DeSimone on Deals: The Exit Strategy Podcast

What do buyers actually look for before acquiring a business? And what causes deals to fall apart — even after an offer is signed? In this episode, Greg DeSimone sits down with Kevin Baker, Director of Development at Emergency Care Partners, who evaluates acquisitions and partnerships as part of his day-to-day role. From the buyer’s side of the table, Kevin shares what really drives business value...

Most business owners assume they’ll sell their company someday. But the reality is shocking: about 85% of businesses that go to market never sell. In this episode of DeSimone on Deals: The Exit Strategy Podcast, Greg DeSimone sits down with Jon Chen, founder of Blue Tide Catalyst, to discuss how business owners can dramatically increase the value of their company — and actually build a business so...

Preparing your business for a successful transition isn’t just about numbers — it’s about leadership. In this episode, David Liddell, CEO and Founder of Liddell Consulting Group, shares what he sees business owners struggle with most as they prepare for transition. From trust and decision-making to leadership team dynamics, David explains how owners can move from being the center of everything to...

Most owners don’t plan to sell their business… but they do want to get out of the day-to-day. This episode shows how to transition a family business or management team without giving up ownership. Our guest is Brad Herda — founder and Managing Director of Vision Forward Business Solutions, master coach, and co-host of the Blue Collar BS Podcast. He works with business owners to build succession pl...

Most family businesses don’t make it past the second generation — and it’s not because of profits. In this episode, Greg DeSimone talks Jeremy Stevenson from IBRIDGE GLOBAL PARTNERS about the hidden traps that derail succession, the emotional and family dynamics that get in the way, and the proven steps owners can take to protect both their wealth and their legacy. If you’re planning to sell, scal...

In this episode of The Exit Strategy Podcast, Greg DeSimone sits down with Dave Sterrett, Principal at Legal Deal Makers, to compare the buy-side and sell-side of business acquisitions. Greg represents sellers, while Dave works with buyers—so they dive deep into where deals often stall, how to navigate quality of earnings, working capital, and deal structure, and why understanding both perspective...

Selling your business? One lawsuit—or even a hint of legal trouble—can crush your valuation or scare off buyers completely. In this episode, Greg speaks with top business litigator Sally McDonald about the real impact of litigation on business exits. From shareholder disputes to employee claims to “friendship gone wrong” lawsuits, Sally shares cautionary tales and practical tips to avoid turning y...

In this episode, host Greg DeSimone sits down with Kathy Kelly from Webster Bank, a leading expert in SBA lending. They dive deep into the ins and outs of financing business acquisitions, covering everything from down payments and seller notes to common deal pitfalls and creative financing solutions. Whether you're a business owner looking to sell or an aspiring buyer, this episode is packed with...

Thinking about selling your business someday? Then you need to plan ahead—way ahead. In this episode, we sit down with attorney Theresa Barbadoro to talk about the biggest mistakes business owners make when exiting (or failing to exit) their companies. From the "4 Ds" (Death, Disability, Divorce, and Disagreement) to buy-sell agreements and succession planning, this conversation is packed with rea...

In this episode, we dive deep into the essential strategies that make businesses more viable, profitable, and ready for the future. Guest expert Dominic Rubino shares simple systems that business owners can implement to increase efficiency, build value, and create a company that runs without chaos. Whether you're preparing to sell your business, pass it on, or just want more freedom, these actiona...

In this episode of DeSimone on Deals, Todd Eppert, an expert business coach and Certified Exit Planning Advisor, shares his insights into preparing businesses for successful transitions. From family-owned enterprises to private equity sales, Todd delves into topics like mitigating owner dependency, addressing key employee risks, and navigating the complexities of valuation. Gain actionable strateg...

In this episode, we sit down with Tim Mazzie, founder of RSIG Security Inc, to discuss the steps he took to prepare his business for sale. Tim shares the strategies that helped him maximize his outcome and offers advice for other entrepreneurs eyeing their own exits. #exitstrategy #businessowner #businesstips #businessgrowth #entrepreneur

In this episode, host Greg DeSimone is joined by Jeff Muir from Sinclair Advisors to discuss the ins and outs of selling your business. With over 15 years of M&A experience and two decades in commercial banking, Jeff shares valuable insights on preparing your business for sale, avoiding common mistakes, and maximizing value. From family dynamics to strategic planning, this episode covers every...

In this episode, host Greg DeSimone welcomes Bennett Lebowitz from Pando Consulting. Together, they explore the critical aspects of exit strategies for business owners. Discover the common pitfalls that lead to failed sales, the importance of holistic planning, and actionable steps you can take to ensure a successful transition. Whether you're preparing to sell or simply want to learn more about m...

In the first episode of "DeSimone on Deals," host Greg DeSimone interviews Alan Bennett, an entrepreneur and business coach with Focal Point Coaching International. Alan shares his journey from corporate America to running a meat market and catering business, highlighting the mistakes he made during his business exits. Learn how Alan's experiences led him to become a Certified Exit Planning Adviso...