Why Every Business Needs an Exit Plan (Long Before You Think You Do)(3 Minute Read)
By Trent Lee — The CEO’s Sage
If you own a business, there’s a truth you may not want to hear: you will exit someday. Whether it’s voluntary, involuntary, or somewhere in between, every owner eventually steps away. The question is: Will you be ready? Will the business be ready? Or will the business you built become a burden, a fire sale, or a family conflict waiting to happen?
I spend my days working with owners across the country—from 10-employee shops to 200-employee powerhouses—and they all share the same pressures. They’re juggling growth, cash flow, hiring, customers, operations, and a hundred other things. And almost all of them have the same fear:
“What happens to my business if something happens to me?”
Or maybe it sounds like this:
- “I don’t know when I want out… but I know I can’t keep doing this forever.”
- “Everything is in my head. If I step back, the wheels fall off.”
- “My business is valuable… but I have no idea what it’s actually worth.”
- “I think I need X million to retire… but I’m just guessing.”
If that’s you, you’re normal. But you don’t have to stay there.
Exit Planning Isn’t About Exiting
It’s about creating a business that doesn’t fall apart when you loosen your grip.
Most owners think exit planning is something you do in the final lap—two years before retirement, when you’re finally ready to hand over the keys. But the truth is, exit planning is just good business. The same fundamentals that prepare a company for sale are the same fundamentals that make it easier to run, more profitable, and less dependent on you.
I simplify it using a flywheel with four core components:
1. Strategic Intent – Why are you here? Where are you going? What are you trying to build beyond a job?
2. Growth – A business with no customers dies. Growth solves problems.
3. People – You can’t scale if you’re the only adult in the room.
4. Process – Consistency creates value. Chaos destroys it.
And right in the middle of that flywheel sits the Endgame—your eventual transition.
The First 90 Days: Getting Owners Out of the Fog
When I start with a new client, we focus on clarity—because unclear owners make reactive decisions.
1. Timeline Clarity
You may not know when you want to exit, but we can map your involvement, ownership, and financial dependency over time. This is where owners usually have their first “aha.”
2. Financial Reality (Not Guessing)
Most owners wildly overestimate or underestimate what they need.
We build a one-page wealth and cash flow projection (with your financial advisor) that answers:
How much do you actually need? When do you need it? And will your business get you there?
3. What Is Your Business Worth?
We run the Value Builder 60-question assessment to find the real valuation drivers. This reveals not just what the business is worth today, but how to increase it.
4. Succession & Exit Scenarios
Internal sale? Kids? Key employees? Outside buyer?
We model the options so your exit doesn’t destroy the business—or your people.
5. Partnership Protection
Buy-sell agreements prevent disaster when partners disagree, divorce, get sick, or die. They are the prenuptial agreements of the business world—and most owners don’t think about them until it’s too late.
A Ready Business Is a Valuable Business
Exit planning is not about timing your exit. It’s about building a company that protects your family, supports your retirement, creates options, and gives you peace of mind.
If you're a business owner feeling the weight of the future—even if the future feels far off—this is your sign: Start now. Your future self, your family, and your employees will thank you.
Trent Lee helps CEOs build transferable businesses that run smoothly today and exit profitably tomorrow. Connect on LinkedIn or learn more at www.compassleadershipadvisors.com.

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