Cover image of In The Trenches

In The Trenches

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... Read more

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Ranked #1

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Busting the Biggest Myth About Purchasing and Operating Small Companies

Busting the Biggest Myth About Purchasing and Operating Small Companies

In this episode, I attempt to debunk a common misconception among prospective acquirors, particularly those looking to p... Read more

7 Jul 2022

13mins

Ranked #2

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

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

My guest today is a particularly personal and a particularly special one for me: I have been fortunate to call Jim Sharp... Read more

23 Jun 2022

1hr 1min

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Ranked #3

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The Biggest Temptation of a Software CEO

The Biggest Temptation of a Software CEO

In his book, The Five Temptations of a CEO, author Patrick Lencioni discusses five areas in which CEOs tend to inadverte... Read more

9 Jun 2022

15mins

Ranked #4

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Employee Burnout and The Great Resignation

Employee Burnout and The Great Resignation

My guest today is Carin-Isabel Knoop, Executive Director of the Harvard Business School Case Research & Writing Grou... Read more

26 May 2022

1hr 8mins

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Ranked #5

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Should You Become an Entrepreneur?

Should You Become an Entrepreneur?

Today's episode is aimed towards those who may be wrestling with the question of whether or not to finally pursue their ... Read more

12 May 2022

20mins

Ranked #6

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

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

In this week's episode, we discuss the importance of having difficult conversations, something that CEOs find themselves... Read more

28 Apr 2022

1hr

Ranked #7

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A Leader’s Most Important Skill

A Leader’s Most Important Skill

My experience as a CEO taught me that the most important skill for any leader to possess is that of clear and effective ... Read more

14 Apr 2022

16mins

Ranked #8

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

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

My guest today is Chris Hutchinson, a Partner in Ernst & Young's Transaction Advisory Services Group.Chris has over ... Read more

31 Mar 2022

1hr 1min

Ranked #9

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Lessons Learned in Capitalizing an Acquisition

Lessons Learned in Capitalizing an Acquisition

Among the myriad variables that must be carefully considered when acquiring a business is the question of how the acquis... Read more

17 Mar 2022

21mins

Ranked #10

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

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

Though Aaron Ross wears many hats, he is perhaps best known for co-authoring the global best seller Predictable Revenue,... Read more

3 Mar 2022

51mins

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