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Unsexy Entrepreneurship - Podcast

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 business

No fluff. No hype. Just the unsexy truth about building a business that works—so you can build a life you actually want.

Subscribe now if you’re ready to stop dreaming and start doing.

Got questions? Contact us here: https://tinyurl.com/6fwvem3v

Education How To Business Entrepreneurship Leisure
Update frequency
every 5 days
Average duration
33 minutes
Episodes
12
Years Active
2025
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The Simple Tax Rule That Could Save You Thousands | 011

The Simple Tax Rule That Could Save You Thousands | 011

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…

00:19:42  |   Tue 16 Sep 2025
Leaving Corporate Consulting to Buy a Car Repair Shop: Brittain Bost | 010

Leaving Corporate Consulting to Buy a Car Repair Shop: Brittain Bost | 010

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 consultin…

00:49:51  |   Tue 09 Sep 2025
Building a Business That Works For You with Tracy Irby | 009

Building a Business That Works For You with Tracy Irby | 009

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: levera…

00:41:10  |   Tue 02 Sep 2025
Buying Your First Business: What No One Tells You | 008

Buying Your First Business: What No One Tells You | 008

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 …

00:47:20  |   Tue 26 Aug 2025
How to Build Competitive Advantage That Actually Lasts | 007

How to Build Competitive Advantage That Actually Lasts | 007

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 epi…

00:28:58  |   Tue 19 Aug 2025
3 Mindset Shifts That Separate Real Entrepreneurs from Side Hustlers | 006

3 Mindset Shifts That Separate Real Entrepreneurs from Side Hustlers | 006

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 r…

00:38:25  |   Tue 12 Aug 2025
You’re Richer Than You Think (But Not in Money) | 005

You’re Richer Than You Think (But Not in Money) | 005

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

00:38:00  |   Tue 05 Aug 2025
Is Entrepreneurship Right for You? Here’s How to Know | 001

Is Entrepreneurship Right for You? Here’s How to Know | 001

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 s…

00:38:07  |   Tue 29 Jul 2025
The 3 Unsexy Traits That Make a Healthy Business | 003

The 3 Unsexy Traits That Make a Healthy Business | 003

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 secon…

00:24:39  |   Tue 29 Jul 2025
Your Five-Year Plan Is Probably Wrong (Here’s What to Do Instead) | 004

Your Five-Year Plan Is Probably Wrong (Here’s What to Do Instead) | 004

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 Har…

00:34:32  |   Tue 29 Jul 2025
Why Most Businesses Fail (And How to Bulletproof Yours From Day One) | 002

Why Most Businesses Fail (And How to Bulletproof Yours From Day One) | 002

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…

00:27:48  |   Tue 29 Jul 2025
Why listen to Unsexy Entrepreneurship? | 000

Why listen to Unsexy Entrepreneurship? | 000

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, h…

00:07:49  |   Thu 24 Jul 2025
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