Can Ambition and Inner Peace Coexist? With Rob Dube

My Guest In 1991, Rob co-founded imageOne, a managed print services business based in Oak Park, Michigan. Since then, imageOne has been recognized as a Top 25 Small Businesses in America on the list of Forbes Small Giants, an Inc. Magazine Best Places to Work, a National Best and Brightest Company to Work For, oneContinue reading “Can Ambition and Inner Peace Coexist? With Rob Dube”

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

My Guest Kaley Klemp is a highly sought after CEO coach, YPO forum facilitator, and best-selling author. In 2015, Kaley co-authored The 15 Commitments of Conscious Leadership, a book that was met with instant critical and commercial success, and followed that up in 2021 with The 80/80 Marriage, a book about how to strengthen andContinue reading “Conscious Leadership with Executive Coach and Best-Selling Author Kaley Klemp”

My Experience With Anxiety

Listen to this Blog Post I have debated whether to write this blog post for quite some time now, and my hesitation in doing so has been largely attributable to two things: First, as some of you may know, I create content quite regularly, and didn’t want a blog post as personal as this oneContinue reading “My Experience With Anxiety”

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

My Guest My guest today is Dr. William Irvine, author of the best-selling book A Guide to the Good Life: The Ancient Art of Stoic Joy. He is the author of several other books, including The Stoic Challenge, On Desire, and You: A Natural History (among others). Dr. Irvine’s work has been featured in countlessContinue reading ““A Guide to the Good Life”: What Entrepreneurs Can Learn From Stoic Philosophy”

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

My Guest My guest today is Jim Sharpe, somebody who I’ve been fortunate enough to call a mentor and friend for over 10 years now. This is Jim’s second appearance on In The Trenches (you can access the first episode here) In this week’s episode, we build upon the first-hand accounts presented in episode 1Continue reading “When Search Funds Don’t Go As Planned (Part 2): Trends & Observations With Jim Sharpe”

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

My Guest This week, I was thrilled to be joined by Andy Johns. The bulk of Andy’s career has been spent in the start-up and technology ecosystems, with growth and product-oriented leadership roles at Facebook, Twitter, and Quora, among others. Following his time at these three companies, Andy became VP of Growth, VP of Product,Continue reading “Mental Health for High Achievers: Anxiety, Ambition, Perfectionism, and Balancing Striving vs. Self-Acceptance”

Evaluating the Correlation Between Hours Worked and Success Achieved

Listen to this Post Though there are countless books, blogs, podcasts, and social media accounts that serve as thoughtful and informative resources for current and prospective entrepreneurs, unfortunately there appears to be an equal number of resources that demonstrate seemingly no limit to the fundamentally bad advice that they’re willing to impart upon others. EarlyContinue reading “Evaluating the Correlation Between Hours Worked and Success Achieved”

Tools in Managing My Own Psychology

Listen to This Blog Post In a previous blog post, Lessons in Managing My Own Psychology, I presented the five most meaningful lessons that I had learned during my tenure as a CEO related to better managing my own emotions. In today’s post I get much more tactical, and discuss the specific tools, routines, andContinue reading “Tools in Managing My Own Psychology”

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

My Guest My guest today is A.J. Wasserstein, the Eugene F. Williams, Jr. Lecturer in the Practice of Management at the Yale School of Management. His research, writing, and teaching concentrates on search funds, entrepreneurship, programmatic acquisitions, and small businesses. In addition to his role as an educator, A.J. is also a private investor inContinue reading “A.J. Wasserstein: Reflections of a Founder, CEO, Investor and Educator”

How to Know When it’s Time to Stop

Listen to This Blog Post Paradox (par·​a·​dox | per-ə-ˌdäks): A seemingly self-contradictory statement or proposition that, when investigated or explained further, may prove to be well founded or true One needn’t look terribly deep within entrepreneurial folklore to be regaled with stories about the importance of persistence to the entrepreneurial journey, including the generally accepted wisdom thatContinue reading “How to Know When it’s Time to Stop”