Most advisors will tell you to sell your business when it’s growing. That’s true. But it’s also much more than that.
Looking back, I can now see the best time for me to sell was in 2021. I just didn’t know it then.
I had led my company through a pandemic. I had just gone through a long divorce. I still loved what we did—helping families with compassionate home healthcare—but I was emotionally spent. What I really needed was a strong partner to share the load. My self reflections can now guide other Founders navigating their own journey.
Signs It’s the Right Time to Sell Your Business
Founders often wait until they’re exhausted, disconnected, or forced to sell. But the best exits happen when:
- You’re still energized about the future.
- Your business is showing consistent Y/Y growth.
- Your team is strong and capable of scaling.
- You still want to stay involved, just not solely responsible.
A Personal Decision, Not Just a Financial One
In hindsight, I could have sold a majority stake, stayed active, and kept shaping the brand I love. But without anyone close to me who had sold a business and could ask the right questions, I didn’t see that path.
I ultimately sold to a great partner—an affiliate of Peak Rock Capital—and I’m deeply grateful. The sale gave me time with family, supported charitable goals, and allowed me to launch a new business helping other Founders navigate their journeys.
Emotional Truths to Consider
- Selling doesn’t mean you’ve “given up.” It means you’re making room for something else—whether that’s your health, family, or new opportunities.
- Your business will evolve post-sale. That’s part of growth.
- Like sending your kids to college, it’s okay to grieve what was and still celebrate what’s next.
Ask yourself not just, “Can I keep going?” but “Do I want to?” That distinction matters.
Your business deserves the best version of you—and so do you.
Read next: Where Can I Find Potential Buyers for My Business?
Ready to explore your exit options? Learn how Founder 2 Founder can help you navigate the complexities of selling your business with confidence.
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