The Psychology of Selling a Business with Anthony Citrolo, NYBB Group

Want a quick estimate of how much your business is worth? With our free valuation calculator, answer a few questions about your business, and you’ll get an immediate estimate of the value of your business. You might be surprised by how much you can get for it: https://flippa.com/exit -- In this episode of The Exit: What really happens when a founder decides it’s time to sell? In this powerful and practical episode, Steve McGarry sits down with Anthony Citrolo, CPA, serial entrepreneur, and managing partner at the NYBB Group, to unpack what really goes into preparing a business for sale. But this isn’t your average M&A conversation. Anthony takes us behind the curtain to reveal the emotional, psychological, and strategic decisions founders face as they approach a life-changing exit. Here’s what you’ll learn: - Why the real exit plan starts the day you launch the business - The #1 mistake founders make when valuing their business - How to prepare your business (and yourself) before a buyer ever knocks - The danger of “key man” risk - and how to build a business that runs without you - What buyers really want: cash flow, scalability, and low concentration - Why 75% of sellers are unhappy post-exit - and how to avoid that fate - How to spot and address hidden risks that could kill your valuation “Most founders don’t realize they’re living vicariously through their business until it’s too late.” Anthony Citrolo With 20+ years in the trenches helping family-owned and founder-led businesses exit, Anthony shares war stories (like Frank, the manufacturer with 98% of revenue tied to 7 customers), practical frameworks, and wisdom earned through decades of hands-on deals. If you're a founder, even if you're years from selling, this episode will change how you think about growth, leadership, and legacy. Listen now to learn how to not just sell your business—but exit on your terms. -- Anthony J. Citrolo is a Managing Partner and Founder of The NYBB Group, LLC, the Exit Strategy Lab and NYBB Commercial Real Estate. Anthony’s clients include privately held companies and family-owned businesses. These are typically companies with revenue of $5M to $100M. Anthony represents HVAC, industrial service, finance, manufacturing, distribution, transportation, healthcare and all service companies. He helps these owners develop a clear and cohesive exit strategy, works to know and improve valuation and actively represents them in a sale or acquisition in a Merger and Acquisition transaction as their advisor and intermediary. Anthony is a CPA and a CEPA (Certified Exit Planning Advisor) and develops comprehensive strategies for owners and families. He also has completed the CEPA course and is a Certified Exit Planning Advisor. In addition, Anthony is a Certified Merger & Acquisition Advisor AND Certified Exit Map Coach. Anthony on LinkedIn: https://www.linkedin.com/in/anthonycitrolo/ Website: https://thenybbgroup.com/ -- The Exit—Presented By Flippa: A 30-minute podcast featuring expert entrepreneurs who have been there and done it. The Exit talks to operators who have bought and sold a business. You’ll learn how they did it, why they did it, and get exposure to the world of exits, a world occupied by a small few, but accessible to many. To listen to the podcast or get daily listing updates, click on flippa.com/the-exit-podcast/