The Transaction Abstract Podcast

Hosted by Redpath and Company

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Latest episode

Jun 2026

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About the show

The Transaction Abstract by Redpath and Company is hosted by Joe Hellman, Partner, CPA, and M&A Advisory Practice Lead and covers all things M&A—providing you with a comprehensive acumen and insightful conversations. Special guests include experts from the world of investment banking, private equity, family offices, search funds, angel investors, attorneys, corporate development officers, and other M&A advisors. Learn from the experts on all aspects of M&A—because buying or selling a business shouldn't be trial by fire. From Redpath and Company, an accounting and advisory CPA firm based in Saint Paul, Minnesota.

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60 recent

September 8, 202615 min

When Is the Right Time to Sell Your Business?

In this episode of the Transaction Abstract Podcast, we tackle a question nearly every business owner eventually faces: When is the right time to sell? Redpath's Joe Hellman sits down with Mo Gharib, partner and co-founder of Vermillion Capital, to discuss why the answer often starts with a different question: When do you want to be fully retired? For owners who remain deeply involved in their businesses, the sale and retirement rarely happen at the same time. Buyers may expect the owner to remain involved after closing, and private equity transactions may include an equity rollover that keeps the seller financially connected to the business. Starting the conversation early creates more time to prepare for those realities. Joe and Mo also discuss succession planning, differences between private equity and strategic buyers, and what to do when an unsolicited offer suddenly puts a potential transaction on the table. Throughout the conversation, one idea remains consistent: preparing for a sale doesn't obligate you to sell. It gives you more information, more flexibility, and more options when the right opportunity arrives. If you own a business and expect a sale to be part of your eventual transition or retirement plan, this episode offers a practical perspective on when that planning should begin. Topics Covered: Why your retirement date should help drive your transaction timeline Why selling and stepping away rarely happen at the same time How succession planning can support a smoother transition What private equity and strategic buyers may expect after closing How to respond when an unsolicited offer arrives Why a competitive sale process can create more options How early preparation can increase flexibility and certainty Subscribe to the Transaction Abstract Podcast for more insights on buying, selling, and building value through M&A.

June 4, 202620 min

What Does a Sell-Side M&A Advisor Do? A Clear Guide for Business Owners

In this episode of The Transaction Abstract Podcast, we revisit a foundational part of the M&A process that is often misunderstood yet plays a direct role in value and outcomes: the M&A advisor. Redpath's Joe Hellman sits down with Mike Hirschberg from Franklin Partners to break down what an advisor actually does in a sell-side transaction. With experience across middle-market investment banking and closely held business transactions, Mike shares a practical view of how advisors help owners navigate one of the most important decisions they will make. From early-stage planning to running a structured sale process, the conversation walks through how advisors create competition, position the business, and manage the many moving parts required to get a deal across the finish line. Mike also outlines how timelines have shifted, what today's diligence environment looks like, and why preparation remains one of the biggest drivers of success. The discussion also addresses common questions from business owners, including whether an advisor is necessary when inbound offers are in place and why investing in sell-side quality of earnings can make a meaningful difference. Across each topic, the theme is consistent: a disciplined process creates leverage, while a reactive approach often limits outcomes. If you are considering a sale, evaluating inbound interest, or simply trying to understand how transactions unfold, this episode offers a clear and practical perspective on the role an advisor plays from start to finish. Topics Covered: What an M&A advisor actually does in a sell-side process When to engage an advisor and why timing matters How a structured process drives value and improves terms Why sell-side quality of earnings has become essential The risks of relying on unsolicited offers How advisors help maintain momentum and drive to close Subscribe to The Transaction Abstract Podcast for more insights like these on buying, selling, and building value through M&A.

April 23, 202617 min

Integration Planning in M&A: Where Value Is Realized or Lost

In this episode of the Transaction Abstract Podcast, we focus on a part of the M&A process that doesn't always get enough attention but ultimately determines whether a deal delivers on its promise: integration planning. Redpath's Joe Hellman sits down with Joe Hagen, founder of 29th Street Advisors, to talk through what it really takes to turn deal strategy into execution. With experience spanning corporate roles at Target and U.S. Bank, as well as consulting work at RSM and Slalom, Joe brings a practical perspective on how integration planning unfolds. From early involvement during diligence to Day One readiness and post-close execution, Joe Hagen shares how strong integration planning connects strategy, people, and operations to keep deals moving forward. We also dig into common pitfalls that can slow progress or erode value, including underestimating the level of effort required, misalignment across leadership teams, and failing to plan for key employee retention. Throughout the discussion, the theme is consistent: thoughtful planning creates momentum while rushed execution often leads to delays and rework. If you're involved in buying, selling, or integrating a business, this episode offers a grounded look at what it takes to move from deal thesis to real results. Topics Covered: Why integration planning should begin during diligence What Day One readiness really requires How to align leadership, teams, and work streams Common integration risks and how to avoid them The role of discipline and execution in realizing deal value Subscribe to the Transaction Abstract Podcast for more insights like these on buying, selling, and building value through M&A.

March 24, 202618 min

The Role of Tax Planning in M&A: Understanding QSBS

In this episode of The Transaction Abstract Podcast, Joe Hellman sits down with Ashlyn Gray, a Tax Senior Manager in Redpath's Transaction Advisory Services practice, to discuss Qualified Small Business Stock (QSBS) and why it can play an important role in transaction planning. QSBS, governed by Section 1202 of the tax code, can allow certain founders and investors to exclude a significant portion of capital gains when selling qualifying stock. While valuation and deal structure often dominate M&A conversations, tax strategy can also have a meaningful impact on the final outcome. Ashlyn explains how QSBS works, the key requirements to qualify, and why early planning around entity structure and ownership can create opportunities for both buyers and sellers. In this episode, you'll hear insights on: What Qualified Small Business Stock (QSBS) is and how it works Key requirements businesses must meet to qualify under Section 1202 How entity structure can influence future tax outcomes How QSBS planning can affect both buyers and sellers in a transaction The importance of considering tax strategy early in the deal lifecycle Listen to the full episode to learn how thoughtful tax planning can help founders, investors, and operators protect more of the value created in a business.

February 24, 202619 min

From Searcher to Operator to Investor: Lessons in Ownership

In this episode of The Transaction Abstract Podcast, Redpath's Joe Hellman sat down with Rob Cherun, founder and managing partner of Legate Partners, to talk about what ownership really requires and how the search journey shapes better operators and investors. Drawing from his experience building and scaling a business to nearly 2,000 employees before exiting and returning as an investor, Rob shares how grit, accountability, and hands-on leadership define long-term success far more than credentials or deal structure. In this episode, you'll hear insights on: Why ownership is a long-term commitment, not a shortcut What investors really look for beyond resumes and industry experience How grit and emotional durability separate strong operators from the rest Why the entrepreneur matters as much as the asset in any deal How alignment and trust shape better partnerships between operators and investors Listen to the full episode of The Transaction Abstract Podcast to hear Rob's real-world perspective on search, ownership, investing, and what it truly takes to succeed.

January 22, 202621 min

The Best M&A Deals Start Long Before the Deal: A Conversation on Networking, Trust, and Playing the Long Game

In this episode of The Transaction Abstract Podcast, Joe Hellman sits down with Lee Koury, Managing Director at Smart Business Network, to talk about the role networking really plays in M&A and business transitions. Drawing from decades of experience building relationships with founders, CEOs, and investors, Lee shares how trust, transparency, and long-term connection shape better outcomes... often long before a deal is ever discussed. In this episode, you'll hear insights on: Why the strongest M&A outcomes are built on relationships, not transactions How long-term networking creates trust that carries deals through pressure points The role transparency plays in attracting the right buyers, partners, and advisors Why peer networks and shared learning environments lead to smarter decisions How founders can approach networking without forcing the "deal conversation" Listen to the full episode of The Transaction Abstract Podcast to hear Lee's real-world perspectives on networking that matters, relationship-first leadership, and why playing the long game leads to better deals.

December 16, 202516 min

The Role of Quality of Earnings in Smarter, More Confident Transactions

In this episode of The Transaction Abstract Podcast, Joe Hellman sits down with Nonye Thompson, Managing Director in Redpath's Transaction Advisory Services practice, to break down one of the most important, and often misunderstood, components of the deal process: the Quality of Earnings (QoE). Drawing from years of experience leading buy-side and sell-side diligence engagements for transactions ranging from $5 million to over $1 billion, Nonye explains what a QoE actually is, why it matters, and how it helps both buyers and sellers make smarter, more confident decisions. While many first-time buyers focus on net income or cash flow, EBITDA is the most common metric used in M&A. As Nonye explains, what really matters is the reliability and sustainability of those earnings, and that's exactly what a QoE uncovers. A QoE evaluates whether EBITDA is: Reported correctly (cash vs. accrual) Driven by recurring operational activity rather than one-time events A true reflection of ongoing business performance The goal is to understand whether the profit is real, repeatable, and transparent. It's not just about how much EBITDA a company generates. It's about how the EBITDA is created. Listen to the full episode of The Transaction Abstract Podcast to hear Nonye Thompson and Joe Hellman share more real-world examples and insights into how QoEs shape better, smarter transactions.

November 25, 202518 min

Entrepreneurship Through Acquisition: Key Lessons From Dan Hennessey

In this episode of The Transaction Abstract Podcast, Joe Hellman sits down with Dan Hennessey, the newly appointed CEO of Sam Schwartz Pedestrian Traffic Management Services, Inc. Dan is a former M&A professional who successfully completed his own Entrepreneurship Through Acquisition (ETA) search. Drawing from years of deal experience on both the banking and private equity side, and now as an operator, Dan shares practical insights on everything from sourcing a business and building credibility to navigating financing and preparing yourself to step into ownership. For Dan, the path didn't begin in the boardroom; it started years earlier with advice from his father and grandfather about the freedom and fulfillment that come from owning a business. After a decade in finance, investment banking, and private equity, Dan reached a crossroads: continue pursuing the traditional PE track, or take a more entrepreneurial route to build a career and a life on his own terms. He found himself asking, "Do you continue to go down the finance path, where you try to rise the ranks of a pretty difficult world of private equity and investment banking? Or, do you go down the other route, where you have something more fulfilling? Maybe with a little less upside, but a higher likelihood of a positive outcome, controlling your own destiny with your personal life?" Listen to the full episode of The Transaction Abstract Podcast to hear more of Dan Hennessey's firsthand experience, lessons learned, and advice for future ETA entrepreneurs.

October 30, 202519 min

Common Legal Pitfalls in M&A Transactions with Guest Kim Lowe

In the latest episode of the Transaction Abstract podcast, host Joe Hellman, Transaction Advisory Services Practice Lead at Redpath and Company, sits down with Kim Lowe, a founding partner at Avisen Legal, to unravel the complexities of buying and selling businesses. Drawing from nearly 30 years of experience, Kim shares frontline insights from both the legal buy-side and sell-side of transactions, exploring the challenges that arise when business owners or their advisors are unprepared for the intricate process of a business sale. Joe and Kim discuss common issues that can slow down or derail deals, from complications in workforce transfer and due diligence disclosures to navigating family dynamics and minority shareholder disputes. The episode provides best practices for sellers to prepare early, highlights how expert legal and advisory guidance can streamline transactions, and underscores the importance of honest communication throughout the process. Whether you're a serial acquirer, first-time seller, or trusted advisor, this conversation is packed with real-world examples and essential advice to help you anticipate and overcome the hurdles of business succession and ownership transfer.

September 19, 202520 min

Legal Considerations in Self-Funded Search Fund Transactions with Jake Parsley

In this episode of The Transaction Abstract Podcast, Joe Hellman speaks with Jake Parsley, a partner at SMB Law Group specializing in search fund transactions. They discuss the specific legal hurdles self-funded searchers face when acquiring Main Street businesses. The Self-Funded Search Landscape Self-funded search funds often involve first-time entrepreneurs acquiring businesses valued at less than $5 million. They use a combination of Small Business Association (SBA) financing, seller notes, or investor capital. Unlike traditional search funds with institutional backing, self-funded searchers work with Main Street advisors and manage much tighter acquisition budgets. As Parsley explains, "When you're doing a deal for $2, $3, $4 million, the acquisition budget probably just isn't there like we would like, like we'd like to see in a perfect world." Searchers must choose carefully where to spend limited resources while still protecting themselves from major risks. Critical Risk Mitigation Strategies Three important elements protect buyers in these smaller transactions: Financial diligence comes first. Start with the numbers. Financial diligence is non-negotiable for any deal size.This groundwork helps identify problems before they become expensive surprises after closing. Seller notes give necessary protection. With SBA loans restricting earnouts and recent changes limiting rollover equity, seller notes have become the main tool for bridging valuation gaps. "The biggest seller note that you can get, I'm an advocate for, because that's your first line of defense if something goes wrong," Parsley emphasizes. These notes, subordinated to SBA debt, align seller and buyer interests. Right-sized legal documentation matters. Your purchase agreement should provide essential protection without being too complex. Parsley stresses "capturing the things that are fundamental to the business operations, working out a good, clear working capital clause where both sides know what's coming and we can have clarity on that before we close the deal." Advice for Searchers Timing your legal engagement can save a lot of money. Parsley recommends a specific sequence: "Get your LOI (Letter of Intent) done, get your financial diligence done, get your financing lined up, then engage legal." He explains that many Main Street deals fall apart, and "we hate to see you spending money on lawyers, even if we're the lawyers." Flexibility is your best friend. "Not everything is going to go the way that the Harvard Business Guy Just Buying a Small Business says it's going to," Parsley advises. "Keep an open mind and be ready to pivot a little bit. That flexible open mind will not only serve you well through the buying process, it's gonna help you once you're operating too." Key Takeaways Financial diligence and seller notes are the two most important risk mitigation tools Find attorneys familiar with SBA transactions who understand both protection and practicality Engage legal counsel after securing the LOI, completing diligence, and obtaining financing Flexibility throughout the acquisition process improves success rates Listen to more episodes of The Transaction Abstract Podcast on buying and selling businesses.