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…
I’ve learned that timing isn’t just about when something makes sense on paper… because maybe it doesn’t.
3 years ago, I had a very attractive offer, but it just wasn’t the right time… and I knew it in my gut. Keri knew as well, and that pretty much settled it. Nevertheless, I was pretty disappointed.
But time moved on and a few years later, doors reopened and this time it ‘felt’ right. Keri and I believe that feeling was God’s nudge.
What I learned was just because we felt the nudge, didn’t make the decision easy. Courage and faith were still required. We had to be willing to move forward without needing every answer ahead of time.
I think the point is, even if everything makes sense on paper, it doesn’t mean it’s the right time to make a move. We have to find out if it’s HIS timing or not.
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 an additional door—one I hadn’t remotely considered.
What challenged me wasn’t the new 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. Like with the final sale of the insurance biz, it came as a gentle nudge… an internal excitement that this was the new path.
I’m learning that faith often looks like movement without clarity—and trust that the next step will make more sense once you start walking toward something.
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.
Honestly, I’m still learning this one. But I know HE is leading me, growing me, and maturing me… one day at a time.
Final Thought
Selling a business isn’t an ending like it would seem. It’s merely 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 although I’ll be 50 this year… I feel it’s just getting started!
