In The Trenches
The Only Podcast Dedicated Exclusively to Entrepreneurs and CEOs Running Small and Medium Sized Businesses
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BUYING A BUSINESS
The State of Lower-Middle Market Credit: Two Major Bank Failures, Rising Interest Rates, and a Looming Recession
My Guests To say that it’s been an active 6-18 months in the banking sector would be an understatement: Beginning as recently as January, 2022, we’ve seen the US Federal Funds rate increase from .08% to 4.83%, which, at least in part, precipitated the rapid collapse of Silicon Valley Bank, and the rescue of First…
The Current State of the Debt Capital Markets
My Guests My guests today are Cory Kaiser and Timothy Eaton, Vice President & Associate Vice President respectively within TD’s Commercial Banking Group. Between them, they have over 40 years of experience lending to lower-middle market businesses not just to finance their acquisitions, but also to finance growth initiatives, day-to-day working capital needs, and leveraged…
Quality of Earnings Analysis: What You Need to Know Before Buying a Business
My Guest My guest today is Chris Hutchinson, a Partner in Ernst & Young’s Transaction Advisory Services Group. Chris has over 15 years of experience advising clients on M&A, financings, valuation projects, and due diligence mandates, with a specific focus on private lower-middle-market businesses. Chris and his team have completed an untold number of Quality…
MANAGING YOURSELF
“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 countless…
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 1…
When Search Funds Don’t Go As Planned (Part 1): 3 Searcher Case Studies
My Guests If one were to attend a randomly selected group of Search Fund conferences, they’d be forgiven for thinking that every search fund is a smashing success. When I was both a searcher and a CEO, I often left these types of events with a certain sense of insecurity and self-doubt, as everybody seemed…
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,…
Kent Weaver: Building, Working With, and Learning from your Board of Directors
My Guest Today, I was thrilled to be joined by Kent Weaver. Early in his career, Kent was an acquisition entrepreneur, having acquired Sacramento-based Progressive Home Care. Subsequent to the acquisition, Kent ran the company for approximately 9 years before a successful exit. He has been investing in small and medium-sized businesses ever since. Kent…
Everything You’ve Ever Wanted to Know About Working with a Partner, with Dr. Noam Wasserman, Author of The Founder’s Dilemmas
My Guest My guest today is Noam Wasserman, recognized as one of the world’s foremost experts in how to form and maintain high performing partnerships in entrepreneurial contexts. Noam is currently the Dean of the Sy Syms School of Business at Yeshiva University in New York City. Prior to this, Noam was a professor at…
Employee Burnout and The Great Resignation
My Guest My guest today is Carin-Isabel Knoop, Executive Director of the Harvard Business School Case Research & Writing Group. Carin has spent decades writing cases on managers and leaders all over the world across a wide array of functions and industries. In 2019, alongside co-author John Quelch, Carin published Compassionate Management of Mental Health…
Understanding and Managing The Psychological Toll of Being an Entrepreneur or CEO
My Guest Dr. Eliana Cohen is an entrepreneur and Clinical Psychologist who runs her own practice, integrating performance psychology, strategy, emotional intelligence, and knowledge of neuroplasticity and the brain to serve her various clients. She has worked with countless entrepreneurs, business owners, and CEOs in her practice, and is passionate about discussing the psychological realities…
CEO Coaches: What do they do, how do they work with CEOs, and why might you consider hiring one?
My Guest Warren Coughlin is both an entrepreneur and business coach, having worked directly with countless Entrepreneurs and CEOs for upwards of 20 years. His coaching practice focuses not only on the business itself, but also on the entrepreneur at a personal level, working with them to ensure that they craft meaningful values and live…
MANAGING YOUR BUSINESS
A Deep Dive on Compensation
Listen in Your Browser Questions Asked Verne Harnish: Crafting Company-Wide Compensation Plans (3:06) Verne Harnish is the founder of the Entrepreneurs’ Organization (“EO” for short), a global network of entrepreneurs and CEOs that boasts over 16,000 members worldwide. He is the author of multiple global bestselling books including Mastering the Rockefeller Habits, and Scaling Up,…
A Deep Dive on Hiring
Listen in Your Browser Questions Asked Randy Street (3:30) Many of you will know Randy Street as co-author of the book Who: The A Method for Hiring, which introduced the now widely used Topgrading hiring method to the world. The book went on to become a New York Times, Wall Street Journal, BusinessWeek, USA Today,…
The Smallest Changes That Had the Largest Impacts: 4 CEO Case Studies
My Guests This is a very special episode of In The Trenches: In today’s episode, I will be interviewing 4 different CEOs of 4 different SMBs, and asking them just a single question: “What are some of the seemingly small changes you’ve made that have had the largest impacts?” When taking over a new business,…
Mike Zani, CEO of The Predictive Index: Hiring, Personality Profiling Tools, Working with a Partner, and Other Lessons from 20 Years as a CEO
My Guests My guest today is Mike Zani, CEO of The Predictive Index. The Predictive Index serves more than 9,000 clients across 142 countries, helping businesses optimize their hiring and team composition decisions through a combination of behavioral science, software, and professional consulting from the world’s top workplace behavior specialists. Mike has been CEO of…
Brent Beshore: The “Forrest Gump of Private Equity”
My Guest My guest today is Brent Beshore, Founder and CEO of Permanent Equity, a private investment firm that invests in Founder-owned private companies. Permanent Equity is a long-term investor that typically intends to hold portfolio companies indefinitely, often without the use of any leverage. In addition to his role as an investor, Brent is…
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 in…
All Things Finance & Accounting: Managing Liquidity, Employee Financial Literacy, Capital Allocation, Macroeconomic Uncertainty, and Hiring Your First CFO
My Guest Nicholas Andrews is the Founder of Aspen Consulting Group, a company that performs finance, accounting, and operations consulting for a wide range of small and medium sized businesses. Aspen’s services include technical accounting, corporate finance, valuations, operations planning and M&A due diligence, among others. Prior to founding the Aspen Consulting group, Nick was…
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 a…
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 doing on a near-daily basis. We discuss three primary types of difficult conversations, including: Hard conversations around internal company dynamics (eg: terminations); Hard conversations about dynamics external to the company (eg: politics and global affairs); Difficult conversations that…
Aaron Ross: Author of “Predictable Revenue” and “From Impossible to Inevitable”
My Guest Though Aaron Ross wears many hats, he is perhaps best known for co-authoring the global best seller Predictable Revenue, often referred to as “The Sales Bible of Silicon Valley,” which details an outbound prospecting system that’s created more than $1 billion across Salesforce.com and other companies. Most recently, Aaron published From Impossible to…
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 over…
All Things Hiring with Randy Street: Co-Author of “Who: The A-Method for Hiring” and Vice Chairman of ghSMART
My Guest Randy Street is Vice Chairman of ghSMART, a leading global consulting firm that helps CEOs, boards, and investors build valuable companies through hiring and developing world class leadership teams. During Randy’s tenure, ghSMART has grown tenfold, and has been ranked by Forbes as one of America’s Best Consulting Firms from 2017-2020. In collaboration…
Verne Harnish: Founder of The Entrepreneurs’ Organization (EO), Author of “Scaling Up” and “Mastering the Rockefeller Habits”
My Guest Few people have done more for Entrepreneurs and CEOs than Verne Harnish: Verne is the founder of the world-renowned Entrepreneurs’ Organization (“EO”), a global network of entrepreneurs and CEOs that boasts over 16,000 members worldwide. For the past 15 years, Verne has chaired EO’s premiere CEO program, the “Birthing of Giants” held at…
The Realities of Managing Extremely Rapid Growth
My Guest Anthemos Georgiades (or Anth, for short), is the founder and CEO of Zumper, an apartment rental platform based out of San Francisco that he founded in his second year at Harvard Business School in 2012. If anybody knows anything about running a rapidly growing company, it’s Anth. Consider this: Despite being founded less…
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, grew…
Sales: Hiring, Onboarding, Compensating, Scaling & Supporting a World Class Sales Team
My Guest Dave Prusinksi is the Chief Revenue Officer at SafeAI, a hyper-growth silicon valley company in the autonomous vehicle space. Prior to his current role, Dave spent 10 years as the Executive Vice President of Sales and Marketing at FleetComplete, a technology provider to fleet-owning businesses around the world. Under Dave’s leadership, FleetComplete grew…
MANAGING YOUR BUSINESS (SOFTWARE-SPECIFIC)
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 Electrical…
Building and Managing a World Class Product Management Discipline
My Guest Rich Mironov is one of North America’s preeminent Product Management thought leaders. He has spent 40 years in the software industry in numerous capacities, and currently acts as a Coach, Consultant, and Interim Executive for CEOs and Heads of Product across Canada and the United States, advising them on a diverse range of…
The Private Equity Perspective on Acquiring, Operating and Selling Software Companies
My Guest Jordan Bettman is a Partner and Co-founder of Radian Capital, a New York-based Private Equity firm focused on B2B software and technology-enabled services businesses. Radian has ~$500 million of assets under management, and is now investing out of their second fund of ~$315 million. Prior to co-founding Radian, Jordan was a Partner at…
SELLING YOUR BUSINESS
Lessons Learned From 400+ Post-Exit Entrepreneurs: John Warrillow, Host of Built to Sell Radio
My Guest My guest today is John Warrillow, author of the bestselling book Built to Sell: Creating a Business That Can Thrive Without You, and Founder & CEO of The Value Builder System, a sales and marketing software tool for business advisors to find, win and keep their best clients. Built to Sell was recognized…
Sell-Side M&A Advisors: How to Choose One, How Much They Cost, and The Importance of the “Fine Print”
My Guest John Carvalho is the President of Stone Oak Capital, an M&A advisory firm that focuses exclusively on middle market businesses, with a specific focus on transactions between $10 and $100 million. Among other things, Stone Oak offers acquisition, divestitures, corporate finance and valuations services for its clients. John is also the Founder of…
What M&A Lawyers Want CEOs to Know About Selling Their Companies
My Guest Mario Nigro is one of Canada’s preeminent M&A lawyers, and currently serves as a Partner in the Mergers & Acquisitions and Private Equity & Venture Capital Groups at Stikeman Elliot based out of Toronto. His practice focuses on mergers and acquisitions, financings, complex corporate reorganizations, and general business law. Mario has extensive experience…