3 Things I Learned After Selling My Insurance Business
3 Things I Learned After Selling My Insurance Business
Selling my insurance business was one of the biggest decisions I’ve ever made.
Not because of the transaction itself—but because of what it forced me to confront about timing, faith, responsibility, and what comes next. Looking back, there are a few lessons that stand out clearly now that weren’t obvious at the time.
1. Timing Is Everything
—and not just personally, but spiritually and strategically…
I’ve learned that timing isn’t just about when something makes sense on paper. It’s about discernment.
You have to believe God is in it.
You have to sense that the right doors are opening—and just as importantly, that other doors are closing.
There’s also a courage required that I didn’t fully appreciate at the time. A kind of courage of conviction—being willing to move forward without needing every answer ahead of time. Comfortable enough with the unknown to take the next step anyway.
Timing is also super important.
Industries change. Markets shift. The past, present, and future all matter. You have to zoom out and ask yourself honestly:
Is this the right decision in this season—from a bigger-picture standpoint?
That’s not always an easy question to answer, but it’s an important one.
2. Have a Plan for What’s Next
—but stay humble enough to let God shape it.
I had a plan.
After selling the business, my intention was to focus more fully on health and wellness work—something Keri and I are still deeply involved in and committed to. That season has been meaningful and continues to be an important part of our life.
What I didn’t expect was that God would also begin opening additional doors—ones I hadn’t even considered.
What challenged me wasn’t the opportunity itself, but the humility required to listen carefully and respond without needing full certainty. Sometimes direction doesn’t come as a perfectly clear roadmap. Sometimes it comes as a nudge, an open door, and a quiet sense of “I wonder if this is where God is leading?”
I’m learning that faith often looks like movement without full clarity—and trust that the next step will make more sense once you take it.
3. When You Get the Check, It Gets Tougher — Not Easier
This one surprised me.
You’d think selling a business would bring relief. In some ways it does. But it also shifts responsibility in ways I didn’t fully anticipate.
When the check comes, discipline matters more—not less.
The pressure changes. The temptation to relax increases. The margin for error feels wider than it actually is. And whatever timeline you think the money will last?
Cut it in half.
Stewardship becomes very real, very quickly. And you realize that freedom isn’t about having resources—it’s about having the discipline to manage them wisely.
Final Thought
Selling a business isn’t an ending. It’s a transition.
I’m grateful for where I’ve been, grateful for what continues, and grateful for the new opportunities God is unfolding along the way. It’s been quite the journey… and it’s just getting started!
