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11 Jun 2026

The Earnout Blueprint: Bridging the Valuation Gap Without Losing Your Mind

By |2026-05-20T17:43:27+00:00June 11th, 2026|Categories: Selling a Business|Tags: , , , |

The Earnout Blueprint: Bridging the Valuation Gap Without Losing Your Mind

You’ve built a successful business, but the market is giving you a “wait and see” vibe. Perhaps your revenue is spiking, or you have a major contract renewal on the horizon. The buyer is interested, but they aren’t ready to pay your full price today. To solve this, many professional buyers propose a business earnout structure.

In modern M&A, earnouts help bridge the “valuation gap.” But beware: industry data from KPMG shows that in larger deals, less than 15% of earnouts pay out in full. If you want a successful exit, you need a strategy that moves beyond hope and into hard data.

Why a Business Earnout Structure Might Fail

The “devil is in the details” when it comes to legal language. Most disputes arise because the metrics used to measure success are easily manipulated.

The EBITDA Trap Buyers often propose a business earnout structure based on EBITDA. This is dangerous for you. Once the buyer takes over, they control the checkbook. They can “sink” your EBITDA by investing heavily in new marketing or hiring expensive staff, effectively wiping out your payout.

The Revenue vs. Gross Profit Solution Revenue-based earnouts are harder to manipulate but can lead to “bad growth” where you chase low-margin work. The “Goldilocks” solution is often a Gross Profit-based business earnout structure. It aligns your interests with the buyer’s by focusing on profitable growth without the accounting headaches of EBITDA.

The “Guardrail” Strategy for Your Business Earnout Structure

To protect your exit strategy, you should avoid “all-or-nothing” deals. Instead, use “guardrails” within your agreement.

  • The Floor: A minimum performance level below which no earnout is paid.
  • The Cap: A maximum payout that protects the buyer’s upside.
  • Pro-Rata Payments: Ensure you get paid for partial success. If you hit 90% of your target, you should receive a significant portion of the payout, not zero.

SBA Loans and the Business Earnout Structure

If your buyer uses an SBA loan, be careful: The SBA does not allow a traditional business earnout structure. To get around this, savvy brokers use “forgivable promissory notes” or “reverse earnouts.” In this structure, the purchase price is set at the maximum amount. If the business fails to hit targets, a portion of the seller note is “clawed back.” This achieves the same risk-sharing goal while staying compliant with federal rules.

When to Walk Away from the Deal

A business earnout structure isn’t a magic wand. You should avoid these setups if:

  1. You need full cash at closing for your next move.
  2. You are leaving the business immediately (earnouts work best when you stay to drive results).
  3. Your books are messy and cannot be measured accurately.

So, what is the right choice? A simple deal structure is almost always better than a complex one. Complexity should only solve a specific problem, not satisfy a buyer’s desire to feel “sophisticated.”

Are you facing a valuation gap that feels impossible to bridge? I can help you evaluate your buyer’s earnout proposal and ensure the “guardrails” are in your favor. Contact me today for a confidential review of your LOI.

The Earnout Blueprint: Bridging the Valuation Gap Without Losing Your Mind
19 Feb 2026

Why 2026 is the Ideal Window for Your Staffing Firm Exit Strategy

By |2026-03-16T19:18:19+00:00February 19th, 2026|Categories: Selling a Business|Tags: , , , |

Why 2026 is the Ideal Window for Your Staffing Firm Exit Strategy

The staffing industry is currently navigating a massive transformation. For owners, 2026 is a critical year to evaluate your exit strategy. While revenue remains strong, the cost of doing business is changing rapidly. You must understand these shifts to protect your legacy and your net proceeds.

The Tech-Driven Valuation Premium

Your exit strategy now hinges on modern technology. Buyers in 2026 no longer pay top dollar for traditional “analog” agencies. They seek tech-enabled firms that use AI for candidate matching and automated screening.

Firms that integrate these tools see higher margins and faster placements. If you have already adopted a modern tech stack, your value is likely at an all-time high. Conversely, waiting too long may force you to invest heavily in tech just to stay competitive.

Specialization vs. Generalization

Strategic buyers are currently hunting for niche expertise. Generalist firms often face margin compression because they compete solely on price. However, specialized agencies in healthcare, cybersecurity, and skilled trades command much higher multiples.

Buyers want defensible “moats.” They look for:

  • Strong client retention rates.
  • Deep pools of specialized, hard-to-find talent.
  • Exclusive contracts with high-growth industries.

If your firm owns a specific vertical, you have the leverage in 2026.

Navigating the 2026 Tax Landscape

Tax planning is a vital part of any exit strategy. Federal tax provisions in 2026 may increase the cost of selling. While long-term capital gains rates remain at 0%, 15%, or 20% for most, the thresholds for these brackets adjust annually for inflation.

Closing a deal before further changes take effect can save you millions. Many owners are accelerating their timelines to 2026 to capitalize on current rules. You must coordinate with a tax professional to ensure you keep more of your hard-earned equity.

The “Flight to Quality” Among Buyers

Private equity and strategic buyers have plenty of “dry powder” to spend. However, they are becoming more selective. They prioritize “quality of earnings” and clean financials.

Firms with high customer concentration or “owner dependency” are seeing their valuations docked. To get the best offer, you must show that the business thrives without your daily involvement.

So, what is the right choice?

2026 offers a high-valuation environment with clear buyer demand. However, the window of simplicity is closing. Preparing your firm today ensures you exit on your own terms.

Let’s discuss your specific situation and explore the potential benefits of selling your business. You can reach me directly here.

Photo by Issa K_T on Unsplash

Why 2026 is the Ideal Window for Your Staffing Firm Exit Strategy
6 Oct 2025

Guest appearance on Strategic Advisory Forum with Chuck Crumpton

By |2025-10-14T20:58:28+00:00October 6th, 2025|Categories: Selling a Business|Tags: , , |

Guest appearance on Strategic Advisory Forum with Chuck Crumpton.

Recently, I had the opportunity to speak with Chuck Crumpton about my previous exit from a 20-person advertising agency. Chuck is the Founder and CEO of Strategic Advisory Forum. In addition to his work at Strategic Advisory Forum, LLC in building remarkable companies, he is a published author, podcaster, and featured keynote speaker in small and large multi-industry events in the US, Europe, and Asia.

Listen to the episode of Build Better Business with Chuck Crumpton from Sep 17th, 2025 here: Jeff DeGarmo sold his digital marketing agency for more than 5x multiple EBITDA

In this episode, you learn about:

  • Timeline & Process
  • Deal Structure
  • Key Lessons & Advice On Partnerships
  • On Using Brokers
  • On Due Diligence
Guest appearance on Strategic Advisory Forum with Chuck Crumpton
15 May 2025

Guest Appearance on Built to Sell Radio with John Warrillow

By |2025-07-26T19:52:00+00:00May 15th, 2025|Categories: Selling a Business|Tags: , , , |

Guest Appearance on Built to Sell Radio with John Warrillow.

I was blessed with the opportunity to speak with John Warrillow about my previous exit from a 20-person advertising agency. John is the author of Built to Sell, a best-selling book that focuses on teaching owners how to create a business that can thrive without them. The book was the genesis of the Value Builder System™ – an assessment to help owners evaluate their business readiness and then a suite of tools to unlock its value.

The Value Builder System™ is used by over 80,000 business owners and I use it as part of my business coaching practice to help businesses protect, grow, and realize the value of their companies.

Listen to the episode from May 9, 2025 here: Exit Story: Selling a 20-Person Agency for 5.5x EBITDA

In this episode, you discover how to:

  • Structure a multi-partner business for an exit
  • Move from marketing budgets into operational spending
  • Navigate conflicting goals between co-founders
  • Use recurring revenue to create financial stability
  • Avoid getting burned in an earn-out
  • Sell to a sophisticated acquirer without losing your shirt
  • Exit without fireworks—and still win

If you’re building a service business and want to know what a normal exit looks like, this episode is worth your time.

Guest Appearance on Built to Sell Radio with John Warrillow
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