A second chair for owners

You decide alone.

Every owner needs one person outside the business who isn't selling them anything. I work with owners on what the business is for, what's drifted from it, and the decision in front of them right now. This is ongoing work, not a project with a delivery date. Most of it is one standing conversation and the decisions that come up between them. I take on a small number of owners at a time.

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ChicagoPrivate advisory
Empty boardroom prepared for a private negotiation
Preparation is the first position.R / 01
If this is familiar
  • You're the last stop for every decision that matters, and there's nobody to test your thinking against who isn't an employee, a partner, or selling you something.

  • The business has drifted into work, customers, and commitments you wouldn't choose today.

  • Your terms were set years ago, by people who negotiate for a living.

  • You already know which conversation you've been avoiding.

  • You decide fast, because deciding slowly feels like weakness. Some of those decisions have cost you.

How we work
01

What the business is for

Before anything else, we get clear on what this business provides, to whom, and on what terms — stated in your customer's world, not yours. Then the half most owners skip: what it will refuse. A purpose you can't use to say no isn't doing any work.

02

What's out of alignment

Then we go find everything that contradicts it. The customers you shouldn't have. The terms set badly and never revisited. The commitments the business is carrying. The decisions you keep pushing to next quarter. Written down, ranked, with money attached where money is attached.

03

The decisions in front of you

Then we work them, one at a time, as they come. Real negotiations and real decisions, prepared before you walk in and debriefed after. Over time you run it without me. That's the point.

Nothing is off the table

Your terms, your customers, your spending, your people, how the place is put together — if it bears on where the business is going, we look at it.

What I bring isn't expertise in all of it. It's one question applied everywhere: is this aligned with what you've said this business is for, and if it isn't, what decision fixes it. When something needs a specialist — a CPA, an attorney, someone who actually does marketing — I'll say so. My job is making sure you're pointed at the right problem before you spend money solving the wrong one.

I don't work with your leadership team. This is you and me.

Why it's different

Most advisors bring you goals and accountability. This is a decision discipline: define what the business is for, then refuse what doesn't serve it.

The discipline underneath it is negotiation — not tactics. A system for making decisions under pressure without making them under pressure. It's what I use on your terms, your partners, and the conversation you've been putting off. It's also what you end up running yourself.

No closing, no manufactured urgency, no decision made under pressure — including mine, on you. That applies to hiring me.

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What decision is in front of you?

Tell me what's actually happening in the business. Not the history.

If what you're after is someone to agree with a decision you've already made, I'm the wrong person to call.