can unlock your next 5 clients for free . If you’re a millennial entrepreneur tired of feeling behind because you can’t afford a marketing agency or fan...

So you want to be an entrepreneur—but you’re not sure if you’re cut out for it? In this episode, Charles (a CPA who left corporate America to launch his own firm) and Seth (an Oxford PhD in business strategy who’s helped thousands start companies) break down the real traits , skills, and mindsets it takes to succeed as an entrepreneur— no fluff, no hype, no hustle culture . You’ll learn: What age...

Are you a Millennial trying to start, acquire, or grow your first business—but don’t know where to start? In this episode of Unsexy Entrepreneurship , Charles Harris and Dr. Seth Jenson break down the first 3 components of the “MOSAIC” framework: Margins, Obsessed Customers, and Systems & Channels . From understanding how to price for profit, to identifying the kind of customers who will becom...

Tired of the 9-to-5 grind and ready to start, acquire, or grow a business? In this episode of Unsexy Entrepreneur , Charles Harris (CPA) and Dr. Seth Jenson (PhD in Business Strategy) unpack the second half of their powerful MOSAIC framework—the must-have characteristics of a business that’s built to last. In Part 2, they dive deep into: Advantage : How to stand out from competitors and create rea...

This episode of The Unsexy Entrepreneurship Podcast digs into something most entrepreneurs skip entirely: your true motivations and how they shape your success (or sabotage it). Join hosts Charles Harris (CPA turned founder) and Dr. Seth Jensen as they unpack why goal-setting is the make-or-break skill every new entrepreneur needs, especially if you’re transitioning from a job to your own gig. You...

Episode 0: Welcome to The Unsexy Entrepreneurship Podcast Sick of corporate? Thinking about starting or buying a business—but don’t want the hype, the hustle porn, or the BS? In this kickoff episode, hosts Charles Harris , a CPA who left the big firms to launch his own thriving accounting practice, and Dr. Seth Jenson , a PhD in strategy who’s helped thousands of young entrepreneurs, introduce The...