Jonathan Sherrill, Founder of Waypoint, built Quicken Steel from a shuttered sawmill and sold it in 2022. He explains what buyers really test for before they buy.

He co-authored “The Extraordinary Exit” with Andy Harris; the book won the Gold Medal for Best Adult Non-Fiction Informational eBook at the 2026 IPPY Awards. Through Waypoint, Jonathan advises founders on the personal side of the exit.

Key Takeaways:

00:00 Introduction

03:31 What six years working for private equity taught him about what buyers really want

13:14 Why his daughter's diagnosis changed what he was building his company for

19:31 The test buyers quietly run before they'll ever make an offer

20:23 A flat tire question that reveals whether a business can run without its founder

24:33 The leadership team question most CEOs would rather not answer honestly

28:02 Why a coach who pushes back beats an advisor who just agrees

34:51 The charitable commitment that nearly delayed a multi-million dollar closing

37:17 What it actually felt like when the emails and calls just stopped

45:43 His advice for any founder still carrying self-doubt

Subscribe to Make BIG Happen for more conversations with the CEOs and coaches shaping what's next.

Resources Mentioned:

Waypoint website:

https://waypointfounders.com/

“The Extraordinary Exit” by Andy Harris and Jonathan Sherrill:

https://www.theextraordinaryexitbook.com/

#CEOCoaching #ExecutiveLeadership #BusinessGrowth

The most important decisions arrive before the answers do.

In this episode, Jaime Donnelly, CEO and President of Integrity Staffing Solutions, shares what leadership really looks like when the stakes are high and the industry is shifting — from navigating a devastating client loss to rebuilding an entire sales team against industry headwinds.

Key Takeaways:

00:00 Leadership is tested most when the industry turns and people’s livelihoods are on the line

02:02 Losing a major client forces fast, decisive action to protect the bottom line and the team

07:44 Integrity adopted AI voice recruiting tools years before competitors to handle candidate volume at scale

14:44 Rebuilding the entire sales team during an industry contraction led to over 60% revenue growth in 2025

17:39 A clear decision-making framework gives a CEO the autonomy to act without constant founder approval

26:21 Project Home empowers the team to identify and support associates facing housing instability

44:39 Shortening the time between clarity and action drives better outcomes for leaders and their teams

Subscribe now and be ready when the conversations begin.

Resources Mentioned:

Integrity Staffing Solutions:

https://www.integritystaffing.com

CEO Coaching International:

https://ceocoachinginternational.com

#MakeBIGHappen #CEOCoaching #Leadership

Most leaders wait for the data to be obvious before they act.

In this episode, Fred Crosetto, Founder and Chairman at AMMEX and Founder of iSupport Worldwide, talks about acting before anyone else is even paying attention. He built his business across three decades, navigated the chaos of COVID from both sides of the world, and came out stronger on every front. We unpack how he saw the pandemic coming before the US did, why he replaced his entire C-suite two years before COVID hit, and what it really means to run your own race in business and in life.

Key Takeaways:

00:00 Introduction

03:00 A book on megatrends sent Fred to Asia at 23

06:40 How Fred built AMMEX by calling every dentist he could find

15:16 Being in China first gave AMMEX an unfair advantage

21:40 Replacing the entire C-suite two years before COVID

23:09 Pressure testing remote work six weeks before the world shut down

28:01 Glove communism and whale hunting: how they won the pandemic

46:15 The one question every founder must answer before stepping back

50:13 The biggest mistake Fred made as a founder

58:22 Competing in the cross-country skiing world championships at 61

Resources Mentioned:

AMMEX Group Website

https://www.ammex.com/

iSupport Worldwide Website

https://isupportworldwide.com/

#MakeBIGHappen #CEOCoaching #Leadership #Entrepreneurship #BusinessGrowth