One of the most common questions I hear from owners is, “When should I sell my business?” The answer isn’t the same for everyone — but there are a few clear signs it might be time to start planning your exit.
1. Before You’re Worn Out and Tired
Running a business is demanding. If you find yourself drained, losing enthusiasm, or feeling ready for a different chapter, it may be time to seriously consider a sale. The smartest owners set a planned exit timeline — often 3 to 5 years out — to maximize value while they still have the energy and focus to sustain strong performance. A business with stable or growing revenues is far more appealing to buyers than one in decline.
2. While You’re Healthy Enough to Enjoy What’s Next
Your business has likely demanded years of long hours, tough decisions, and personal sacrifice. Don’t wait until health concerns force your hand. Many owners tell me they wish they’d sold earlier, when they could fully enjoy travel, hobbies, family time, and the freedom they worked so hard to create. The goal is to sell on your own terms — while you still have time, energy, and good health to embrace the next stage of life.
3. When the Business Is Healthy, Even If You’re Not Eager to Grow It
You don’t have to chase every growth opportunity — and there’s nothing wrong with being content. But if you no longer have the drive to expand or innovate, buyers will see those opportunities and bring fresh energy to capitalize on them. A healthy business with untapped potential is one of the most attractive scenarios for buyers.
Final Thought
At the end of the day, small businesses and their owners are inseparable. Your personal goals, energy, and circumstances directly shape the company’s future. Take the time to have honest conversations with your
trusted advisors — and if you’d like, I’m always available for a no-obligation discussion about your situation, business value, and exit options.