We’re proof that
opposites make
good content.
The Show

Entrepreneurial Odd Couple started with a simple idea: most business advice sounds the same.We wanted something with more edge — and less polish.

So every episode, we ask business owners the same ten questions: how they started, their first real breakthrough, the mistake that taught them the most, and what they’d do differently if they were starting today. No pre-approved talking points. No PR spin. Just an hour of two very different hosts pulling honest answers out of people who’ve actually built something.

Meet the Hosts
  • Jamie Rice .

    Jamie’s the quieter half of the couple — the one who’d rather ask one good question and actually listen to the answer than fill the silence. Outside the mic, Jamie’s deep in the fitness world, and that same discipline shows up in the interviews: patient, structured, and not afraid to sit in a pause until the guest says something real.

  • Stephen Dovey

    Stephen is the extrovert running the show’s energy — the one who says the thing everyone’s thinking, jumps in with the follow-up nobody planned, and keeps the conversation from ever going flat. If Jamie draws the story out, Stephen’s the one who makes sure it lands.

    Put them in a room with a business owner and you get exactly what the show promises: a conversation that’s thoughtful and alive.

How Every Episode Works
Same ten questions, every time — a format built to surface real
answers instead of rehearsed ones:
1
Tell us about yourself and your business
3
What was your first big breakthrough?
5
What mistake taught you the biggest lesson?
7
What habits or routines have had the biggest impact on your success?
9
What’s one thing a competitor does that you wish you did?
2
How did your entrepreneurial journey begin?
4
What’s been your biggest challenge so far?
6
What are you most proud of?
8
If you could go back to day one, what would you do differently?
10
If you sold the business tomorrow, what would you do next?
1
Tell us about yourself and your business
2
How did your entrepreneurial journey begin?
3
What was your first big breakthrough?
4
What’s been your biggest challenge so far?
5
What mistake taught you the biggest lesson?
6
What are you most proud of?
7
What habits or routines have had the biggest impact on your success?
8
If you could go back to day one, what would you do differently?
9
What’s one thing a competitor does that you wish you did?
10
If you sold the business tomorrow, what would you do next?
Got a question you think we should be asking?
Or a guest we should be talking to?
Know a business owner
with a story worth ten questions?
Nominate a guest or pitch yourself — we’re always
looking for the next honest conversation.