Smart Business Dealmakers: The Middle-Market M&A Podcast

Tony Montanaro, a transaction advisory partner at Louis Plung & Company, dives into the intricacies of letters of intent (LOIs) and their critical role in mergers and acquisitions. He emphasizes the non-binding nature of LOIs while outlining how they frame negotiations. The discussion covers essential deal terms, purchase price structures, and often-overlooked non-financial aspects that could affect success. Montanaro also highlights the importance of seller involvement during transitions and the value of having a strong advisory team.

Kicking off this year's Boston Smart Business Dealmakers Conference, we explore innovative strategies, regional growth and the transformative power of public-private collaboration in shaping the future of Massachusetts and the Boston region. In this panel, moderated by Smart Business Chief Content Officer Dustin Klein, Timberline Construction CEO Steven Kelly and Commonwealth of Massachusetts Chief Digital Officer Janak Joshi explore the dynamic landscape of economic development in the state.

Things seem to be looking up for the St. Louis economy. And with positive national economic trends expected to continue, the city seems poised to build on its momentum. At the 2025 St. Louis Smart Business Dealmakers Conference, Dustin Allison of Greater St. Louis Inc., Rhonda Hamm-Niebruegge of St. Louis Lambert International Airport and John Manetta of Bank of America joined Bank of America St. Louis President Marilyn Bush to analyze the economic indicators, infrastructure developments and investment strategies shaping the city's future.

What really makes a company tick? And more importantly, what makes it worth more? At the 2025 Pittsburgh Smart Business Dealmakers Conference, a group of regional executives and investors dissected the art — and science — of creating serious company value. From scaling strategies that turn small wins into big exits to the nuanced dance of acquisitions and sales, panelists John Lewis and Christopher Brodman of Metz Lewis Brodman Must O'Keefe, Rob Carskadden of 3 Rivers Capital, George Pilafas of Continuim Equity Partners and Patrick Patterson of Level Agency pulled back the curtain on what drives growth in today's deal-driven market.

Self-funding health insurance through a group medical captive can be a way for businesses of any size to better manage what is often their second greatest expense. And, according to Roundstone Founder and President Mike Schroeder, it may also be a way for business owners to increase the company's value ahead of a sale. On this episode of the Smart Business Dealmakers Podcast, Schroeder talks about the self-funding model as well as its impact on an M&A transaction.

Warde Manuel, University of Michigan's Donald R. Shepherd Director of Athletics, oversees an athletic department that sponsors 29 varsity teams with more than 950 student-athletes and around 400 staff members. To run it, the former collegiate athlete relies on more than just his 30 years of experience in athletic departments. Warde also leans on his MBA. In this episode of the Smart Business Dealmakers Podcast, sponsored by Old National Bank, the official bank of the Big Ten Conference, Warde talks about hiring top talent, maintaining culture, funding in the age of NIL, and how much running an athletic department is like running a business.

Dive into serial entrepreneur Matt Liotta's experience navigating mergers, acquisitions and public offerings with multiple companies. Liotta, the co-founder of Volato, a fractional jet company he took public through a SPAC, chats with Tom Singh of Merrill Lynch about the strategic decisions behind scaling Volato, as well as the lesson's he's learned about structuring deals, adapting business models, and maintaining innovation in a competitive market.

What will be driving M&A as we head into to 2025? In this roundtable discussion at the Charlotte Smart Business Dealmakers Conference, Murphy Clark of Inspira Financial, Patty Comer of AccruePartners and Greg Fornelli of SRI and Stock Car Steel & Aluminum talk with First National Bank's David Sedor about the drivers behind valuations, assessing and retaining talent during an acquisition, how interest rates are impacting M&A, and more.

Social media, believe it or not, can have an effective role in the world of venture capital. At the Houston Smart Business Dealmakers Conference, Carrie Colbert of Curate Capital, Aquila Mendez-Valdez of Haute in Texas and Darek Woodward of ROI Ventures talked with Smart Business's Dustin Klein about how to craft a captivating online brand that attracts investors, builds a thriving community of future deal flow, and uses influencers to skyrocket the value of your investments.

Name Image and Likeness rules have changed the game in college athletics. With more money needed to attract and retain the country's top talent, private equity and other firms are looking to bridge the financial gap and capitalize on the evolving landscape. At the 2024 Minneapolis Smart Business Dealmakers Conference, panelists Blake Baratz of IFA, Katie Harms of Space Options, Cale Johnston of Roy Inc. and Gabriel Szerda of AB CarVal discuss the business future of college sports with moderator Steve Kozachok of Taft, offering insights into the trends and complexities driving this dynamic market.