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03

Phase Three of the Exit Map

Preparing the Business.

You're operating the company while quietly preparing it. The strain shows up before the data room does.

TL;DR

Phase 3 sits between assembling the team and going to market. The tactical work, quality of earnings, working capital, customer concentration, data room readiness, is documented in plenty of other places. None of it is Waypoint's lane.

What's less talked about is the personal weight of running the company normally while privately stepping back enough to see it through a buyer's eyes. The leadership conversations you keep postponing. The first identity questions surfacing twelve months early. The diligence anxiety that arrives before any diligence does.

I sat in this stretch with Quicken Steel in the months before going to market in 2022. Holding two postures at once was the hardest piece of the arc.

Project Ebenezer

The project needed a name.

Early in the sale process, Andy asked me what to call it. Confidentiality is everything at this stage. Every document, every teaser, every CIM has to be handled with discretion, so the deal moves under a code name. Project Blue Sky. Project Green Tree. Something neutral.

I answered without hesitating. Project Ebenezer.

Andy didn't question it. He just said, "sounds good," and from that moment forward, every email, every document, every phone call referenced Project Ebenezer. It probably didn't mean much to anyone else, but for me it carried a deep significance.

The name comes from a story in the Old Testament, 1 Samuel 7. The Israelites were under threat from the Philistines. They turned back to God, and Samuel cried out for deliverance. A great thunder came from the heavens and the Philistine army scattered in confusion. The Israelites won. To commemorate the moment, Samuel set up a stone and named it Ebenezer, which means, "Up until now, God has helped us." It was a marker of trust, provision, and divine help. A reminder that they had not walked alone.

That was exactly how I felt in the early stages of selling Quicken Steel. I had done everything I could to build something valuable. Now I was stepping into territory I'd never walked before, a process filled with uncertainty and high stakes. I needed an anchor. The name Ebenezer became just that.

Every time I saw an email or a document labeled Project Ebenezer, it reminded me. Up until now, God has helped us. And He's not done yet.

From Chapter 5 of The Extraordinary Exit. The full chapter walks through the CIM, the virtual tour we built to give buyers a look inside the company without alerting employees, and the work of turning a business into a story buyers want to buy.

The Sandbars

Where Phase 3 most often runs aground.

The double life.

You're running the company while preparing to sell it, and the two postures don't sit naturally in the same chair. In the leadership meeting you have to look exactly like you did six months ago. In the call with your advisor you have to talk about the business like someone who's half a step out the door. The discipline is to keep performing while you're already grieving what you're going to give up. By month three the cost of carrying both is heavier than you priced in. The business has to keep growing through this stretch or the multiple drops. Buyers read a flat quarter as a story about the founder, not the market.

Diligence anxiety, before any diligence.

The team is in place. You know what's coming. Quality of earnings, the buyer's diligence checklist, the data room, the rep and warranty insurance review. That knowledge starts auditing you before anyone else does. What's in the inbox I don't want surfaced. Which customer contract has a clause I never renegotiated. What I told the team in 2019 that's going to read differently on a transcript. The anxiety arrives weeks before the diligence does. The useful version is to surface it on your own timeline and clean it up while you still have the calendar.

Seeing the company through a buyer's eyes.

The business you've spent years inside of looks different on a one-page summary. The customer concentration you'd accepted reads as fragility. The bench that felt deep reads as four people away from a problem. The IP that felt durable reads as undocumented. Nothing about the business has changed. What changed is your seat. The first time it lands, it's quiet and it's real. The right response is not to panic, and not to start rebuilding the company in the last ninety days before market. Write down what you see. Take it to your advisor. Decide which items get addressed before market and which get framed cleanly inside the CIM.

The leadership conversations you keep not having.

A short list of two or three people at the top of the company will need to know before a buyer does. The CFO almost always. The COO sometimes. One or two others depending on the deal. Your advisor and attorney help you build the list and the timing, but the conversations themselves are yours, and they're heavy. Sitting across from someone in a one-on-one, watching them lay out their three-year plan inside the company, knowing what you know about the year ahead, is one of the harder parts of this phase. Putting it off makes it worse. Doing it too early invites a leak. The middle path is a plan you build with the advisor team, the confidentiality protections you put in place first, and the human conversation you have when the timing is right.

Identity rumblings, twelve months early.

Not the full identity crisis. That arrives later, after closing, and it's its own season. What shows up here is quieter. The first time you catch yourself wondering who you are if you're not running this thing. The first time a Tuesday morning eighteen months from now feels foggy instead of obvious. The first time somebody asks at a dinner what you do and the answer feels different in your mouth. The instinct is to push the question down. The work is to let it surface here, while you still have the chair and the calendar and the team around you. Those questions are easier to sit with before closing than after. The founders who let Phase 3 do this work land softer at the other end.

The questions you're left holding

How do I run the company normally and prepare it for sale at the same time?

Who on my team needs to know, and when?

Why does the business suddenly look fragile to me when nothing has changed?

Who am I going to be on the other side of this?

Frequently Asked

Phase 3 questions, answered plainly.

What does Phase 3 of the founder exit cover?

Phase 3, Preparing the Business, is the stretch after the team is assembled and before the company hits the market. The tactical work is well covered elsewhere. Sell-side quality of earnings, working capital target, customer concentration, data room readiness. What's less talked about is the personal weight of running the company normally while privately stepping back enough to see it through a buyer's eyes. The conversations you start having with yourself in Phase 3 set up everything that comes next.

How do I run the business while preparing to sell it?

With more help than you've used before. The biggest mistake is trying to do both yourself, in your head, alone. The leadership team you've built carries operations. The advisor team you hired in Phase 2 carries the preparation. Your job is to stay present in the chair, hit the quarter, and protect the discipline at the top. The business has to keep growing through this phase. Buyers read a flat or down quarter as a story about the founder, not about the market.

When should I tell my leadership team that the business is for sale?

Later than feels comfortable and earlier than feels safe. A short list at the top of the company will need to know before management presentations. Your advisor and attorney help you build the list and the timing. The conversations themselves are yours. Word leaking too early shakes customers, employees, and suppliers at the worst possible moment. Word never leaking at all is worse, because the people who deserve to hear it from you hear it from the buyer.

Why does the business suddenly look different to me in Phase 3?

Because you're seeing it from outside the chair for the first time. The same customer concentration you'd accepted reads as fragility on a one-pager. The same bench depth you trusted reads as four people away from a problem. Nothing about the business has changed. Your seat has. The first time it lands, it lands harder than you expect.

What is diligence anxiety in Phase 3?

The internal audit that starts before the external one does. You know buyers will eventually look at every contract, every email, every customer relationship. That knowledge pulls you toward auditing yourself first. What's in the inbox I'd rather not surface. Which contract has a clause I never renegotiated. The anxiety arrives weeks before any data room does. The useful version is to surface it on your own timeline and clean it up while you still have the calendar.

How early do identity questions start showing up in the exit?

Earlier than the books say. Phase 6 gets credit for the identity crisis, but the first rumblings start in Phase 3. Who am I if I'm not running this thing. What does a Tuesday morning look like in eighteen months. When somebody asks at a dinner what I do, what's the answer. Letting those questions surface here, twelve months before they need an answer, is part of why the founders who do Phase 3 with care land softer at the other end.

Where Waypoint Comes In

The work that doesn't fit on a checklist.

Phase 3 has plenty of checklists. Quality of earnings. Working capital. Customer concentration. Data room. Your advisor team handles those.

The conversations Waypoint is built for are the ones the checklists don't reach. The double life. The diligence anxiety. The leadership talks you're rehearsing in your head. The identity questions you're not sure you're allowed to ask yet.

I sit beside founders in this exact stretch, one on one, so the harder pieces land somewhere other than your own head, twelve months before closing.

← Previous: Phase 2, Assembling the Team     Next: Phase 4, Going to Market →

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