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Scaling Up Business Podcast

Bill Gallagher

Scaling Up Business is all about how a few companies make it...and why the rest don’t. Our podcast shows are drawn from the lessons of our coaching clients, coaching partners, and the leadin...

Episodes

20 of 705 episodes

Stop Being the Tin Man — Build an Octopus Organization, with Jana Werner

Most organizations are still built like machines — standardized, siloed, controlled from the top. Jana Werner calls them Tin Man organizatio...

56:02Sep 23, 2026

The Busy Is Broken Manifesto

This is the finale of the Busy Is Broken solo series — and the book is out today. No cautionary tales. No data. Just the declaration at the...

05:31Sep 16, 2026

360 Days a Year: Michel Kripalani's Redesign

Michel Kripalani worked 360 days a year for over two decades building video game and app companies. Then his father got sick and the surgery...

11:14Sep 9, 2026

Amplify or Erode: The Daily AI Choice with Johan Roos

Johan Roos co-invented LEGO Serious Play — the method that has leaders think with their hands instead of their mouths, because the medium yo...

55:15Sep 2, 2026

The Four Sins of the Overworked CEO

After twenty years of coaching CEOs, Bill sees the same four patterns in nearly every leader who's stuck. They're not moral failures. They'r...

14:27Aug 26, 2026

The Most Collaborative Teams Aren't the Best, with Ron Friedman

Ron Friedman surveyed 6,000 teams expecting collaboration to be the secret — and found the most collaborative teams aren't the best. The ave...

50:20Aug 19, 2026

Twice Up the Mountain: Tony Hartl's Second Climb

Tony Hartl built a chain of tanning salons to 17 locations and 160 employees, sold it in a recession for tens of millions — and then took te...

13:11Aug 12, 2026

Your Most Important Number with Lee Benson

Lee Benson's boss told him to shut the company down. Instead, he took on six hundred thousand dollars in debt and two employees he couldn't...

01:01:13Aug 5, 2026

Is AI Making You Busier — or More Effective?

AI was supposed to give us our time back. For a lot of leaders, it's done the opposite — one more inbox, one more tool, one more thing to ke...

14:06Jul 29, 2026

Happier Aging at Scale with Arif Abdulla

Arif Abdulla joined Nurse Next Door at twenty-three years old, fresh out of university, drawn by the demographics and financial potential of...

49:00Jul 22, 2026

The Italy Test: Could You Leave Your Business for a Month? (Book Solo #9)

In the summer of 2009, Bill and his wife made good on a promise they'd made before kids and before the business got serious: they'd take the...

16:27Jul 15, 2026

Win-Win Selling with Doug C. Brown

What happens when you start selling at six years old — not lemonade, but industrial machinery parts? Doug C. Brown figured out the math of l...

48:49Jul 8, 2026

The Five Engines Keeping You Stuck

If the data on overwork is this loud, why do otherwise rational leaders keep flooring it? Episode eight of the Busy Is Broken series names w...

13:55Jul 1, 2026

The Only Tailwind Is AI — Inside the CEO Business Barometer, with Paul Witkay

CEOs are calmer about the world — and twice as worried about their own companies. Paul Witkay has been sitting in confidential rooms with ch...

52:14Jun 24, 2026

What Your Team Won't Tell You

Every CEO story gets told from the leader’s chair. Episode seven of the Busy Is Broken series flips the camera. Bill walks through four comp...

13:48Jun 17, 2026

Stop Dumping and Start Delengaging — A New Framework for Delegation, with Tess Fyalka

Every company promotes its best people into leadership, then sets them adrift with zero tools to actually lead. Tess Fyalka has spent 25 yea...

41:58Jun 10, 2026

I Made All the Big Events. That's About It.

This is the most personal episode in the Busy Is Broken series. Bill made all the big events — the graduations, the performances, the big ga...

13:08Jun 3, 2026

From IPO to Bankruptcy and Back: Scaling Across Full Lifecycles with Mike Krupit

What does it take to go from startup all the way to exit, multiple times, across different sectors? Mike Krupit has done it. He's been part...

46:12May 27, 2026

The Eighth-Grade Reflex

There's a healthcare CEO Bill coached — smart, driven, impeccable résumé — who ran a national company the same way they ran eighth-grade gro...

14:30May 20, 2026

Suneet Agarwal

Suneet Agarwal joins Bill Gallagher on the Scaling Up Business podcast. Tune in to hear Suneet share insights on growth, leadership, and bui...

46:48May 13, 2026