Mid-Market Leaders

About Mid-Market Leaders

Mid-market companies are the rock stars of the American economy. There are nearly 200,000 U.S. companies with annual revenues between $10 million and $1 billion. They generate roughly a third of private-sector GDP and as a group grow 2-3 times faster than all other US businesses, yet most of them—and the people who lead them—remain largely unknown. I'm Jeff Cass, a former corporate executive and the host of Mid-Market Leaders. Each episode, I talk with the CEOs, executives, entrepreneurs, and experts who know the middle market firsthand. We explore how these companies grow, how their leaders make decisions, how they develop people, navigate change, and tackle the challenges that come with building a successful business. Don't miss these stories, strategies, and lessons from the leaders quietly driving the American economy!

Publisher

Queen City Podcast Network

Category

business

Language

en

Explicit

No

First episode

31 Mar 2025

Latest episode

14 Oct 2026

Latest episodes

16 episodes in the feed.

1. 

   14 Oct 2026

   Episode 16: The Biological Cost of Leadership: Health, Burnout & the Generational Shift with Kaitlin Boernkamp

   For decades, middle-market leaders have worn burnout like a badge of honor—trading sleep, physical health, and personal well-being for business growth. But a generational shift is challenging that mindset, forcing leaders to rethink what sustainable peak performance really looks like. In this episode of Mid-Market Leaders, Jeff Cass sits down with Kaitlin Boernkamp, a Certified Nutritional Therapist and former Big Four finance consultant who experienced the high-stress world of public accounting and consulting firsthand. Kaitlin shares what she learned from her own burnout and explains how leaders can recognize the warning signs of stress, build healthier ways of working, and rethink the connection between performance and well-being. Her mission is simple and provocative: "to die young as late in life as possible." Key Takeaways The Biological Cost of Leadership: Chronic stress has a significant effect and high achievers often don't recognize the physical toll until their health begins to suffer. The Generational Shift: Younger professionals are challenging the traditional emphasis on hours worked and "butt-in-seat" productivity. Leaders should focus on outcomes, clear objectives, and defining what success looks like rather than counting hours. Burnout Is a Leadership & Culture Issue: Leaders can spot burnout through changes in behavior—cynicism, short responses and disengagement. Executives can also unintentionally create stress through unspoken expectations and late-night communication habits. AI, Productivity & Human Potential: What if automation could give employees 10–20% of their time back? Instead of simply reducing headcount, leaders should consider what their teams could create with that additional energy and focus. A 15-Minute Habit for Metabolic Health: Kaitlin’s top recommendation for busy executives is simple: take a 10-to-15-minute walk immediately after your largest meal of the day to blunt blood sugar spikes and support digestion. Who Is This Episode For? Middle-market CEOs and executives navigating high-stress environments Leaders managing generational differences in workplace expectations High achievers who want to stop trading their health for their wealth Executives looking for a more sustainable approach to peak performance Resources & Links Mentioned Website: Feel Great with Kait Connect with Kaitlin: Kaitlin Boernkamp on LinkedIn Enjoyed this episode? Be sure to subscribe, leave a review, and share it with your executive network! Mid-market companies are the rock stars of the American economy. There are nearly 200,000 U.S. companies with annual revenues between $10 million and $1 billion. They generate roughly a third of private-sector GDP and as a group grow 2-3 times faster than all other US businesses, yet most of them—and the people who lead them—remain largely unknown. I'm Jeff Cass, a former corporate executive and the host of Mid-Market Leaders. Each episode, I talk with the CEOs, executives, entrepreneurs, and experts who know the middle market firsthand. We explore how these companies grow, how their leaders make decisions, how they develop people, navigate change, and tackle the challenges that come with building a successful business. Don't miss these stories, strategies, and lessons from the leaders quietly driving the American economy!

2. 

   16 Sept 2026

   Episode 15: The Middle Market's Biggest Advantage Is Speed

   John Rudd has seen the middle market from almost every angle over the last 3 decades. He has helped distressed companies navigate major change as a chief restructuring officer, built and scaled SolutionsIQ before its acquisition by Accenture, led technology acquisitions for Accenture, and today helps middle-market companies build practical AI capability as a partner at LightSite AI Consulting. Having sat on both sides of the M&A table—as both a mid-market founder and an enterprise acquirer—John brings a rare perspective on scaling, governance, and value creation. In this conversation, John and Jeff explore why the ability to adapt and execute quickly remains the middle market's single greatest competitive advantage. Key Takeaways ● The Status-Quo Trap: Multi-generational middle market firms often have a natural bias toward the status-quo. But when product life cycles shrink from 15 years to a few weeks, standing still becomes their biggest operational risk. ● Vision Over Pure Profitability: Driving revenue and EBITDA isn't enough to retain top talent. Leaders must articulate a compelling vision that brings "humanity to the workplace" and gives knowledge workers a purpose to rally around. ● Build with an Exit in Mind: Even if you aren't actively looking to sell, structuring your firm through the lens of a private equity suitor or strategic acquirer helps you build stronger operational foundations and financial discipline. ● AI as a Top-Line Growth Engine: Evaluating AI strictly as a cost-cutting tool misses the largest ROI. The real power comes from using agentic tools to unburden your key subject-matter experts from routine work and building custom internal applications tailored to your business. ● Greatleadersdon'tneedtohavealltheanswers.Sometimesthemost powerful question a leader can ask is, “What do you think?” Who Is This Episode For? ● Middle-marketbusinessleaders● Founderspositioningtheirbusinessforafuturesale● ExecutiveslookingtocutthroughAIhypeanddeploypractical,high-ROI workflows● Leadersworkingtobuildmoreadaptable,missiondrivenorganizations Resources & Links Mentioned ● JohnRudd'sbook:TheAgeoftheSpeedboat:HowMiddleMarket Leaders Can Win the AI Era ● ConnectwithJohnRudd ● Company: LightSight AI Consulting ● Historical Framework: The Agile Manifesto Enjoyed this episode? Be sure to subscribe, leave a review, and share it with your executive network. There are nearly 200,000 U.S. companies with annual revenues between $10 million and $1 billion. They generate roughly a third of private-sector GDP and as a group grow 2-3 times faster than all other US businesses, yet most of them—and the people who lead them—remain largely unknown. Each episode, I talk with the CEOs, executives, entrepreneurs, and experts who know the middle market firsthand. We explore how these companies grow, how their leaders make decisions, how they develop people, navigate change, and tackle the challenges that come with building a successful business.

3. 

   12 Aug 2026

   Episode 14: The New Playbook: Driving High-Impact Results with Fractional Expertise

   Ideas are easy. Execution is where middle-market companies win—or stall. Why do so many high-stakes growth projects stall out in the middle market? According to Andrea Jones, founder of AJC Company and architect of the Executagility framework, the real culprits aren't a lack of money or skill—they're organizational ambiguity and a lack of bandwidth. In this episode of Mid-Market Leaders, host Jeff Cass sits down with the former Intel process engineer to discuss how middle-market firms can scale execution without inflating their fixed overhead. Andrea breaks down the rising power of fractional project management, explaining how fractional experts give mid-market CEOs the agility, enterprise-grade discipline, and specialized leadership required to turn complex strategies into finished outcomes. From unburdening your over-allocated key talent (the "IT Tim" syndrome) to establishing lightweight 15-minute execution rhythms and deploying AI with a strict "human in the loop," this conversation is packed with practical tools to help your team stop starting and start finishing. Key Takeaways · The Fractional Advantage: Utilizing fractional leadership allows growing businesses to access top-tier expertise on demand. · Ambiguity is the Enemy of Execution: Projects fail when leaders can't define what "done" actually looks like at a granular level. · The "IT Tim" Resource Trap: Overburdening key players with five or six critical projects alongside their actual day job guarantees a project stall. · The Executagility Framework: Quarterly prioritization, clear single-person ownership, and simple accountability KPIs keep teams focused on finishing rather than just starting. · The 15-Minute Huddle Rhythm: “Projects progress at the cadence in which you hold people accountable.” A 15 minute daily alignment update forces completion before a crisis develops. Who This Episode Is For · CEOs and Presidents of middle-market companies · Operations and functional leaders responsible for execution · Business owners leading ERP, AI, or digital transformation initiatives · Leaders looking to improve organizational focus and accountability Resources & Links Mentioned · Connect with Andrea Jones: AJC Company Website · Deep Dive into the Framework: Executagility Resources · Andrea’s Book: Stop Starting, Start Finishing · Books Mentioned: The Ideal Team Player by Patrick Lencioni | Measure What Matters by John Doerr I hope you enjoy this episode! Give it a like and subscribe if you'd like more content like this :) @JeffCass-ImpactCoaching Middle Market ($10M to $1B annual Sales) Businesses make up 3-4% of US businesses but represent over 1/3 of our private sector GDP and consistently grow 2-3x's faster than their smaller or larger counterparts...WOW!! These companies are extremely important to our economy!! Join me as I share the journeys of leaders who run these "Rock Star" middle-market businesses in the US.

4. 

   15 Jul 2026

   Episode 13: 48 Years of Technology Leadership in the Middle Market with Chuck Zwicker from Weidenhammer

   For nearly five decades, Weidenhammer has helped middle-market companies navigate waves of technology transformation—from ERP systems and digital modernization to cybersecurity and artificial intelligence. In this episode, Jeff Cass sits down with Chuck Zwicker, President and COO of Weidenhammer, to discuss what middle-market leaders can learn from 48 years of technology evolution. Chuck shares practical insights on AI adoption, talent development, leadership, and why successful technology initiatives begin with business outcomes rather than technology itself. As both a technology partner and a middle-market company, Weidenhammer brings a unique perspective on helping organizations adapt, grow, and compete in an increasingly fast-changing business environment. Key Takeaways for Leaders · Technology investments should be driven by business outcomes, not technology for technology's sake. · AI adoption requires leadership, process, and governance—not just software licenses. · Middle-market companies often have an advantage because they can move faster and adapt more quickly than larger organizations. · Hiring for adaptability and intellectual curiosity is increasingly important in a rapidly changing business environment. · Leadership is a privilege that requires service, humility, and a commitment to helping others succeed. · Strong cultures are built through values, trust, and empowering employees within clear guardrails. Who This Episode Is For · Middle-market CEOs, presidents, and business owners · Technology and operations leaders evaluating AI and digital transformation initiatives · Leaders focused on talent development, organizational culture, and business growth Resources Connect with Chuck Zwicker: https://www.linkedin.com/in/czwicker/ Learn More About Weidenhammer: https://www.hammer.net/ Connect with Jeff Cass: https://www.linkedin.com/in/jeff-cass-9a46357/ or www.impact-coaching-llc.com Mid-Market Leaders Podcast: https://podcasts.apple.com/us/podcast/mid-market-leaders/id1805697766 https://youtube.com/@jeffcass-impactcoaching?si=80YTZYlqMprUMRc4 I hope you enjoy this episode! Give it a like and subscribe if you'd like more content like this :) @JeffCass-ImpactCoaching

5. 

   17 Jun 2026

   Episode 12: Stop Renting Growth: Build a Marketing Asset That Compounds with Brandon Leibowitz

   Mid-market leaders often fall into the trap of "renting" their leads through expensive paid ads—a model that stops working the moment you stop paying. In this episode, Jeff Cass and Brandon Leibowitz (SEO Optimizers) discuss a more sustainable path: building a marketing asset that actually compounds in value. Key Takeaways for Leaders: · Asset vs. Expense: Why organic search dominance should be viewed as a tangible business asset on your balance sheet. · Valuation Impact: How a self-sustaining market position increases the enterprise value of your company. · The Trust Factor: Breaking down EEAT and why Google prioritizes authority over simple keyword repetition. · Scaling Oversight: How to "grade" your marketing team on their ability to build long-term equity rather than just chasing vanity metrics. Who This Episode Is For: · CEOs and operators questioning marketing ROI · Mid-market companies reliant on paid ads · Leaders looking to build long-term enterprise value Resources · Book: The Power of Guest Podcasting by Brandon Leibowitz · Company: SEO Optimizers  https://seooptimizers.com/ · Connect with Brandon:  https://www.linkedin.com/in/brandonleibowitz/ I hope you enjoy this episode! Give it a like and subscribe if you'd like more content like this :)  @JeffCass-ImpactCoaching Middle Market ($10M to $1B annual Sales) Businesses make up 3-4% of US businesses but represent over 1/3 of our private sector GDP and consistently grow 2-3x's faster than their smaller or larger counterparts...WOW!!  These companies are extremely important to our economy!!  Join me as I share the journeys of leaders who run these "Rock Star" middle-market businesses in the US.

6. 

   13 May 2026

   Episode 11: The Chief Reality Officer: Nick Araco Jr. on the Evolving Role of the CFO in the Middle Market

   In this episode, Jeff sits down with Nick Araco Jr., Founder and CEO of The CFO Alliance and AchieveNEXT. With a network of over 10,000 finance leaders, Nick has a unique view of the middle market. They discuss why the traditional "career ladder" is being replaced by a "career lattice," how AI is actually a tool to enable more human connection, and what it really means to be a "Chief Reality Officer" in today’s volatile economy. Key Takeaways: The Career Lattice: Why non-linear career paths (the "constellation framework") are the new standard for finance leaders. AI as an Enabler: Moving from manual "heroics" to high-value human capability through smart automation. The Data Sewer: Why no amount of AI can fix bad data—and how to treat your data as a balance sheet asset. Alignment is a Full-Time Job: Why high-functioning teams require constant multidisciplinary communication. The 6 a.m. Purity Moment: How a simple morning routine with a dog centers a CEO for the "hell" of a 18-hour day. Connect with Nick on LinkedIn: https://www.linkedin.com/in/nick-araco-jr/ I hope you enjoy this episode! Give it a like and subscribe if you'd like more content like this :)  @JeffCass-ImpactCoaching Middle Market ($10M to $1B annual Sales) Businesses make up 3-4% of US businesses but represent over 1/3 of our private sector GDP and consistently grow 2-3x's faster than their smaller or larger counterparts...WOW!!  These companies are extremely important to our economy!!  Join me as I share the journeys of leaders who run these "Rock Star" middle-market businesses in the US.

7. 

   15 Apr 2026

   Episode 10: Beyond the Technician Mindset: Building a Business Instead of a Job with Gino Barbaro

   In this episode, Jeff sits down with Gino Barbaro—investor, entrepreneur, and co-founder of Jake & Gino—to break down what it really takes to scale a business, build wealth, and lead effectively. Gino shares many hard-earned lessons from building a restaurant business that burned him out to scaling a $400M+ real estate portfolio—and the mindset shifts that made it possible. Whether you are leading a middle-market firm or a family of six, Gino’s insights on "radical accountability", "relentless execution" and the psychology of money are a masterclass in growth. 01:00 – “I built myself a job” & the pivot to real estate 02:15 – This changed everything: Buy Right, Operate Right, Exit Right 6:00 – From growth-at-all-costs to building a “Small Giant” 11:04 – The biggest mistake founders make: no systems, no focus, no scale 15:22 – Culture isn’t just words on a wall 18:35 – Money is 80% psychology 28:35 – A simple communication tool every leader should use Connect with Gino on LinkedIn or by email: https://www.linkedin.com/in/gino-barbaro-03973b4b/ Gino@randpartnersllc.com I hope you enjoy this episode! Give it a like and subscribe if you'd like more content like this :)  @JeffCass-ImpactCoaching Middle Market ($10M to $1B annual Sales) Businesses make up 3-4% of US businesses but represent over 1/3 of our private sector GDP and consistently grow 2-3x's faster than their smaller or larger counterparts...WOW!!  These companies are extremely important to our economy!!  Join me as I share the journeys of leaders who run these "Rock Star" middle-market businesses in the US.

8. 

   17 Mar 2026

   Episode 9: Putting a Steering Wheel and Brakes on the AI Engine

   Host Jeff Cass interviews Mart Rovers, founder of Rovers Strategic Advisory, about how mid-market leaders can adopt AI without creating major risk. Rovers argues that AI governance is an enabler, not red tape, because it clarifies decision rights, ownership of risk, and escalation paths before go-live. He highlights common mid-market gaps in data quality and inconsistent definitions (e.g., what counts as a “customer”), warning that AI amplifies “garbage in, garbage out” and can hallucinate or drift in accuracy. They discuss “shadow AI,” where employees use public tools like ChatGPT and unknowingly expose company data, and recommend using protected, behind-the-firewall options when needed. Rovers emphasizes that CEOs ultimately own AI outcomes, that vendor vetting and data ownership matter, and that successful AI requires early, cross-functional collaboration across legal, finance, HR, risk, and IT. 01:17 Steering Wheel and Brakes 01:49 Governance Speeds Decisions 04:53 Data Quality Comes First 08:56 Garbage In Garbage Out 10:51 How Mart Uses AI 12:38 Shadow AI and Privacy 18:06 Who Owns the Mistake 20:31 Vetting AI Vendors 22:56 What CEOs Should Do Now 26:03 AI Is Not If Then Else 28:18 Why AI Projects Fail 30:18 Rovers Advisory Approach 33:15 Final Advice for Leaders 35:42 Closing Thanks and Wrap Connect with Mart on LinkedIn or by email: https://www.linkedin.com/in/martrovers/ mart.rovers@interpromusa.com I hope you enjoy this episode! Give it a like and subscribe if you'd like more content like this :)  @JeffCass-ImpactCoaching Middle Market ($10M to $1B annual Sales) Businesses make up 3-4% of US businesses but represent over 1/3 of our private sector GDP and consistently grow 2-3x's faster than their smaller or larger counterparts...WOW!!  These companies are extremely important to our economy!! Join me as I share the journeys of leaders who run these "Rock Star" middle-market businesses in the US.

9. 

   2 Feb 2026

   Episode 8: From Marine to Business Leader: Joe Gallagher’s Journey of Continuous Learning and Determination

   Entrepreneur Joe Gallagher recounts his transition from the Marines to founding Gallagher Fleet Solutions in an interview with Jeff Cass, highlighting discipline and continuous learning as keys to success.

10. 

    21 Nov 2025

    Episode 7: Building a Purpose-Driven Culture with Stefan Joens from Elnik Systems

    Stefan Joens, President of Elnik Systems, explores how culture and leadership guided his company's relocation, emphasizing core values and innovative hiring practices in an interview with Jeff Cass.

11. 

    24 Oct 2025

    Episode 6: Tackling Adversity: How George Hall Turned Gridiron Lessons into Executive Excellence

    Host Jeff Cass interviews George "Monty" Hall, who shares how college football and overcoming adversity shaped his leadership style and fueled his business success, emphasizing company culture and talent acquisition.

12. 

    2 Oct 2025

    Episode 5: From CFO to President: Mike Tinkey on Leadership & Culture at Eagle Crusher

    President Mike Tinkey discusses Eagle Crusher's culture, retention strategies, and leadership development programs with host Jeff Cass, highlighting adaptability and balance in leadership in this interview.

13. 

    3 Sept 2025

    Episode 4: Sharing 20 Years Experience Working with Lower Middle-Market Companies

    Host Jeff Cass interviews Matt Bradbury, Managing Director for Business Acquisitions & Merger Associates, sharing two decades of experience selling over 200 middle-market businesses.

14. 

    30 Jun 2025

    Ep. 3- Inside the Middle Market

    Host Jeff Cass interviews Doug Farrin, director of the National Center for the Middle Market, about the significant impact of middle-market companies on the American economy and the center's support for them.

15. 

    30 May 2025

    Episode 2, Disrupting the IT Industry

    Aaron Bock, Brice Ulrey, and Jim Campbell discuss disrupting the IT industry by offering unbiased advice to small and mid-sized companies, filling a significant gap and achieving rapid growth in this interview episode.

16. 

    31 Mar 2025

    Episode 1, Meeting our American "Rock Star" Business Leaders

    Retired executive and host Jeff Cass launches a new podcast to learn more about some of the most impactful yet unknown American business leaders. Mid-Market businesses make up just 3% of US companies, yet they account for 1/3 of our private sector GDP and employment!! These leaders are truly "Rock Stars" of our economy, and in this first episode, Jeff introduces Chad Beatty, who runs a trucking company in Charlotte, NC to learn more about how he became successful.

Who has been a guest on Mid-Market Leaders

Names identified in recent episode analyses. Showing up to five guests.

• Joe Gallagher
• Stefan Joens
• George "Monty" Hall
• Mike Tinkey
• Matt Bradbury

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

5.0 / 5

3 ratings

Podcast Authority Score: 4 / 100

A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.

Quality

7

Social presence

0

YouTube

0

Engagement

0