Unsexy Entrepreneurship

Want to quit your job and build real financial freedom—but not sure where to start?This podcast is for millennial entrepreneurs who are ready to take control of their future through business ownership. Whether you’re looking to start a business, buy an existing business, or grow a side hustle into a full-time gig, we give you the real-world playbook that actually works.Hosted by Charles Harris, a CPA turned business owner, and Dr. Seth Jenson, director of The Entrepreneurship Institute and an Oxford PhD in Business Strategy who’s helped thousands launch companies, this show cuts through the noise and gives you straight talk on: • How to start a business from scratch • What to look for when buying a small business • The mindset shift from employee to entrepreneur • How to avoid beginner mistakes that cost you time and money • Proven strategies to grow your small businessNo fluff. No hype. Just the unsexy truth about building a business that works—so you can build a life you actu

Unsexy Entrepreneurship is a business podcast hosted by Charles Harris, with 23 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Charles Harris hosts Unsexy Entrepreneurship, a business show with 23 episodes published.

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

• 

  Episode #22

  The 5 Questions Every New Founder Asks (And We Finally Answer)

  Dec 23, 202546 minS0

  <p>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.</p><p>We answer:</p>Should I be an LLC or an S-Corp?When is the right time to start paying myself?What percentage of revenue should go toward salary?When should I hire someone—and when should I contract instead?What’s the best tech stack for a service-based business?<br/><p>Charle...

  ListenShow Notes
• 

  Episode #21

  How to Pivot Smart—Not Desperate | 021

  Dec 16, 202521 minS0

  <p>Thinking about pivoting your business? Hold up.</p><p>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.</p><p>From Noah Kagan’s taco-to-t-shirt pivot to accountants rebranding themselves as CFOs, this episode is packed with honest, nuanced takes on how to listen to the market without losing your soul.</p><p>💡 You’ll Learn:</p>What a “pivot” actually means (hint: it’s not just changing your...

  ListenShow Notes
• 

  Episode #20

  Finding Your First Customers | 020

  Dec 9, 202526 minS0

  <p>You can’t call it a business if no one’s buying.</p><p>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.</p><p>If you’re stuck in “planning mode,” endlessly building, tweaking, and perfecting your product—but haven’t made your first sale—this episode is the kick in the pants you need.</p><p>🎯 You’ll Learn:</p>Why getting your first customer is the true moment you become an entrepreneurThe difference between wantrepreneur...

  ListenShow Notes
• 

  Episode #19

  The Mentorship Myth: Why No One Mentor Can Save Your Business | 019

  Nov 25, 202524 minS0

  <p>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.</p><p>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 path to growth: building a portfolio of micro-mentors. This isn’t about chasing gurus—it’s about curating your own board of advisors who can help you with real-time, tactical decisio...

  ListenShow Notes
• 

  Episode #18

  The Lean Startup Playbook: Launch Ugly, Learn Fast | 018

  Nov 18, 202528 minS0

  <p>You don’t need a team. You don’t need a logo. You don’t even need your product to be perfect.</p><p>You just need something janky that gets the job done.</p><p>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.</p><p>If you’re stuck waiting until everything is “ready,” this episode will get you moving.</p><h3>💡 You’ll Learn:</h3>Why “building is fun, but it’s not ent...

  ListenShow Notes

Recent guests on Unsexy Entrepreneurship. Study who booked and why before you pitch.

Based on semantic analysis of episode topics and host coverage, this show is a strong guest fit for executives in:

Industry fit is computed by PitchCentric using vector embeddings of the show's episode catalog.