January has a way of creating clarity. The holidays are behind us, the calendar is clean, and many business owners find themselves reflecting on big-picture questions: How long do I want to keep doing this? What do I want the next chapter to look like? For owners approaching retirement—or simply ready for a change—this time of year often sparks the thought: Is this the year I sell my business?
As a business broker, I’ve seen that the decision to sell is rarely triggered by a single event. Instead, it’s a combination of practical signals and emotional readiness that builds over time.
Practical Signs It May Be Time to Sell
One of the strongest indicators is performance. If your business is stable, profitable, and operating with systems in place—rather than relying entirely on you—it may be more attractive to buyers now than it ever has been. Waiting until revenue declines, key customers leave, or burnout sets in can significantly impact value.
Another sign is owner dependence. If you’ve spent years building a team that can run day-to-day operations without you, that’s not just a personal achievement—it’s a major asset in a sale. Buyers pay a premium for businesses that can transition smoothly.
Age and timeline matter as well. Many owners wait until they need to sell, whether due to health, exhaustion, or an unexpected life change. Planning ahead—ideally two to three years—allows you to sell on your terms rather than under pressure.
The Emotional Side of Selling
What’s often underestimated is the emotional readiness required to sell a business. For many owners, the business isn’t just a source of income—it’s their identity, their legacy, and years of personal sacrifice. Even owners who are financially prepared may struggle with the idea of letting go.
A helpful question to ask yourself is: If I sold tomorrow, would I feel relief or regret? Relief often signals readiness. Regret may indicate unfinished goals or the need for more planning.
It’s also important to consider what comes next. Retirement, semi-retirement, a new venture, or simply more time with family—having a clear vision for life after the sale makes the transition far easier and more satisfying.
You Don’t Have to Decide This Year
Contemplating a sale doesn’t mean committing to one. In fact, the best outcomes come from owners who start the conversation early—well before they’re ready to sign a deal. Understanding your company’s value, identifying risk areas, and learning what buyers care about can help you position the business for a stronger exit whenever the time is right.
January is a natural moment to reflect, but selling a business is a process, not a moment. Whether you plan to sell this year or several years from now, asking the question now is a smart first step.
If you’ve built something valuable, you owe it to yourself to explore your options—on your timeline, and on your terms.
If you would like to have a conversation or reconnect on your goals, timeline and what your business would be worth today, let’s set a time up a time to talk. We can look at 2025 financials and talk about a plan that makes sense for you. Please reach out if I can help.