Skip to content
In The Trenches cover art

All Episodes

In The Trenches — 151 episodes · page 1 of 2

#
Title
1

The Most Valuable A.I. Use Cases as Reported by Searchers, CEOs and Investors

2

How to Apply Business Tools and Frameworks to Improve Your Personal Life

3

Who to Hire and Who to Fire

4

The Case for Focus, Profitability, and Saying No to Growth for Its Own Sake

5

A Cybersecurity Survival Guide for Small Businesses

6

A Glimpse Into The First 90 Days as a New CEO

7

The Most Meaningful Lesson that I've Learned Over the Past 12 Months

8

A Peek Behind the Curtain: What Small Business Ownership *Really* Looks Like

9

$2B Company Founder on Youth, Inexperience, and Why You're More Ready Than You Think

10

When Both Sides Are Right: Navigating the Trade-Offs That Define Leadership

11

The Wisdom of Failure: Growing from our Personal and Professional Setbacks

12

The Real Reason Why Most Companies Miss Their Annual Goals

13

Ten Ways to Underwrite a Conservative and Realistic Base Case

14

Hiring Your Second in Command: With Cameron Herold, Founder of the COO Alliance and Former COO of 1-800-GOT-JUNK

15

Identifying the Irrational Beliefs Hindering Your Decision Making

16

"Great CEOs Are Lazy": Why the Best SMB Leaders Do Less—But Achieve More

17

Are Search Funds Moving Up Market?

18

The Four Stages of Leadership Maturity: Why the CEO Must Change Before the Company Can

19

“Don’t F*ck It Up": Les Trachtman on Avoiding Post-Close Founder Succession Mistakes

20

Why Most Incentive Plans Fail—and How Thoughtful CEOs Get Them Right

21

Installing an Operating System in Your Business: Lessons from Real EOS Implementations

22

The Working Capital Adjustment

23

Hard to Kill: A Four-Part Framework for Evaluating Small Business Acquisitions

24

Facing the Worst-Case Scenario: How Jed Morris Lost His Business and Rebuilt His Life

25

How AI is Transforming the Acquisition and Operations of Small Businesses

26

Technical Debt: What it is, How Much of it You Can Live With, and How to Incorporate it into an Investment Thesis

27

Announcing the Launch of Mineola Fund II

28

Stress, Panic Attacks, Debilitating Anxiety, and a $170M Exit: iContact Founder Aaron Houghton

29

Rob Markey: Creator of the Net Promoter Score and Founder of Bain's Global Customer Strategy Practice

30

Building Better CEOs: Lessons From a Veteran Executive Coach

31

The Acquisition Entrepreneur and Mental Health

32

Evaluating Customer Retention in Recurring Revenue Businesses: With Craig Zingerline

33

Rethinking Asset Intensity in Search Fund Acquisitions

34

Should Search Funds Buy Healthcare Practices? A Deep Dive with Scott Becker

35

A Finance Survival Guide for SMB CEOs: Liquidity, Hiring, Budgeting, Capital Allocation & More

36

Is Home Services Still a Good Bet? A Veteran Operator’s Take on a Saturated Market

37

How to Price, Structure, and Diligence Around Customer Concentration

38

A Playbook for Growing People-Intensive Service Companies

39

How to Raise Prices Without Losing Customers—with Casey Brown

40

The Entrepreneur’s Guide to Keeping Your Sh*t Together: With Dr. Sherry Walling

41

The Art (and Science) of Building a High-Performance Sales Organization

42

A Super Primer on Evaluating and Acquiring a Software Company

43

Randy Street: Pioneer of the Topgrading Hiring Method & Co-Author of “Who: The A-Method for Hiring”

44

Is the Search Fund Acquisition Rate Falling? With Jim Edmunds, Badge Stone & Kent Weaver

45

How to Avoid Common Stumbling Blocks in an M&A Process: With Raam Jani

46

How to Get Your Exit Proceeds (Mostly) Tax Free

47

Dr. Daniel Crosby: How our Psychology Impacts our Spending, Investing and Risk Taking Decisions

48

Long Term Holds: With Zac Carman, CEO of ConsumerAffairs for 14+ Years

49

Leverage: Doing More With Less

50

"Like Changing Tires on a Moving Car": The Unseen Realities of Managing Rapid Growth

51

Achieving the Entrepreneurial Dream Through Franchise Ownership

52

An Investing Masterclass with Brent Beshore

53

Five Ideas That Every CEO Should Know

54

In Conversation with 3 Founders Who Sold Their Companies to Search Funds

55

How to Build a Business that will Attract a Private Equity Buyer

56

The Link Between Money, Meaning, and Happiness

57

The Entrepreneur and the Spousal Relationship: Part 2

58

Dr. Bill Hudenko: Professor of Psychology at the Dartmouth School of Medicine and a 4x Founder & CEO

59

From Combat to Classrooms: How Jim Vesterman Went from Special Forces to a 13.5x Return in 8 Years

60

17 Lessons on the Psychology of Being a Searcher and CEO

61

You Don't Have an Engineering Problem, You Have a Product Management Problem

62

Evaluating The Most Common Forms of Debt Used to Finance Small Business Acquisitions

63

From $7M to $50M via 14 Acquisitions: A Consolidation Success Story With Jay Davis & Jason Pananos

64

Why You May Be Ignoring Brokered Deals at Your Peril

65

Why You May Want to Reconsider Your Industry Roll-up Strategy

66

45 (More) Things That I Think Are True

67

The Constellation Software Playbook for Acquiring and Growing Software Companies

68

Evaluating Stock Options as Attraction, Retention, and Incentive Alignment Tools

69

Can Ambition and Inner Peace Coexist? With Rob Dube

70

Answers to Recurring FAQs from Current and Prospective Searchers

71

Profit Before Anything Else: With Mike Michalowicz, Author of "Profit First"

72

Royce Yudkoff & Rick Ruback: Educators, Mentors, and Leaders Within the SMB Community

73

Jeff Stevens & A.J. Wasserstein on The Future of Entrepreneurship Through Acquisition

74

Michael Girdley on The Rise of Holding Companies

75

Questions You Should Be Prepared to Answer Before Buying (or Selling) a Small Business

76

What I'd Change if I Could Re-Do the First 90 Days of my Search: 3 Searcher Case Studies

77

Dr. Victoria Medvec on the Art and Science of High Stakes Negotiations

78

Peter Lehrman, Founder & CEO of Axial, The Largest Online Marketplace to Buy & Sell SMBs

79

Conscious Leadership with Executive Coach and Best-Selling Author Kaley Klemp

80

Building a $5.5B Mid-Market Private Equity Firm: Brent Belzberg, Founder of Torquest Partners

81

My Experience With Anxiety

82

A Deep Dive on Compensation

83

A Deep Dive on Hiring

84

"A Guide to the Good Life": What Entrepreneurs Can Learn From Stoic Philosophy

85

Venture Capital “Orphans”: Exploring an Emerging Search Fund Investment Thesis

86

When Search Funds Don’t Go As Planned (Part 2): With Jim Sharpe

87

Lessons Learned From 400+ Post-Exit Entrepreneurs: John Warrillow, Host of Built to Sell Radio

88

When Search Funds Don't Go As Planned (Part 1): 3 Searcher Case Studies

89

75 Things That I Think Are True

90

The SMB Credit Markets: Bank Failures, Rising Interest Rates, and a Looming Recession

91

The Merits, Risks, and Possible Unintended Consequences of Earn-Outs

92

Mental Health for High Achievers: Ambition, Anxiety, Perfectionism, and Balancing Striving vs. Self-Acceptance

93

The 2023 SaaS CEO Survey

94

Kent Weaver: Building, Working With, and Learning from your Board of Directors

95

How to Know When it's Time to Stop

96

Are You Selling to the Wrong Customers?

97

Everything You've Ever Wanted to Know About Working with a Partner: With Dr. Noam Wasserman, Author of The Founder's Dilemmas

98

Evaluating the Correlation Between Hours Worked and Success Achieved

99

The Smallest Changes That Had The Largest Impacts: 4 CEO Case Studies

100

Constructing, Managing, and Working with a Board of Directors