Constructing, Managing, and Working with a Board of Directors

Listen to This Blog Post Though most people have experience reporting directly into a boss or manager of some sort, very few people can say that the “boss” into whom they report is represented by the company’s Board of Directors. Indeed, in most companies, only a single person (namely, the CEO) can make such aContinue reading “Constructing, Managing, and Working with a Board of Directors”

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

My Guests My guests today are Steve Lau and Rameez Ansari, co-CEOs of AutoLeap, a cloud-based auto repair shop platform that counts Bain Capital Ventures among its investors. Prior to founding AutoLeap, Steve and Rameez purchased, operated, and sold D’Esco (later renamed FieldEdge), a software company that helps entrepreneurs run their HVAC, Plumbing, and ElectricalContinue reading “Buy at 5X EBITDA, Sell at 8X Revenue: The On-Premise to SaaS Transition of FieldEdge”

Knowing Who, When, and How to Fire

I will never forget the first time that I had to fire somebody. In the days, hours and minutes leading up to the meeting that morning, sleep was elusive, my heart was racing, my mind was completely incapable of focusing on anything else, and the sense of existential dread growing in the pit of myContinue reading “Knowing Who, When, and How to Fire”

Managing a Business During Inflationary Periods & Understanding Pricing Power

My Guest My guest today is a particularly personal and a particularly special one for me: I have been fortunate to call Jim Sharpe a mentor and friend for over 10 years now, and I am thrilled that he agreed to join the podcast. In this week’s episode, we discuss the realities of running aContinue reading “Managing a Business During Inflationary Periods & Understanding Pricing Power”

A Leader’s Most Important Skill

Listen to This Blog Post Though effective leaders tend to possess a multitude of different skills and abilities, my experience as a CEO taught me that the most important skill for any leader to possess is that of clear and effective communication. Indeed, a CEO’s strategy is only as good as her ability to communicateContinue reading “A Leader’s Most Important Skill”

The Entrepreneur and the Spousal Relationship

Listen to This Blog Post It’s no secret that meaningful and fulfilling relationships require deliberate work, often require trade-offs to be made between partners, and possess more than their fair share of peaks and valleys. Though these realities are true of substantially all long-term relationships, they seem to be especially true in instances where oneContinue reading “The Entrepreneur and the Spousal Relationship”

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

My Guest Bob Pritchett is a lifetime entrepreneur and CEO, having founded Logos Research Systems (later Logos Bible Software and now Faithlife) in 1992, and acting as its CEO for 30 years until recently assuming the role of Executive Chairman. During Bob’s tenure, Faithlife has grown both organically and inorganically from 2 employees to overContinue reading “Bob Pritchett: Author of “Fire Someone Today” and Founder & Executive Chairman of Faithlife Software”

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

My Guest Rich Manders Co-Founded and led iAutomation, a Massachusetts-based machine control and automation company, and grew the business from $0 to $90M in sales with 180 employees. After selling that business to The Riverside Company (a leading global Private Equity firm), Rich stayed on with the business, and alongside his partners at Riverside, grewContinue reading “Rich Manders: Lessons from Founding, Growing, Buying, Selling, Coaching, and Investing in SMBs”

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

Listen To This Blog Post Particularly in my early years as a CEO, I couldn’t help but roll my eyes whenever somebody suggested that I needed to codify and publish a set of core values for my company. Weren’t core values the tired, hollow, and meaningless platitudes that companies created simply because they felt theyContinue reading “Why Your Company Needs a Set of Core Values (or Why Yours May Not be Having an Impact)”