Jane Gentry

CEOs Unscripted

Business EN ↓ 34 episodes

Real Talk. Real Growth. Real Results in the Mid-MarketJane Gentry consulted in enterprise for 20 years. And, after being a CEO in a mid-sized company, she realized why they say it is loneliest at the top. Mid-market CEOs learn their craft through trial and error or by reaching outside their organization for help. She launched CEOs Unscripted as a bi-weekly podcast by mid-market CEOs for mid-market CEOs. Our purpose is to provide insight into the unscripted, unfiltered journeys of CEOs and Founders as they talk about their wins, losses, lessons and playbooks for growing and scaling their organi...

Author

Jane Gentry

Category

Business

Podcast website

janegentry.com

Latest episode

Jun 30, 2026

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Episodes

The Inner Journey Every CEO Hides From the World 30.06.2026

Everyone talks about the strategy of being a CEO. Almost no one talks about the inner toll it takes. Charbel Zreik went from collecting cans on the street as a refugee from civil war to running companies, then spent years as a full time yoga and meditation teacher after his first CEO seat nearly broke him. Today he teaches at Wharton and works with CEOs on something most leadership conversations c...

He Sold His Company for Twice What He Expected. Here's Exactly How He Did It 16.06.2026

Most founders spend twenty years building their business and about twenty minutes preparing to sell it. The result? Millions left on the table. Bad deals. Regret. And in too many cases, starting all over again when they should be retired. Jonathan Sherrill has been on every side of a business exit. He helped his father sell. He ran a company for private equity. He built his own company from scratc...

The First 90 Days Mistakes That Quietly Destroy CEO Careers 02.06.2026

Most incoming CEOs walk through the door ready to prove themselves. Ready to make big moves. Ready to show results fast. And that urgency is exactly what gets them in trouble. In this episode of CEOs Unscripted, Jane Gentry sits down with Neill Marshall, Chairman of Health Search Partners in Texas, who has spent years studying and recruiting top healthcare executives. Neill has quietly compiled on...

The Brutal Truth About Why Most CEOs Fail (From Someone Who's Watched It Happen) | CEOs Unscripted 19.05.2026

Rami Cassis has hired four CEOs. He replaced three of them. In this episode of CEOs Unscripted, the Monaco-based investor and founder of Parabellum Investments sits down with Jane Gentry to share the unfiltered truth about what separates great CEOs from expensive mistakes and why emotional intelligence matters more than any MBA or sector experience ever will. If you hire CEOs, aspire to be one, or...

This CEO's Entire Strategy Fits on One Slide, And It's Pure Genius 05.05.2026

What if your entire company strategy fit on one slide? Jamie Church, CEO of Best Buy Medical, did exactly that and delivered growth in the process. In this episode of CEOs Unscripted, Jane Gentry sits down with Canada's top medical supply distributor CEO to unpack how radical simplicity, obsessive customer focus, and authentic leadership culture can outperform any complex strategy. If you're a mid...

What Private Equity Is Really Thinking When They Look At Your Business 14.04.2026

Think PE buyers care most about your EBITDA? Think again. In this episode of CEOs Unscripted, host Jane Gentry sits down with Paul Idziak: PE advisor, former CEO of GV Windpower North America, and field service industry veteran to pull back the curtain on exactly what private equity firms evaluate before writing a check. Whether you're thinking about selling in 3–5 years or simply want to build a...

Why Most CEOs Get Stuck Between $10M and $50M | And What Actually Gets You Out 31.03.2026

What does it take to buy and scale a company in a foreign country, with your spouse, right before a global pandemic? In this episode of CEOs Unscripted, host Jane Gentry sits down with Corbin Butcher, Managing Director of Beire Exhibitions in the Czech Republic, for a raw, unfiltered conversation about entrepreneurship through acquisition, cross-cultural leadership, and what it really means to evo...

Military Discipline Meets Luxury Travel: How Craig Beal Built America's #1 Safari Company 17.03.2026

What does submarine warfare have to do with luxury safari travel? More than you'd think. In this episode of CEOs Unscripted, host Jane Gentry sits down with Craig Beal - Naval Academy graduate, nuclear engineer, and CEO of Travel Beyond, the oldest US-founded safari company, to unpack the unconventional leadership principles behind one of the most remarkable family business turnovers you'll ever h...

The CEO Who Doubles Every Company He Touches 03.03.2026

What does it take to walk into a business that's hit a ceiling and double its revenue — not once, but three times? In this episode of CEOs Unscripted, host Jane Gentry sits down with Buzz Bradley, a seasoned interim CEO and business growth strategist, to unpack the exact frameworks he uses to transform stalled mid-market companies into high-performance organizations. In this episode, you'll learn:...

He Lost Everything, Borrowed $200K From Friends, and Built a $50M Company: Here's How 18.02.2026

What does it take to buy a business with zero money, learn it from the ground up, and scale it for 38 years into a successful exit? In this episode of CEOs Unscripted, host Jane Gentry sits down with Robert Brown, former CEO of American Asphalt Company, a man who lost everything, borrowed $200K from 20 friends and family members, and turned a struggling asphalt company into a thriving mid-market b...

Why People Come Before Profits: Norman Radow’s Blueprint for Building Enduring Companies 03.02.2026

Why People Come Before Profits: Norman Radow’s Blueprint for Building Enduring Companies From growing up with limited resources to leading one of the most influential real estate firms in the country — Norman Radow’s journey is rooted in purpose, trust, and long-term thinking. In this episode of CEOs Unscripted, Norman, CEO of The Radco Companies, opens up about the experiences that shaped his lea...

From Admin to President: How She Built a $50M Logistics Empire in 19 Years 20.01.2026

From administrative assistant to President in 19 years: Colleen Japuntich's journey is nothing short of extraordinary. I In this episode of CEOs Unscripted, discover how she became the leader of NEMA, a thriving logistics and transportation company, while navigating a male-dominated industry, overcoming imposter syndrome, and leading through unprecedented challenges like COVID-19 and tariff wars....

How to Navigate Private Equity Deals: IAA CEO's $7.5 Billion Journey 06.01.2026

Former IAA CEO John Kett shares his remarkable 22-year journey building a damaged vehicle marketplace from $200 million to $7.5 billion through multiple PE transactions, public offerings, and a major merger. This unfiltered conversation covers private equity strategies, M&A lessons, and what it really takes to scale mid-market companies. In this episode, John reveals: ✅ The truth about workin...

500 Remote Employees, Zero Office Space: The Anti-Traditional Playbook 23.12.2025

In this powerful episode of CEOs Unscripted, host Jane Gentry sits down with Brad Stevens, founder and CEO of Outsource Access, to explore his remarkable journey from serial entrepreneur to building a 500-person remote workforce in the Philippines—all while navigating a global pandemic. 📍 TIMESTAMPS: 00:00 - Introduction: Brad Stevens & Outsource Access 02:15 - The Entrepreneurial Origin Stor...

AI Is Killing the Agency Model (And How We're Using It to Win) 10.12.2025

In this compelling episode of CEOs Unscripted, host Jane Gentry sits down with Raj Choudhury, founder of Alloy Marketing and Purpose Group PE, to explore how purpose-driven leadership and strategic AI adoption are reshaping mid-market companies. 📍 TIMESTAMPS: 00:00 - Introduction: From Uganda to Atlanta - Raj's Journey 03:45 - The Two Tracks: S1 (Blue-Collar Businesses) vs S2 (Agency Platform) 08...

How This CEO Built a $160M Firm While Staying 100% Independent | Thomas Grealish 26.11.2025

In this powerful episode of CEOs Unscripted, host Jane Gentry sits down with Thomas Grealish, leader of Henderson Brothers, one of Pittsburgh's most respected independent insurance and financial services firms with over 160 employees. What You'll Learn: 🔹 Culture as Competitive Advantage - How Henderson Brothers protects their independence and uses culture to naturally "weed out" bad fits while a...

How to Fix Your Hiring Process: CEO Reveals Why You're Losing Top Talent | Executive Search Expert 11.11.2025

Struggling to find and retain top talent? You're not alone. In this episode of CEOs Unscripted, I sit down with Brandt Handley from ROI Executive Search to uncover why most mid-market companies are getting hiring ALL WRONG. What You'll Learn: ✅ Why the traditional interview process is fundamentally broken ✅ Cultural fit vs qualifications: What ACTUALLY matters in hiring ✅ The true cost of a bad...

The Hidden Crisis Behind Your 5G: A CEO's Mission to Save the Telecom Workforce 29.10.2025

In this compelling episode of CEOs Unscripted, host Jane Gentry sits down with Letizia Latino, CEO of Neptune USA, to explore the unique challenges of leading in the telecommunications infrastructure industry. From managing the boom-and-bust cycles of wireless construction to championing workforce development through apprenticeships, Letizia shares her unfiltered insights on modern business leader...

The $50M Exit Blueprint: How a Blue-Collar Kid Built & Sold an International Business 16.10.2025

What happens when a blue-collar kid from South Jersey transforms into a business-scaling expert? In this episode of CEOs Unscripted, host Jane Gentry sits down with her longtime mentor and business partner Pat Alacqua to uncover the raw truth about entrepreneurial growth, leadership transformation, and the psychological barriers that keep founders stuck. Pat shares his remarkable journey from work...

AI Strategy for Mid-Market CEOs: How to Start, Scale & Succeed Without Getting Left Behind | Chris Happ 01.10.2025

Is AI overwhelming your mid-market business? You're not alone. In this unfiltered episode of CEOs Unscripted, host Jane Gentry sits down with Chris Happ, CEO of Virtuous AI and serial entrepreneur, to break down exactly how mid-market CEOs should approach AI strategy—without the tech jargon or corporate bureaucracy. What You'll Learn: ✅ Why AI is a STRATEGIC initiative, not an IT project ✅ How t...

How to Build Trust and Lead High-Performing Teams: CEO Steve Hedrick Shares Military Leadership Secrets 16.09.2025

Join host Jane Gentry in this compelling episode of CEOs Unscripted as she sits down with Steve Hedrick, CEO of AVN Corporation, for an unfiltered conversation about leadership, empathy, and building successful organizations in today's competitive business landscape. What You'll Learn in This Episode: - Leadership Fundamentals - How military experience shapes executive decision-making and resilien...

From Carpenter’s Son to $500M CEO: Growth by Fundamentals, Not Fads — Troy Place (Place Services Inc.) 02.09.2025

What does it really take to scale from $60M to $500M without turning your company into a bureaucracy? In this candid conversation, Troy Place (CEO, Place Services Inc.) and host Jane Gentry unpack the unsexy fundamentals behind year-over-year $100M growth: fast decision-making, quality that the customer defines, ruthless focus on profitability, hiring well, and operationalizing culture you can fee...

Fortune 100 Tips: Cash Management, Talent Strategy & Decision-Making Speed with Stacey Tank 19.08.2025

Are you a mid-market CEO struggling with cash flow, talent retention, or decision-making speed? Fortune 100 veteran turned growth company CEO Stacey Tank reveals the exact strategies that transformed her leadership from managing billion-dollar enterprises at GE, Home Depot, and Heineken to scaling a high-growth beauty brand.  KEY TIMESTAMPS: 00:00 - From Fortune 100 to Growth CEO 05:30 - Why "Cash...

From the NFL to the C-Suite: Rich Scanlon's Journey of Calculated Risk-Taking 05.08.2025

In this episode of CEOs Unscripted, host Jane sits down with Rich Scanlon, Chairman of Sendible and a former NFL linebacker turned successful SaaS CEO. Rich shares his extraordinary journey from the football field to the boardroom, revealing how lessons in discipline, accountability, and high-stakes decision-making shaped his leadership style. Tune in as Rich opens up about: Transitioning from pro...

The Gratitude Advantage: How One CEO Built a Thriving Culture Through Authentic Leadership 22.07.2025

What happens when a 39-year-old takes over a family business and inherits employees who are decades older? In this powerful episode of CEOs Unscripted, Jane Gentry sits down with Jim Nooney, who transformed Nooney Controls through the revolutionary power of gratitude and authentic leadership. Jim shares his raw journey from feeling "unsuited" to run his father's business to building a culture wher...

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