Most advice on how to prepare a business for sale reads like a moving checklist. Get a valuation, clean the books, call a broker. That's fine if you're selling in six months. But if your sale is three, five or ten years away, a one-time project is the wrong tool. What works is a rhythm: a few habits you repeat every quarter until being ready is simply how the company runs.
I'm Dan Delaney, Founder & CEO of Seek & Find Financial, and I work with owners who want their company, and their own finances, to be ready before the timing is forced on them. This is the quarterly routine I'd suggest if you're building toward a sale someday but not tomorrow.
Investing involves risk, including possible loss of principal. No investment strategy can ensure financial success or guarantee against losses. Past performance may not be used to predict future results. Provided content is for overview and informational purposes only, reflect the opinions of the author, and is not intended and should not be relied upon as individualized tax, legal, fiduciary, or investment advice.
This information is being provided only as a general source of information. These views may change as market or other conditions change. This information is not intended and should not be used to provide financial advice and does not address or account for an individual’s circumstances. Past performance does not guarantee future results and no forecast should be considered a guarantee. Please seek the guidance of a financial professional regarding your particular financial concerns.
Investment advisory services offered by duly registered individuals through Seek & Find Financial LLC, a Registered Investment Adviser. Licensed Insurance Professional.
Why a plan in a drawer doesn't work

Picture a precision machining and fabrication shop in Porter County. About $18 million in revenue, CNC cells, a few long-standing aerospace and ag-equipment customers. A few years ago the owner paid for an exit plan. It's a nice binder. It's also on a shelf, and almost nothing in it has happened.
That's not unusual. In Walking to Destiny, Christopher Snider's chapter on Changing Your Paradigm talks about moving from a static plan to ongoing action. A plan describes where you want to go. Action, repeated on a schedule, is what actually moves the company. The binder isn't useless. It just needs a calendar.
A quarterly rhythm to prepare your business for sale
Block a half day each quarter. Bring your controller or CPA, your top operations leader, and whoever else owns a piece of the answer. Then work through these ten items.
1. Close the quarter with a buyer's eyes
Review the financials as if you were the one writing the check. Are revenue and margins explainable by customer and job? Would anything need a long story to justify? Fix the reporting, not just the result.
2. Refresh your owner adjustments list
Keep a running list of owner-specific expenses and one-time items that a buyer may add back or question. Updating it quarterly beats rebuilding it from memory under deadline pressure.
3. Check customer concentration
What share of revenue came from your top three customers this quarter? Is the trend getting better or worse? For a job shop with a couple of anchor accounts, this number deserves a permanent spot on the agenda.
4. Update the who-knows-what map
List the critical knowledge in the business: quoting complex jobs, programming the five-axis machines, managing the key buyer relationships. Next to each, write who can do it besides you. Every quarter, one name should get added somewhere.
5. Hand off one decision
Pick one decision you still make personally, like approving quotes over a certain size or setting overtime, and give it to someone else with clear guardrails. Small, steady handoffs add up to a business that runs without you.

6. Document one process
Choose one process that lives in someone's head, maybe first-article inspection or the quoting workflow, and write it down. Twelve documented processes in three years is a meaningful asset a buyer can see.
7. Look at equipment and capital plans
Buyers look closely at the age and condition of machines and what they'll need to spend soon. Keep a simple replacement schedule. Deferring every purchase to boost short-term profit can backfire when a buyer prices in the catch-up.
8. Review key contracts and risks
Rotate through customer agreements, supplier terms, leases and insurance. Ask whether anything would block or complicate a transfer of ownership. Flag questions for your attorney rather than guessing.
9. Move money outside the business
Each quarter, check whether you're building personal wealth that doesn't depend on the sale. Retirement accounts, taxable investments and cash reserves all give you room to wait for the right buyer instead of the first one.
10. Revisit the life you're planning for
Once a quarter, step back from the shop floor and ask: what do I want my life to look like after this? The answer will change over time, and that's fine. Owners who keep asking tend to make better decisions when an offer finally shows up.
Making the rhythm stick
The hard part isn't knowing what to do. It's doing it when the floor is busy and a customer just pulled in a deadline. A few things help:
- Put the four quarterly sessions on the calendar for the whole year, right now.
- Give each item an owner who isn't you, so progress doesn't depend on your free time.
- Track three or four numbers over time, like top-customer share and processes documented, so you can see momentum.
- Once a year, get a realistic value range so you know whether the work is moving the needle.
If you want the full picture of what preparation involves, our guide on how to prepare a business for a sale lays out the bigger stages, and our business sale checklist covers the documents buyers typically request.
Back to our machine shop. Imagine the owner turns that binder into four meetings a year. Three years later, the quoting process runs without him, the top customer has dropped from a third of revenue to a fifth, and his personal savings no longer hinge on the deal. The plan didn't change much. What changed is that it finally had a heartbeat.
What a steady rhythm gives your family
A one-time project leaves your family exposed between projects. A quarterly rhythm means the company is always reasonably close to ready, which matters if illness, an injury or a partner dispute speeds up your timeline. It also gives your spouse a regular, predictable window to hear where things stand, instead of learning everything at once when a deal is on the table.

Frequently asked questions
How far ahead should I start this quarterly routine?
Ideally three to five years before you'd like to have the option to sell. That's enough time for the slow items, like leadership depth and customer mix, to actually change. Starting later still helps; you'll just need to focus on fewer items.
Who should be in the quarterly meeting?
Usually your controller or outside CPA, your top operations leader and, once a year or so, your financial advisor and attorney. Keep it small enough to make decisions and specific enough that everyone leaves with a task.
Does following a routine like this mean I have to sell?
Not at all. Everything on this list also makes the business better to own. If you never sell, you'll have a company that's easier to run, easier to pass on and less dependent on you.
Add a Three-Legs Check to your next quarter
A quarterly rhythm works best when it covers all three legs of the stool: the value of your company, your personal and financial readiness for life after it, and a clear plan for what you'll do next. If you'd like a private, one-on-one Three-Legs Check to see where you stand on each, send the word "STOOL" through our contact page. Long View subscribers can just hit reply and type STOOL. Most of the owners we work with are 45 to 70, run companies worth roughly $10 million to $20 million, and are based in Valparaiso, Chesterton or elsewhere in Northwest Indiana and the Chicago area.
Investing involves risk, including possible loss of principal. No investment strategy can ensure financial success or guarantee against losses. Past performance may not be used to predict future results. Provided content is for overview and informational purposes only, reflect the opinions of the author, and is not intended and should not be relied upon as individualized tax, legal, fiduciary, or investment advice.
This information is being provided only as a general source of information. These views may change as market or other conditions change. This information is not intended and should not be used to provide financial advice and does not address or account for an individual’s circumstances. Past performance does not guarantee future results and no forecast should be considered a guarantee. Please seek the guidance of a financial professional regarding your particular financial concerns.
Investment advisory services offered by duly registered individuals through Seek & Find Financial LLC, a Registered Investment Adviser. Licensed Insurance Professional.

