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All Episodes

In The Trenches — 139 episodes

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Title
1

Ten Ways to Underwrite a Conservative and Realistic Base Case

2

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

3

Identifying the Irrational Beliefs Hindering Your Decision Making

4

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

5

Are Search Funds Moving Up Market?

6

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

7

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

8

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

9

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

10

The Working Capital Adjustment

11

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

12

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

13

How AI is Transforming the Acquisition and Operations of Small Businesses

14

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

15

Announcing the Launch of Mineola Fund II

16

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

17

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

18

Building Better CEOs: Lessons From a Veteran Executive Coach

19

The Acquisition Entrepreneur and Mental Health

20

Evaluating Customer Retention in Recurring Revenue Businesses: With Craig Zingerline

21

Rethinking Asset Intensity in Search Fund Acquisitions

22

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

23

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

24

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

25

How to Price, Structure, and Diligence Around Customer Concentration

26

A Playbook for Growing People-Intensive Service Companies

27

How to Raise Prices Without Losing Customers—with Casey Brown

28

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

29

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

30

A Super Primer on Evaluating and Acquiring a Software Company

31

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

32

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

33

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

34

How to Get Your Exit Proceeds (Mostly) Tax Free

35

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

36

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

37

Leverage: Doing More With Less

38

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

39

Achieving the Entrepreneurial Dream Through Franchise Ownership

40

An Investing Masterclass with Brent Beshore

41

Five Ideas That Every CEO Should Know

42

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

43

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

44

The Link Between Money, Meaning, and Happiness

45

The Entrepreneur and the Spousal Relationship: Part 2

46

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

47

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

48

17 Lessons on the Psychology of Being a Searcher and CEO

49

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

50

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

51

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

52

Why You May Be Ignoring Brokered Deals at Your Peril

53

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

54

45 (More) Things That I Think Are True

55

The Constellation Software Playbook for Acquiring and Growing Software Companies

56

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

57

Can Ambition and Inner Peace Coexist? With Rob Dube

58

Answers to Recurring FAQs from Current and Prospective Searchers

59

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

60

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

61

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

62

Michael Girdley on The Rise of Holding Companies

63

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

64

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

65

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

66

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

67

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

68

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

69

My Experience With Anxiety

70

A Deep Dive on Compensation

71

A Deep Dive on Hiring

72

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

73

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

74

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

75

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

76

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

77

75 Things That I Think Are True

78

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

79

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

80

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

81

The 2023 SaaS CEO Survey

82

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

83

How to Know When it's Time to Stop

84

Are You Selling to the Wrong Customers?

85

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

86

Evaluating the Correlation Between Hours Worked and Success Achieved

87

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

88

Constructing, Managing, and Working with a Board of Directors

89

Mike Zani, CEO of The Predictive Index: Hiring, Personality Profiling Tools, Working with a Partner, and Other Lessons from 20 Years as a CEO

90

The Current State of the Debt Capital Markets

91

Evaluating 5 Very Different Approaches to Acquiring a Software Company

92

Brent Beshore: The "Forrest Gump of Private Equity"

93

Tools in Managing my own Psychology

94

A.J. Wasserstein: Reflections of a Founder, CEO, Investor and Educator

95

The CEO as Chief Capital Allocator

96

Buy at 5X EBITDA, Sell at 8X Revenue: The On-Premise to SaaS Transition of FieldEdge

97

Knowing Who, When, and How to Fire

98

Sell-Side M&A Advisors: How to Choose One, How Much They Cost, and The Importance of the "Fine Print"

99

Strategic Considerations When Evaluating a Letter of Intent to Sell Your Business

100

All Things Finance & Accounting: Managing Cash & Liquidity, Employee Financial Literacy, Capital Allocation, Preparing for Macroeconomic Turbulence, and Hiring Your First CFO

101

Busting the Biggest Myth About Purchasing and Operating Small Companies

102

Running a Business During Inflationary Periods and Understanding Pricing Power (with Jim Sharpe)

103

The Biggest Temptation of a Software CEO

104

Employee Burnout and The Great Resignation

105

Should You Become an Entrepreneur?

106

Having Hard Conversations (Live Panel Discussion from 2022 MIT Sloan Search Fund Summit)

107

A Leader’s Most Important Skill

108

Quality of Earnings Analysis: What You Need to Know Before Buying a Business

109

Lessons Learned in Capitalizing an Acquisition

110

Aaron Ross: Author of "Predictable Revenue" and "From Impossible to Inevitable"

111

The Entrepreneur and the Spousal Relationship

112

Bob Pritchett: Author of "Fire Someone Today" and Founder & Executive Chairman of Faithlife Software

113

The Working Capital Adjustment

114

All Things Hiring with Randy Street: Co-Author of " Who: The A-Method for Hiring" and Vice Chairman of ghSMART

115

Considerations Unique to Acquiring a Software Company (Product)

116

Verne Harnish: Founder of The Entrepreneurs' Organization (EO), Author of "Scaling Up" and "Mastering the Rockefeller Habits"

117

Implementing a Formal Operating System Like EOS or the Rockefeller Habits

118

The Realities of Managing Extremely Rapid Growth

119

Considerations Unique to Acquiring a Software Company (Financial)

120

What M&A Lawyers Want CEOs to Know About Selling Their Companies

121

Lessons From my First Month as the CEO of a Newly Acquired Company

122

Rich Manders: Lessons from Founding, Growing, Buying, Selling, Coaching, and Investing in SMBs

123

Why Your Business Needs a Set of Core Values (or Why Yours May Not be Having an Impact)

124

Building and Managing a World Class Product Management Discipline

125

Busting the Biggest Myth About Selling Your Business

126

Understanding and Managing The Psychological Toll of Being an Entrepreneur or CEO

127

Lessons in Managing my own Psychology

128

CEO Coaches: What do they do, how do they work with CEOs, and why might you consider hiring one?

129

Migrating Your Software Company from On-Premise to SaaS (Part 2)

130

What I Learned During my First (Failed) Attempt to Sell my Business

131

Considerations in Selecting Your M&A Advisor

132

Pricing Power: How Small Changes Can Have Big Impacts

133

The Private Equity Perspective on Acquiring, Operating, and Selling Software Companies

134

Migrating Your Software Company from On-Premise to SaaS (Part 1)

135

Hiring Your Senior Leadership Team

136

Why So Many Companies Rarely Achieve Their Annual Goals

137

The Entrepreneur and Mental Health (Part 2): My Advice to You

138

Sales: Hiring, Onboarding, Compensating, Scaling & Supporting a World Class Sales Team

139

In The Trenches (Trailer)