The only podcast dedicated exclusively to Entrepreneurs and CEOs running Small to Medium Sized Businesses (SMB).
Nobody knows what it’s like to be an Entrepreneur or CEO unless you’ve been one. Though many understand the rewards of company leadership, very few understand the arduous journey that’s required to get (and stay) there.
I share my own lessons as an Entrepreneur and CEO, and interview experts spanning Sales, Leadership, Mental Health, M&A, and Operations (among others) all with a single goal: To improve the personal and professional lives of Entrepreneurs and CEOs running SMBs.
Identifying the Irrational Beliefs Hindering Your Decision Making
80 hours 9 mins; April 02, 2026
"Great CEOs Are Lazy": Why the Best SMB Leaders Do Less—But Achieve More
115 hours 20 mins; March 19, 2026
Are Search Funds Moving Up Market?
12 mins; March 05, 2026
The Four Stages of Leadership Maturity: Why the CEO Must Change Before the Company Can
56 mins; February 19, 2026
“Don’t F*ck It Up": Les Trachtman on Avoiding Post-Close Founder Succession Mistakes
78 hours 7 mins; February 05, 2026
Why Most Incentive Plans Fail—and How Thoughtful CEOs Get Them Right
62 hours 54 mins; January 20, 2026
Installing an Operating System in Your Business: Lessons from Real EOS Implementations
55 mins; January 08, 2026
The Working Capital Adjustment
14 mins; December 23, 2025
Hard to Kill: A Four-Part Framework for Evaluating Small Business Acquisitions
21 mins; December 11, 2025
Facing the Worst-Case Scenario: How Jed Morris Lost His Business and Rebuilt His Life
88 hours 43 mins; November 27, 2025
How AI is Transforming the Acquisition and Operations of Small Businesses
61 hours 23 mins; November 13, 2025
Technical Debt: What it is, How Much of it You Can Live With, and How to Incorporate it into an Investment Thesis
86 hours 21 mins; October 30, 2025
Announcing the Launch of Mineola Fund II
1 min; October 22, 2025
Stress, Panic Attacks, Debilitating Anxiety, and a $170M Exit: iContact Founder Aaron Houghton
77 hours 43 mins; October 16, 2025
Rob Markey: Creator of the Net Promoter Score and Founder of Bain's Global Customer Strategy Practice
79 hours 35 mins; October 02, 2025
Building Better CEOs: Lessons From a Veteran Executive Coach
70 hours 52 mins; September 18, 2025
The Acquisition Entrepreneur and Mental Health
32 mins; August 28, 2025
Evaluating Customer Retention in Recurring Revenue Businesses: With Craig Zingerline
76 hours 10 mins; August 14, 2025
Rethinking Asset Intensity in Search Fund Acquisitions
10 mins; July 31, 2025
Should Search Funds Buy Healthcare Practices? A Deep Dive with Scott Becker
66 hours 47 mins; July 17, 2025
A Finance Survival Guide for SMB CEOs: Liquidity, Hiring, Budgeting, Capital Allocation & More
78 hours 4 mins; July 03, 2025
Is Home Services Still a Good Bet? A Veteran Operator’s Take on a Saturated Market
79 hours 45 mins; June 19, 2025
How to Price, Structure, and Diligence Around Customer Concentration
17 mins; June 05, 2025
A Playbook for Growing People-Intensive Service Companies
87 hours 15 mins; May 22, 2025
How to Raise Prices Without Losing Customers—with Casey Brown
79 hours 55 mins; May 08, 2025
The Entrepreneur’s Guide to Keeping Your Sh*t Together: With Dr. Sherry Walling
58 mins; April 24, 2025
The Art (and Science) of Building a High-Performance Sales Organization
90 hours 58 mins; April 10, 2025
A Super Primer on Evaluating and Acquiring a Software Company
77 hours 29 mins; March 28, 2025
Randy Street: Pioneer of the Topgrading Hiring Method & Co-Author of “Who: The A-Method for Hiring”
71 hours 23 mins; March 13, 2025
Is the Search Fund Acquisition Rate Falling? With Jim Edmunds, Badge Stone & Kent Weaver
82 hours 42 mins; February 27, 2025
How to Avoid Common Stumbling Blocks in an M&A Process: With Raam Jani
88 hours 44 mins; February 12, 2025
How to Get Your Exit Proceeds (Mostly) Tax Free
71 hours 11 mins; January 30, 2025
Dr. Daniel Crosby: How our Psychology Impacts our Spending, Investing and Risk Taking Decisions
57 mins; January 16, 2025
Long Term Holds: With Zac Carman, CEO of ConsumerAffairs for 14+ Years
59 mins; January 01, 2025
Leverage: Doing More With Less
14 mins; December 19, 2024
"Like Changing Tires on a Moving Car": The Unseen Realities of Managing Rapid Growth
78 hours 7 mins; December 05, 2024
Achieving the Entrepreneurial Dream Through Franchise Ownership
72 hours 19 mins; November 21, 2024
An Investing Masterclass with Brent Beshore
74 hours 54 mins; November 07, 2024
Five Ideas That Every CEO Should Know
23 mins; October 24, 2024
In Conversation with 3 Founders Who Sold Their Companies to Search Funds
88 hours 25 mins; October 10, 2024
How to Build a Business that will Attract a Private Equity Buyer
86 hours 7 mins; September 26, 2024
The Link Between Money, Meaning, and Happiness
53 mins; September 12, 2024
The Entrepreneur and the Spousal Relationship: Part 2
64 hours 41 mins; August 29, 2024
Dr. Bill Hudenko: Professor of Psychology at the Dartmouth School of Medicine and a 4x Founder & CEO
72 hours 8 mins; August 15, 2024
From Combat to Classrooms: How Jim Vesterman Went from Special Forces to a 13.5x Return in 8 Years
86 hours 20 mins; August 01, 2024
17 Lessons on the Psychology of Being a Searcher and CEO
31 mins; July 18, 2024
You Don't Have an Engineering Problem, You Have a Product Management Problem
66 hours 19 mins; July 04, 2024
Evaluating The Most Common Forms of Debt Used to Finance Small Business Acquisitions
27 mins; June 20, 2024
From $7M to $50M via 14 Acquisitions: A Consolidation Success Story With Jay Davis & Jason Pananos
86 hours 4 mins; June 06, 2024
Why You May Be Ignoring Brokered Deals at Your Peril
66 hours 32 mins; May 23, 2024
Why You May Want to Reconsider Your Industry Roll-up Strategy
19 mins; May 09, 2024
45 (More) Things That I Think Are True
11 mins; April 25, 2024
The Constellation Software Playbook for Acquiring and Growing Software Companies
77 hours 56 mins; April 11, 2024
Evaluating Stock Options as Attraction, Retention, and Incentive Alignment Tools
22 mins; March 28, 2024
Can Ambition and Inner Peace Coexist? With Rob Dube
86 hours 38 mins; March 14, 2024
Answers to Recurring FAQs from Current and Prospective Searchers
44 mins; February 29, 2024
Profit Before Anything Else: With Mike Michalowicz, Author of "Profit First"
79 hours 11 mins; February 14, 2024
Royce Yudkoff & Rick Ruback: Educators, Mentors, and Leaders Within the SMB Community
62 hours 18 mins; February 01, 2024
Jeff Stevens & A.J. Wasserstein on The Future of Entrepreneurship Through Acquisition
92 hours 44 mins; January 18, 2024
Michael Girdley on The Rise of Holding Companies
57 mins; January 03, 2024
Questions You Should Be Prepared to Answer Before Buying (or Selling) a Small Business
29 mins; December 21, 2023
What I'd Change if I Could Re-Do the First 90 Days of my Search: 3 Searcher Case Studies
60 hours 32 mins; December 07, 2023
Dr. Victoria Medvec on the Art and Science of High Stakes Negotiations
95 hours 24 mins; November 23, 2023
Peter Lehrman, Founder & CEO of Axial, The Largest Online Marketplace to Buy & Sell SMBs
84 hours 16 mins; November 09, 2023
Conscious Leadership with Executive Coach and Best-Selling Author Kaley Klemp
57 mins; October 26, 2023
Building a $5.5B Mid-Market Private Equity Firm: Brent Belzberg, Founder of Torquest Partners
76 hours 24 mins; October 12, 2023
My Experience With Anxiety
24 mins; September 28, 2023
A Deep Dive on Compensation
67 hours 2 mins; September 14, 2023
A Deep Dive on Hiring
137 hours 0 mins; August 31, 2023
"A Guide to the Good Life": What Entrepreneurs Can Learn From Stoic Philosophy
79 hours 49 mins; August 17, 2023
Venture Capital “Orphans”: Exploring an Emerging Search Fund Investment Thesis
17 mins; August 03, 2023
When Search Funds Don’t Go As Planned (Part 2): With Jim Sharpe
62 hours 56 mins; July 22, 2023
Lessons Learned From 400+ Post-Exit Entrepreneurs: John Warrillow, Host of Built to Sell Radio
53 mins; July 22, 2023
When Search Funds Don't Go As Planned (Part 1): 3 Searcher Case Studies
114 hours 2 mins; June 22, 2023
75 Things That I Think Are True
22 mins; June 08, 2023
The SMB Credit Markets: Bank Failures, Rising Interest Rates, and a Looming Recession
69 hours 36 mins; May 25, 2023
The Merits, Risks, and Possible Unintended Consequences of Earn-Outs
23 mins; May 11, 2023
Mental Health for High Achievers: Ambition, Anxiety, Perfectionism, and Balancing Striving vs. Self-Acceptance
94 hours 48 mins; April 27, 2023
The 2023 SaaS CEO Survey
34 mins; April 13, 2023
Kent Weaver: Building, Working With, and Learning from your Board of Directors
55 mins; March 29, 2023
How to Know When it's Time to Stop
17 mins; March 22, 2023
Are You Selling to the Wrong Customers?
28 mins; March 16, 2023
Everything You've Ever Wanted to Know About Working with a Partner: With Dr. Noam Wasserman, Author of The Founder's Dilemmas
97 hours 54 mins; March 02, 2023
Evaluating the Correlation Between Hours Worked and Success Achieved
14 mins; February 16, 2023
The Smallest Changes That Had The Largest Impacts: 4 CEO Case Studies
90 hours 28 mins; February 02, 2023
Constructing, Managing, and Working with a Board of Directors
21 mins; January 19, 2023
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 hours 52 mins; January 05, 2023
The Current State of the Debt Capital Markets
59 mins; December 22, 2022
Evaluating 5 Very Different Approaches to Acquiring a Software Company
30 mins; December 08, 2022
Brent Beshore: The "Forrest Gump of Private Equity"
87 hours 10 mins; November 24, 2022
Tools in Managing my own Psychology
22 mins; November 10, 2022
A.J. Wasserstein: Reflections of a Founder, CEO, Investor and Educator
73 hours 42 mins; October 27, 2022
The CEO as Chief Capital Allocator
20 mins; October 13, 2022
Buy at 5X EBITDA, Sell at 8X Revenue: The On-Premise to SaaS Transition of FieldEdge
78 hours 50 mins; September 29, 2022
Knowing Who, When, and How to Fire
19 mins; September 15, 2022
Sell-Side M&A Advisors: How to Choose One, How Much They Cost, and The Importance of the "Fine Print"
67 hours 26 mins; September 01, 2022
Strategic Considerations When Evaluating a Letter of Intent to Sell Your Business
15 mins; August 04, 2022
All Things Finance & Accounting: Managing Cash & Liquidity, Employee Financial Literacy, Capital Allocation, Preparing for Macroeconomic Turbulence, and Hiring Your First CFO
76 hours 52 mins; July 21, 2022
Busting the Biggest Myth About Purchasing and Operating Small Companies
13 mins; July 07, 2022
Running a Business During Inflationary Periods and Understanding Pricing Power (with Jim Sharpe)