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The smart seller’s guide to timing your exit

INSIGHT 5 min read

WRITTEN BY

Kurt Estes

Business owners love to ask one question, always with a mix of hope and dread: “When is the right time to sell my business? It’s a fair question. After years of sweat equity, hard decisions, unexpected wins and a few battle scars, choosing the moment to exit feels monumental.

Most advisors will launch into a lengthy breakdown of economic cycles, shifting tax policies, interest rate swings and market volatility. They will give you charts, context and caution. There is nothing wrong with those factors. They absolutely influence the buyer landscape and can shape the financing environment. A strong economy typically means more liquidity and buyer competition. Low interest rates help acquirers leverage their dollars more efficiently. Changes in tax law can impact how much you walk away with.

All of that matters. It’s just not the heart of the issue.

The real answer is far more practical. The best time to sell your business is when you are prepared. Prepared businesses command attention in any market. Prepared sellers stay in control of the process rather than reacting to it. And prepared leadership teams move through a transaction with clarity, speed and confidence.

A weaker economy or a period of high interest rates may reduce the total pool of potential buyers. Average valuations tend to soften in these conditions. Even so, well run organizations that show strong fundamentals and clean operations often rise to the top of every buyer’s list. When the market tightens, the number of truly attractive companies shrinks. Buyers still need to deploy capital and lenders still want to support quality deals. A company that shows discipline, structure and scalable performance can stand out even more in a softer environment. In some cases, demand intensifies precisely because the field is thinner.

So what does strong preparation actually look like? It is more than polishing your financials and hoping for the best. It is a disciplined investment in making your company easier to understand, easier to trust and easier to buy.

Here are key areas that create real leverage for sellers:

Build a capable leadership team that can run the business without you.

Buyers want confidence that your organization will continue performing after the deal closes. If the owner is the heartbeat of every decision, every client relationship and every solution, the risk skyrockets. A skilled senior team that already leads day-to-day operations signals stability. It also reassures buyers that they are acquiring a company, not a personality.

Spread client relationships across the organization.

When client loyalty sits with one or two people, particularly the owner, buyers worry. They know transitions can be fragile. Strength comes from institutional relationships where multiple team members maintain trust and communication with clients. It’s a sign that your revenue is sustainable and your service model is resilient.

Clarify which contracts are transferable and what approvals you need.

Change of control clauses can be an invisible tripwire if you do not map them early. Buyers hate surprises, and scrambling for client or vendor consents under pressure is stressful and unnecessary. Knowing in advance which contracts require notice or permission removes friction from the process.

Clean up the profit and loss statement.

Every business has expenses that creep into the P&L that are not truly operational. Maybe they are personal spending, legacy costs or discretionary items you have allowed for years. Removing unrelated expenses two or three years before you go to market creates a clear financial picture. Buyers value transparency and clean financials help them build trust faster.

Implement systems that provide timely financial information and measurable indicators.

You can’t manage what you don’t measure and buyers want data, not gut feelings. Systems that track financial performance and key success indicators empower your leadership team and give acquirers confidence that the business runs on real information, not intuition. Real time visibility into performance is attractive because it signals discipline and scalability.

Engage the right advisors early.

A strong deal team pays for itself long before you reach the negotiation table. Surround yourself with an investment banker, a seasoned transaction attorney and a wealth advisor who understand your long-term goals. These experts help you prepare, anticipate challenges and position your company for the cleanest and most competitive sale process.

When you combine operational discipline, leadership readiness, financial clarity and smart advisory support, you create the ideal conditions for a successful transaction. At that point, market cycles matter less than people think. Prepared businesses tend to outperform expectations regardless of economic noise.

The right time to sell is when your company is ready and you are ready. Everything else is strategy, timing and execution.

If you are considering selling your business and want expert guidance on how to prepare, position, and maximize your outcome, contact us. We are here to help you move forward with clarity and confidence.

Author

Kurt has over 25 years of transaction experience that includes advising on sales and acquisitions as well as investing in or creating businesses around innovative technologies. He has conducted or managed dozens of transactions covering all stages of a company’s life, from helping to acquire seed investments through facilitation of liquidity events. Kurt has negotiated a wide variety of deals, including asset buyouts, recapitalizations, spin-outs, strategic partnerships, licensing agreements, and various debt structures.