How to Sell a Business the Right Way: Maximize Enterprise Value Before Exit [Episode 196]

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Are You Leaving Millions on the Table When Selling Your Business?

Most business owners will sell only once—and many walk away with far less than they deserve. In this episode, discover why 95% of sellers never reach peak valuation, the seven deadly assumptions that sabotage exit outcomes, and how private equity buyers gain the upper hand. Learn how to prepare your business for maximum value, avoid risky deal structures, and protect your legacy with the right advisory team. If you’re planning to sell or even thinking about it, this conversation reveals the playbook for doing it right—without leaving money behind.

Key Highlights

 

Episode’s guest – Kevon Saber

Kevon Saber is the founding partner of Legacy Outcomes, a firm dedicated to helping business owners maximize value and protect their legacy during exits. After successfully selling two companies—one to a Fortune 100 firm and another to private equity—he went on to lead GoCheck Kids, scaling its valuation by over 100x. Kevon has also co-founded multiple ventures generating over $70M in sales. Named to Silicon Valley’s 40 under 40, his work has been featured in Bloomberg Businessweek, Inc., and Entrepreneur. He holds an MBA from Stanford and is passionate about ethical, high-return exit strategies.

Summary

1. Why Most Business Owners Leave Millions on the Table

Many business owners believe they can simply run their company up to the finish line and sell it for what it’s “worth.” But the data shows only a small percentage actually sell, and fewer still receive top value. Most owners don’t understand how buyers calculate risk and potential. Without leverage, competition, or preparation, sellers end up accepting lower valuations and unfavorable terms. Buyers with more experience use this gap to their advantage. Preparation, positioning, and process—not revenue alone—determine how much a seller actually keeps. Failing to understand this often means walking away from millions. Most business owners focus on what they’ve built—but buyers only care about what the business can do for them in the future.~ Doug C. Brown Share on X

2. The Seven Deadly Assumptions in Selling a Business

Most exits fall apart—or sell below value—because of a few dangerous assumptions. Thinking a business sale is like selling a home, believing that past performance drives valuation, or trusting advisors without clear loyalty creates serious risk. Owners assume buyers will see the same value they do. In reality, buyers focus on leverage, risk, and upside. These seven assumptions prevent sellers from building a proper exit strategy. Replacing myths with market-based thinking is the first step to getting paid what the business is truly worth. Misjudging these factors leads to avoidable regret—and significant financial loss. Most owners sell a business once—buyers do it every day. That imbalance is where value is lost.~ Kevon Saberk Share on X

3. What Buyers Actually Value in a Company

Contrary to popular belief, buyers don’t base their offers solely on a company’s historical success. They pay for what the business could become in their hands—if it’s positioned correctly. Strategic fit, growth trajectory, and scalable infrastructure matter more than past revenue. To command peak value, sellers must demonstrate momentum, market opportunity, and minimal risk. A business that runs without the owner, has proven systems, and shows credible future earnings will attract stronger offers. This isn’t about speculation—it’s about showing buyers how growth is already happening, and how they can accelerate it post-acquisition.

4. Why M&A Advisors Often Work Against Sellers

Most sellers trust that their M&A advisor is working in their best interest. But many firms have hidden conflicts. They accept compensation from buyers, promote the same buyers across deals, or provide wealth management services that compromise advice. Sellers rarely know their advisor might be incentivized to prioritize speed or repeat business with buyers. Without exclusive, seller-side representation, owners risk leaving millions on the table. True advisory requires a fiduciary relationship, free from external pressures. Selecting the wrong partner in this area could cost more than the advisory fee—it could cost the success of the exit. Trying to cut corners on M&A fees often leads to massive losses in deal value. Cheap advice is the most expensive kind.~ Kevon Saber Share on X

5. Preparation Timeline That Maximizes Business Valuation

Preparing to sell a business starts long before the deal is on the table. Ideally, this begins 12 to 24 months in advance. During this time, owners can identify weak points, recast financials, streamline operations, and remove hidden risks that buyers will use to lower their offers. Strategic preparation isn’t just about numbers—it’s about reframing the business through the buyer’s lens. Early planning allows time to shift key metrics, improve margins, and structure for growth. Sellers who start too late find themselves with less control, fewer options, and more concessions. Preparation creates leverage—and leverage determines outcome.Selling your business isn’t a transaction—it’s a process that starts years before the deal ever closes.~ Doug C. Brown Share on X

6. Why Private Equity Loves Confident but Unprepared Sellers

Private equity firms excel at acquiring undervalued companies—often from confident sellers who aren’t properly advised. Many owners believe that if they built the company, they can sell it too. But selling is a completely different skillset. Buyers exploit this confidence gap by pushing complex deal terms, compressed timelines, and valuations that sound good but fall short after the structure is revealed. Without preparation, sellers accept lower prices, higher risk, and longer earnouts. The biggest mistake? Thinking growth knowledge equals M&A readiness. In truth, experience in running a business doesn’t automatically translate to selling one effectively.

7. How to Structure Deals That Actually Pay Out

A headline price may sound impressive, but the real number is what ends up in the seller’s bank account—after taxes, earnouts, escrows, and equity rollovers. Many deals are structured in ways that heavily favor the buyer. Sellers often overlook working capital clauses, personal liability, or conditions that delay payment. A poorly structured deal turns a promising exit into a prolonged headache. Smart sellers focus not just on price, but on terms. Understanding what you keep, when you get it, and what could claw it back is the difference between a good deal and a costly disappointment.

Take the Next Step Toward Business Growth:

If this episode resonates with you, subscribe to the CEO Sales Strategies Podcast for insights into growing your business, improving sales strategies, and achieving predictable growth.

  • Are you building your company in a way that attracts top-dollar buyers?
  • Do you know how to spot hidden risks that reduce business valuation?
  • Are you relying on assumptions—or a real strategy—for your exit?


If you’re ready to explore how to maximize enterprise value before selling your business or how to increase sales revenue growth and make it predictable, reach out at youmatter@ceosalesstrategies.com.

Related Content & Resources:

Guest Resources –Kevon Saber

  • Website: www.legacyoutcomes.com
  • LinkedIn: Kevon Saber
  • Giveaway: Share the episode on LinkedIn and tag Kevon to be entered into a raffle. 10 winners will receive a copy of his upcoming book.

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