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One of the most important decisions a business owner will ever make is when, and how, to sell. On this episode of The Jeff Crilley Show, I sit down with John Hooker, CEO of Pristine Investment Group, a global financial executive and serial entrepreneur with more than 30 years of experience in finance, accounting, and economics. John brings a rare combination of analytical rigor and real-world deal experience. We talk about how his early education shaped his ability to evaluate opportunities, secure financing, and guide companies through strategic growth. More importantly, we unpack what business owners often overlook when preparing for an exit. Are you emotionally ready to sell? Is the market timing right? Should you run a formal sale process to create competitive tension, or negotiate directly with a known buyer? John shares practical examples of both approaches, explaining the advantages and risks of each. He also outlines what makes a company attractive to private equity, particularly service-based businesses with strong EBITDA margins, and how thoughtful acquisitions and roll-ups can drive meaningful growth. If you are an entrepreneur thinking about scaling, raising capital, or planning an eventual exit, this conversation offers valuable insight from someone who has been on both sides of the table. To learn more about John and his work, visit pristineinvestmentgroup.com. Watch the full interview to hear his candid advice on private equity strategy, mergers and acquisitions, and building a company that buyers want.