Jonathan Cheung

get in touch with Jonathan Cheung:

Jonathan Cheung is a Managing Director at Transworld M&A Advisors and Exit Factor, where he helps business owners thoughtfully exit the companies they’ve spent years—often decades—building. He advises founders of both Main Street and lower middle-market businesses across a wide range of industries, guiding them through valuation, positioning, and transaction strategy with clarity and care.

Jonathan’s approach is shaped not only by his background in finance, but by personal experience. He comes from a multigenerational family business background where, like many owners, the businesses were never sold—they were simply closed. Seeing the impact that had on employees, customers, and family legacy deeply influenced his mission: to help owners transition their businesses properly so what they built can continue to serve others long after they step away.

With 20+ years of experience in valuation, private equity due diligence, consulting, and entrepreneurship, Jonathan brings a disciplined, data-driven approach to every engagement. He began his career at KPMG, conducting complex valuation analyses for Fortune 500 clients. He advised private equity firms at Altman Solon, conducting due diligence across the investment lifecycle—from market screening and acquisition analysis to value creation and exit strategy. He later held corporate leadership roles managing large portfolios, including a $500M book of business at McKesson. Additionally, he has founded and operated businesses across franchising, manufacturing, SaaS, and consumer products, giving him firsthand empathy for the challenges entrepreneurs face. He is a Chartered Financial Analyst (CFA) charterholder and holds a B.S. in Business Administration from UC Berkeley. Jonathan blends institutional financial rigor with an operator’s perspective, helping owners maximize value while preserving what matters most—their legacy.

IN THIS EPISODE YOU'LL LEARN:

  • That a strategic exit plan preserves both business value and the legacy you’ve built.
  • How to position your company to attract the right buyers and maximize offers.
  • Why understanding business valuation early drives smarter decisions and higher returns.
  • That thoughtful preparation mitigates risks and ensures smoother ownership transitions.
  • How to balance financial outcomes with the well-being of employees and customers.
  • Why timing and market insight are critical for successful business sales.
  • That hands-on operational experience enhances negotiation leverage and deal strategy.
  • How private equity and lower middle-market approaches differ in exit planning.
  • Why many businesses fail to capture value without structured exit guidance.
  • That integrating data-driven analysis with personal insight leads to optimal outcomes.

about the show

Next Level CEO is a high-impact business educational series hosted by Daymond John, designed to spotlight the world’s most elite and insightful entrepreneurs.

In each episode, Daymond’s handpicked expert CEOs, founders, and industry leaders who’ve built powerful brands, scaled successfully, and led with vision, share their story and expertise. From disruptive startups to billion-dollar empires, Next Level CEO gives viewers a front-row seat to the real strategies, mindset shifts, and leadership moves behind business excellence.

This is what works.

It’s a rare look inside the minds of those who’ve actually built something that lasts.

Whether you’re an entrepreneur looking to grow, a business owner ready to level up, or a leader who’s hungry to learn from the best, Next Level CEO delivers the playbook from those who’ve already won.

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