The ExitEngine™ Podcast

Most founders don’t sell their business because it’s the best financial decision. They sell because they’re exhausted. And that mistake can cost them millions in lost value, future income, and long-term freedom. In this episode of the ExitEngine Podcast, Jo Stapleton and John Canniffe sit down with CPA and Certified Exit Planning Advisor Micah Fraim to unpack one of the most misunderstood dynamics...

As companies grow, managing HR, payroll, benefits, and compliance becomes increasingly complex. Many founders eventually encounter the world of PEOs (Professional Employer Organizations) — companies like ADP, Insperity, and TriNet that provide outsourced HR infrastructure through a co-employment model. But understanding when a PEO makes sense, how they work, and how to choose the right one can be...

Most founder-led companies eventually hit a ceiling. Revenue grows. The team expands. But decision-making, culture, and performance still revolve around the founder. In this episode of the ExitEngine Podcast, hosts Jo Stapleton and John Canniffe sit down with John Myers and Duncan Austin to explore how brain science, group dynamics, and neuroplasticity influence leadership, culture, and company pe...

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The biggest exits fall apart long before the deal table — inside the founder’s mind. In this episode of the ExitEngine Podcast, Jo Stapleton and John Canniffe sit down with executive coach and Pick Now podcast host Jeff Munn to explore the emotional and psychological side of building, scaling, and eventually selling a business. Together they unpack: ✔ Why decision paralysis keeps founders stuck ✔...

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Most founders build products. Very few intentionally design companies. Even few design their exits. In this episode of the ExitEngine Podcast, Jo Stapleton and John Canniffe sit down with Christie Kaplan, founder of Startup Design Partners and architect of the design-led venture philosophy. Christie breaks down why: • Product-market fit (PMF) is only the beginning • Founders must design their busi...

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Most business owners think exit planning is about timing the market or finding the right buyer. Buyers see it very differently. In this episode, we break down the Total Exit Value System™ —our 10-part framework designed to help founders understand how buyers actually evaluate, price, and de-risk an acquisition. This isn’t theory. It’s the same lens strategic and financial buyers use every time the...

78% of business owners plan to fund their retirement by selling their company — yet only about 20% actually succeed. Why? Because most founders think exit planning is something you do at the end, not something you build into the business every day. In this episode, we break that myth wide open. Instead of theory or generic advice, we walk through 10 concrete, actionable items you can start address...

Most founders think exit planning is about financials, operations, and timing. But buyers look for something deeper first: trust. In this episode of the ExitEngine™ Podcast, Jo Stapleton and John Canniffe sit down with Christopher Thiede, storytelling strategist and creator of Visibility Brief, to explore how founder visibility and narrative control directly impact business value, buyer confidence...

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