Would You Buy Your Own Company? | Ian Smith

20 May 2026 · 71 min
1:11:14

In this informal, podcast‑style conversation, host Jim Bouchard interviews Ian Smith, founder of The Portfolio Partnership and author of The Acquirer’s Playbook and Fulfilling the Potential of Your Business. The dialogue weaves together the human and technical dimensions of company exits, exploring why many founders would never buy their own business, how culture, employee engagement, and measurable morale become critical valuation levers, and why scaling for a buyer differs from scaling for growth. They unpack a practical 15‑criteria, five‑bucket framework that buyers use to score targets, discuss the perils of “command‑and‑control” cultures, and illustrate the value of “walking the floor” to sense hidden issues. The conversation shifts to the rise of smaller‑company acquisition trails, the distinction between growth and scaling, and the importance of clear strategy, execution, and governance—especially around sales commissions and performance profiles. AI’s role is examined as a catalyst for faster data gathering and analysis, but the speakers stress the irreplaceable need for human judgment, storytelling, and “tough‑yet‑compassionate” leadership. They introduce the concept of automated “triggers” for key performance indicators, argue that value is exposed rather than created at exit, and close with practical advice for entrepreneurs on polishing their business like a diamond before a sale.

Chapters

More from Jim

0:37
youtube.com

Don't Tell People 'Don't Worry' #substack #shorts

1mo ago
5:36
youtube.com

Is AI Going to Take Their Jobs? What Leaders Should Say

1mo ago
6:40
youtube.com

KIH Re-PlayWhat Do I Tell Them? (When I really don't know!)

1mo ago
0:52
youtube.com

Do This When You Don't Know #substack #shorts

2mo ago
6:40
youtube.com

What Do I Tell Them? 4 Steps to Lead When You Don’t Have All the Answers

2mo ago
34:13
youtube.com

Anthony Valletta - Redefining what guest-first actually means in hospitality

6mo ago
44:07
youtube.com

Why AI-Only Customer Service Is Failing Customers | Danny Snow on Keep It Human

8mo ago
37:02
youtube.com

What Happens When Leaders Actually Care? Jeff Chandler on Keep It Human

8mo ago
33:39
youtube.com

Focus is Strategic | Sue MacArthur on Human-Centric Leadership | KIH Podcast

1y ago
39:44
youtube.com

Keeping Your Well Filled – with David Lee

1y ago
45:15
youtube.com

Human Nature At Work!

1y ago
See all content