The Unfiltered Entrepreneur Podcast

Real Conversations. Real Numbers. No Highlight Reel.

Straight talk with entrepreneurs, investors and experts who have been in the trenches: the wins, the losses and the lessons nobody posts on social media. Hosted by Steve "Action" Jackson.

Launching early 2027 · Now booking Season 1 guests

Apply to Be a Special Guest

What the Show Is About

Most business podcasts show you the trophy. We talk about what it took to win it.

Each episode, Steve sits down with someone who has built something real (a business, a portfolio, a team, a comeback) and asks the questions other hosts skip: What almost broke you? What would you do differently? What's the one thing you'd tell the person you were five years ago?

It's the companion to The Unfiltered Entrepreneur newsletter: the same no-fluff, from-the-trenches advice, now in conversation.

Mindset

Habits, setbacks, comebacks and the thinking that separates people who quit from people who finish.

Business

Systems, delegation, hiring and growing a company that doesn't fall apart when you step away.

Real Estate

Deals, rehabs, creative financing and the hard-won lessons that only come from doing the work.

Who We're Looking For

  • Entrepreneurs, investors and professionals who have built something real, and can speak from experience, not theory
  • A story with lessons in it, including what went wrong, not just what went right
  • Practical takeaways our listeners can put to work in their business or their next deal
  • Generous guests who teach, not pitch

How It Works

1

Apply

Fill out the short form below. It takes about three minutes.

2

We Review

We read every application personally. If you're a fit, we'll reach out to get you on the schedule.

3

We Record

A relaxed, in-depth interview of about 60–90 minutes. No script, just a real conversation.

  • No fee to appear
  • You get a copy of your episode to use in your own marketing
  • Your story reaches Steve's network of entrepreneurs and real estate investors

Your Host

Steve "Action" Jackson is a real estate investor and entrepreneur with 25+ years in business, 700+ houses bought and sold and 350+ renovated. He's the founder of Steve Jackson & Associates and host of The Entrepreneurs' Round Table. He's spent his career learning things the hard way so others don't have to, and he brings that same unfiltered honesty to every conversation.

Be a Special Guest

Want to Be a Guest on the Show?

Tell us about yourself and what you'd like to talk about. We'll be in touch to get you on the schedule.

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