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Published on:

2nd Dec 2025

40 | How to Sell Your Business and Maximize Its Value: Exit Strategies for Business Owners

Are you building a business you could sell tomorrow, or are hidden mistakes quietly draining its value?

In this episode, Bill joins a roundtable discussion with host Peter Levy, and other powerhouse leaders, including M&A dealmaker Alan Sharfstein, serial entrepreneur Bill Bartzak, strategic advisor Bill Barrett, and hands-on exit veteran John Peck. Together, they deconstruct the most urgent and overlooked truths about navigating the sale of your business, from killer red flags and ruthless buyer tactics to essential “owner’s playbooks” for every stage.


If you’re tempted to DIY your deal, break this habit now. Tune in to protect your life’s work, avoid devastating oversights, and hear real-world insights you won’t find anywhere else. Listen now before the next buyer knocks. By then, you need to be ready.

Timestamped Highlights

[00:11] – The candid, emotional question that every seller must dare to ask

[07:39] – How legendary entrepreneurs survived—and thrived—by switching lanes

[09:47] – Why today’s M&A market is exploding with both risk and opportunity

[14:00] – The one “secret mentor” move that multiplies your business value overnight

[21:27] – Shocking? How recurring revenue rewrites your exit story…or kills it

[27:20] – The DIY disaster: True stories of owners who left millions on the table

[34:07] – The “reverse diligence” test: Are you the buyer…or being bought?

[41:12] – Fatal red flags, stealthy earnouts, and the non-negotiables in every deal

[48:48] – When to bring your team into the trust circle—and how to handle it

[54:28] – How top buyers quietly poach your secrets…and how to block them

About the Speakers

Peter Levy is Senior Counsel at Mandelbaum Barrett, where he has called home for the past 11 years. As a trusted legal advisor and frequent moderator, Peter brings deep experience and pride in representing one of the finest law firms in the industry. With a longstanding reputation for strategic insight and an engaging, client-centered approach, Peter regularly facilitates panels and seminars for business owners, focusing on topics like exit strategies, business transitions, and personal growth within entrepreneurial careers. His perspective incorporates lessons from leading experts, blending practical business advice with inspiration from renowned thought leaders.


🔗 LinkedIn | Website

Alan Sharfstein is Founder & CEO of The DAK Group and has led more than 750 successful middle-market transactions with a reputation for combining Wall Street expertise and hands-on entrepreneurial insight.


🔗 LinkedIn | Website


Bill Bartzak is CEO of Kai Group Holdings, serial entrepreneur, and an Ernst & Young Entrepreneur of the Year who built and exited MD Online to Bain Capital—a model for building resilient, sell-ready companies.


🔗 LinkedIn | Website


John Peck is the President of NERCA (North/East Roofing Contractors Association) and is a commercial roofing industry leader known for scaling, systematizing, and selling his business to private equity—proving operational excellence is your best sales pitch.


🔗 LinkedIn | Website


Adam Schlossberg is Managing Partner at Northeast Sequoia Private Client Group, named to Forbes’ Top State Advisors, helping business owners turn exits into legacies.


🔗 LinkedIn | Website

Mentioned Resources

Important Links

Fingerprints on Success is an original podcast, brought to you by William “Bill” Barrett. Production and editing by Podcast Your Brand.

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About the Podcast

Fingerprints On Success
Welcome to “Fingerprints on Success,” the podcast that highlights the distinctive imprints left by influential business leaders, mentors, and thriving entrepreneurs.

Your host is none other than Bill Barrett, an award-winning corporate and business law attorney, and the CEO of Mandelbaum Barrett PC. Join us every week as we explore the captivating stories and insights of a diverse array of serial entrepreneurs, seasoned professionals, inspiring leaders, and accomplished coaches.

Together, we'll uncover the hidden secrets and strategies that have propelled our guests to success in both their professional and personal lives.

At Mandelbaum Barrett PC, Bill and his team have been providing comprehensive legal services to businesses and individuals across the country. Now, they are excited to bring that same level of knowledge and experience to these podcast discussions.

Get ready to be inspired, informed, and motivated. It's time to dive into the stories that have shaped success. Without further ado, let's get to the show!"
Learn more: https://www.mblawfirm.com/

About your host

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William Barrett

Chief Executive Officer and Corporate Law attorney William S. Barrett provides strategic advice to companies and organizations of all sizes from formation to dissolution and every stage in between. He has over 20 years of experience representing a wide range of businesses with a unique focus in mergers and acquisitions. He is known for the personal attention that he gives his clients and the energy he brings to every deal. Bill has a reputation as a deal maker who knows how to be creative and get things done.

Bill often serves the role as outside general corporate counsel to his clients and advises them on issues concerning contracts, employment law compliance, developing policies, executive compensation programs and agreements, as well as business succession and related tax planning. His representative clients include commercial organizations and entrepreneurs in the areas of manufacturing, industry, service, banking, finance, insurance, construction, real estate development, as well as healthcare professionals of varying disciplines and organizations. Throughout his career, Bill has successfully managed the purchase or sale of hundreds of businesses, professional practices and facilities.

In the healthcare space, Bill is well recognized as a transactional lawyer in dental and medical practice transitions, practice sales and purchases, associate buy-ins, start-ups, and the structuring of dental services organizations (DSOs) and management services organizations (MSOs).

He is the author of “Pain-Free Dental Deals: An Entrepreneurial Dentist’s Guide to Buying, Selling and Merging Practices” and “The DSO Decision: Winning Answers from Every Angle.” He has written many articles addressing the legal and business needs of licensed professionals and facilities. He regularly speaks on a wide variety of topics to professional tradeshows, associations, study groups, societies, as well as students and residents at dental schools across the country.