Top M&A Entrepreneurs

EXPLORE

Society & Culture

© 2024 PodJoint

https://is1-ssl.mzstatic.com/image/thumb/Podcasts221/v4/94/81/ca/9481cafa-ce12-23d3-544c-8b5a77f0d9ab/mza_13018146749170864623.jpg/600x600bb.jpg

Top M&A Entrepreneurs

Jon Stoddard

169 episodes

2 months ago

This conversation explores the remarkable journey of Mark Leonard and his creation, Constellation Software, which has grown from a modest $25 million investment in 1995 to a $92 billion empire through a unique acquisition strategy focused on vertical market software companies. Leonard's approach emphasizes patience, discipline, and a decentralized management structure that empowers individual business units while maintaining rigorous financial standards. The discussion highlights the importan...

Show more...

Entrepreneurship

All content for Top M&A Entrepreneurs is the property of Jon Stoddard and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

This conversation explores the remarkable journey of Mark Leonard and his creation, Constellation Software, which has grown from a modest $25 million investment in 1995 to a $92 billion empire through a unique acquisition strategy focused on vertical market software companies. Leonard's approach emphasizes patience, discipline, and a decentralized management structure that empowers individual business units while maintaining rigorous financial standards. The discussion highlights the importan...

Show more...

Entrepreneurship

Episodes (20/169)

Top M&A Entrepreneurs

THE $92B SILENT EMPIRE

This conversation explores the remarkable journey of Mark Leonard and his creation, Constellation Software, which has grown from a modest $25 million investment in 1995 to a $92 billion empire through a unique acquisition strategy focused on vertical market software companies. Leonard's approach emphasizes patience, discipline, and a decentralized management structure that empowers individual business units while maintaining rigorous financial standards. The discussion highlights the importan...

2 months ago

44 minutes

Top M&A Entrepreneurs

The 100% Tax-Free Exit - Kevin McGee & QSBS

I wanted to know more about QSBS… So I found someone who used it—not just read the IRS page. Kevin McGee is an attorney who bought a craft brewing company. He used QSBS to eliminate capital gains tax on the exit. We sat down and talked about: How QSBS works (and what most buyers get wrong)New rule changes in 2025 that make it even more powerfulThe legal landmines that can kill your QSBS eligibilityHow to set up a C-Corp to acquire a business and still qualify Why compliance isn’t o...

4 months ago

41 minutes

Top M&A Entrepreneurs

From Chiropractor to $20M Exit: Neal Cobb’s Startup Story

What do crawfish, Walmart, and 7-Eleven have in common? Neal Cobb. He started as a chiropractor. Then built a delivery startup that scaled to 35 states, raised $20M, and was acquired by 7-Eleven. In this episode, Neal shares how he turned down $10M, powered through COVID, and now buys legacy businesses with big EBITDA and long-term upside. Chapters: 00:00 From Chiropractor to Startup Founder 05:38 Scaling with Walmart 11:26 Raising Capital & COVID Pivot 17:06 Acquired by 7-Eleven 22:41...

4 months ago

56 minutes

Top M&A Entrepreneurs

She’s Sold 400 Businesses. Here’s What Most Buyers Get Wrong.

👉 How Ready Are YOU to Buy a Business? Take the free 5-minute quiz: https://www.dealflowsystem.net/bbr-score 🎯 Get your score. Spot your blind spots. Fix them before they kill your deal. Jackie Hirsch has sold over 400 businesses since 1998. In this episode, she breaks down the most common mistakes first-time buyers make—and what separates the ones who close from the ones who never will. We talk due diligence, adbacks, cultural fit, SBA financing, and why most buyers blow it bef...

5 months ago

1 hour 2 minutes

Top M&A Entrepreneurs

Buying Family Businesses to Hold for 50 Years — Inside the North Park Group Model

Learn how to acquire your first business FREE book: https://www.dealflowsystem.net/UNLOCKTHE3DOORS Summary This guy’s bought SIX companies in just THREE years. And he’s not flipping them. He’s holding for 50 YEARS. In this episode, I sit down with Ryan Sullivan from North Park Group—and if you’re in the M&A game (or want to be), you need to hear this. Ryan’s not chasing shiny objects. He’s quietly building a portfolio of small, family-run manufacturing businesses—with one goal: l...

5 months ago

1 hour 3 minutes

Top M&A Entrepreneurs

How Independent Sponsors REALLY Buy Businesses (M&A from the Inside)

FREE book on how to buy SMBs: https://www.dealflowsystem.net/UNLOCKTHE3DOORS What Happens When a Guy with Grit Takes on M&A Without a Giant PE Firm Behind Him? In this episode, Casey Minshew lays it out—no fluff. He walks us through his real-world journey as an independent sponsor—finding deals, funding them, and figuring it out as he goes. No Wall Street suits. Just persistence, smart due diligence, and a crew he trusts. We talk lessons learned (some the hard way), how to avoid rook...

5 months ago

1 hour 8 minutes

Top M&A Entrepreneurs

Can't Afford the SBA Down Payment?

Download your FREE copy here: https://www.dealflowsystem.net/UNLOCKTHE3DOORS What We Talked About: I sat down with Sean Smith from SMB Investor Network and we broke down exactly how first-time buyers can actually raise equity to buy a small business — without the usual myths, BS, or dead-end advice. We covered: What investors really want to see before they write a checkWhy having your own skin in the game still matters (sorry, no magic button)How to spot businesses that actually attract in...

6 months ago

47 minutes

Top M&A Entrepreneurs

Ecommerce Brands Must Adapt to NEW Chinese Tariffs NOW

Get my Free Book, "How to Buy Your First Million Dollar Business" https://www.dealflowsystem.net/UNLOCKTHE3DOORS Summary In this conversation, Jon Stoddard and Stephen Speer discuss the current state of the e-commerce sector amidst rising tariffs on Chinese imports. They explore the implications of these tariffs on pricing, supply chains, and acquisition strategies for e-commerce businesses. Stephen shares insights on how to navigate these challenges, emphasizing the importance of due ...

7 months ago

20 minutes

Top M&A Entrepreneurs

What Business Brokers Really Think About First Time Buyers

🚀 Get My Free Book! 📖 "How to Buy Your First Million Dollar Business" Summary If you’re buying your first business — you need to hear this. No, you don’t need to become a business broker. But you’d be crazy not to learn from one. Because 90% of first-time business sales go through a broker... So if you want to win the game, you better understand how the game is played. In this episode, Jeffrey Jump (former Navy, now a business broker who’s seen it all) breaks down: Why most buyers wast...

7 months ago

1 hour 4 minutes

Top M&A Entrepreneurs

Buy Company, Cranks Margins to 73% Net Margins, Sell to PE for Massive Payday

🚀 Get My Free Book! 📖 "How to Buy Your First Million Dollar Business" Lindsay Gremmer didn’t just buy a company—she engineered an ATM. Starting with a finance degree and zero illusions about how tough business can be, she acquired Vail Financial Services, an accounting firm with solid bones but untapped potential. What happened next? She scaled it like a pro. She optimized operations, built rock-solid client relationships, and turned the business into a profit machine—hitting a r...

8 months ago

1 hour

Top M&A Entrepreneurs

Forget the Gurus – Here’s the REAL Truth About Consulting for Equity

Get my Free Book, "How to Buy Your First Million Dollar Business" https://www.dealflowsystem.net/UNLOCKTHE3DOORS Alright, here’s the deal—Rob Lombardi went from military life to crushing it in business. But it wasn’t all smooth sailing. He took some hits, learned some hard lessons, and figured out what actually works: adding value, knowing when to exit, and making smart moves instead of just chasing money. His secret weapon? Consulting for equity. Instead of just giving advice, he hel...

8 months ago

57 minutes

Top M&A Entrepreneurs

Lessons from from Failed Business Buyer and My Failed Rollup

Jon Stoddard sits down with Jed Morris—a veteran who swapped the military for business ownership. He thought buying a business would be his golden ticket. Instead? A crash course in what not to do. Jed dives into his journey through ETA (Entrepreneurship Through Acquisition), finding and acquiring a landscaping business, and the hard truth: just because a business looks “boring” doesn’t mean it’s easy. He learned the hard way about seller relationships, cash flow crunches, and the real risks ...

9 months ago

1 hour

Top M&A Entrepreneurs

This guy sold 136 HVAC companies

FREE Book step-by-step guide to buy your first business - https://www.dealflowsystem.net/UNLOCKTHE3DOORS In this eye-opening interview, Jon Stoddard talks with Patrick Lange, a top-tier business broker who has mastered the art of selling HVAC companies. Patrick shares his journey from owning an HVAC business to becoming the industry’s go-to expert for buying and selling HVAC companies. This conversation dives deep into: The critical importance of understanding seller motivations and how it...

9 months ago

56 minutes

Top M&A Entrepreneurs

Inside The Mind of a Top Investment Banking Deal Maker

Learn How to Buy Your First Business - Free ebook https://www.dealflowsystem.net/UNLOCKTHE3DOORS Summary In this conversation, Jon Stoddard interviews Scott Wiebel from Sierra Pacific Partners, delving into the intricacies of investment banking and the business selling process. They discuss the importance of building relationships for deal flow, the motivations behind selling a business, the due diligence process, and the emotional aspects of closing deals. Scott shares insights on navigatin...

10 months ago

50 minutes

Top M&A Entrepreneurs

Jules Took 2 Years to Buy His First Metal Fab Business—Now He Owns 3

Summary In this conversation, Jon Stoddard interviews Jules Brenner from Metal Solutions Holdings, discussing the company's journey in acquiring multiple welding and metal manufacturing businesses. They explore the importance of partnerships, the challenges of refining a buy box, the self-funding approach, and the unique landscape of California manufacturing. Jules shares insights on operational improvements, the significance of contrarian thinking in business strategy, and the potential for...

11 months ago

55 minutes

Top M&A Entrepreneurs

Can You Buy 100% of a Business with Other People’s Money?

Summary In this conversation, Jon Stoddard interviews John Panaccione, an Army veteran and entrepreneur who co-founded LogicBay and later launched Folla Capital. They discuss the intricacies of participating preferred equity, the challenges of raising capital for small to medium-sized business acquisitions, and the evolving landscape of SBA loans. John shares insights on structuring deals, investor relations, and the importance of understanding the rules surrounding capital raising. The disc...

1 year ago

27 minutes

Top M&A Entrepreneurs

Can Self-Funded Searchers REALLY Raise MILLIONS of CAPITAL?

Can Self-Funded Searchers REALLY Raise MILLIONS of CAPITAL to Buy a Business? Sean Smith of Search Fund Ventures explains how its done. Takeaways • Search Fund Ventures focuses on self-funded searchers and independent sponsors. • They target essential products and services for investment. • Investment involves filling equity gaps for searchers. • Sean emphasizes the importance of downside and upside return scenarios. • Recent Successful deals are e...

1 year ago

44 minutes

Top M&A Entrepreneurs

How we bought 3 Multi-Million Dollar HVAC Businesses

Summary Nathan Lenahan didn’t just “fall” into success—he fought for it. In this gripping conversation, he reveals the raw, unfiltered truth about the challenges he faced in his early business acquisitions and how a single strategic pivot to HVAC transformed everything. You’ll hear how Nathan overcame growth roadblocks, built a powerhouse team, and launched a recruiting business that’s now generating fresh revenue streams. He’s not stopping there—he’s mapping out even bigger moves in HVAC an...

1 year ago

58 minutes

Top M&A Entrepreneurs

The Unexpected Acquisition: Buying a Bookkeeping Business

Summary In this conversation, Daniel Gertrudes shares his journey from a corporate background to becoming an entrepreneur in the accounting industry. He discusses the challenges and insights gained from acquiring accounting firms, transforming operations to the cloud, and the evolution of financial services. The conversation also delves into marketing strategies, the impact of technology, and the future of accounting in the face of AI and changing market dynamics. Daniel emphasizes the impor...

1 year ago

58 minutes

Top M&A Entrepreneurs

How to Start, Scale, and Acquire 3 Accounting Firms: The Blueprint

Why Buying Your First Business is the Hardest. We Make it Easy. www.DealFlowSystem.net Michael Ly reveals how he built Reconciled from the ground up and then acquired 3 more accounting firms. Discover his secrets to scaling with outsourced accounting, cold email outreach, and using tech to streamline the workload. He uncovers the biggest challenges in the accounting industry today—AI, fewer grads, and more. Michael shares insights on finding capital partners, integrating firms, k...

1 year ago

48 minutes