You are not stuck, and you do not think you are. You have a decision in front of you that is larger than the last one, and nobody to check it against who has anything at stake in the answer.

Then this is one decision, one outside read on it, and you make the call. You leave with a ranked answer, the evidence under it, and thirty days of sequence.

You will recognize most of the findings. The order is usually the surprise.

The session starts weeks before the session.

The intro call comes first. Thirty minutes, and it is complimentary. What I learn there decides how many prep calls the work needs.

Nothing starts until you commit. From there it is three to five one-hour prep calls. That is where the diagnosis gets made. The session is where it gets reported.

Before we sit down you get two things. A high-level report of what those conversations turned up, and the agenda for the session itself. Nobody walks in cold, and the session is not spent getting me up to speed.

If something urgent turns up along the way, you hear about it that week. It does not wait for the session.

The order it runs in.

01The intro callThirty minutes, complimentary.
You commit
02Three to five prep callsOne hour each.Then a report and an agenda
03The sessionOne full day or two half days.
04Thirty day roadmapAnd an honest read on what is out of reach right now.

You leave with

A thirty day roadmap

What changes, who owns it and what it takes. Plus the report from before the session, which is the record of what was found.

A clear picture of where your revenue system is breaking down
A prioritized list of actions, ranked by impact and by feasibility
A structured path forward with defined next steps
Confidence about where to focus first
Clear owners

One day, or two half days.

Some of this fits in a single day. Some of it does not.

Some founders do this best in one full day. Some do better across two half days. We set that after the prep calls and the report, around your preference and your schedule.

Part one

The findings

The constraints, ranked, with the evidence behind the ranking and what each one is costing in money, in senior hours, or in both. Built out of your business rather than out of a template.

Then the solutions that are likely to work here, argued out loud and narrowed with you rather than at you.

Part two

The action plans

What you do about it, where you focus first, and the part most sessions of this kind skip: what is out of reach with the resources you have right now.

What the session
does not do.

It does not fix anything. It names the constraint, sequences the work, and tells you what you can reach.

Some of what it finds you can run yourself, and the roadmap is written so that you can. The rest sits on the far side of what your current resources will carry, and the session says so plainly rather than handing you a plan you cannot staff.

That gap is the honest output. It is also what the thirty to ninety day engagements exist for, and whether you use them is decided after the session rather than before it.

Before any major decision, a consultant, an outside executive, a full-time hire, one question first. Can you name the problem you are paying them to solve?

I run four Clarity Sessions a month and no more, because each one needs the prep calls done properly.

Investment

What each option asks you to commit.

Published market ranges, side by side.

A full-time senior hire

$275,000 to $425,000

A year in on-target earnings for a VP of Sales. A hire is the right answer once there is a system and a team to run.
An experienced fractional executive

$90,000 to $240,000

$15,000 to $20,000 a month, signed for six or twelve months. You should know what the problem is before you choose the person to solve it.
A project-based consultant

$15,000 to $50,000 and up

For a single project. A project is the right buy once you know which project.

The Clarity Session

All three assume you already know the answer.

Everyone else wants six or twelve months signed before anybody understands the problem. I start with one session instead.

Format: One day, or two half days
Preparation: Three to five one-hour prep calls first
Delivery: Virtual
Investment: Contact for pricing

It costs a fraction of any of the three. You leave knowing what the problem is, and you decide, with the facts in front of you, whether you need help beyond it and at what level of investment.

Start a conversation

Who you would be talking to

I advise from both sides of the table.

Jeffrey Osborn in an office, the room and a window behind him

I have carried revenue and P&L inside technology services companies from small firms to global operations, and I have built companies of my own. Whether it is a startup or a global operation, it is a matter of how many zeros are on the back.

I am a co-founder and an active investor in ventures in music, automotive and private aviation, all of them live right now. I am building things, and I am advising people who are building things.

Meet Jeffrey →

Who it is for.

You are not looking for somebody to do it for you. You would rather not do it blind.

You do not have the mentors you need, and the ones you do have lack the depth in your industry, your business and your technology.
You asked a couple of people who run companies your size, and they answered about their own.
You want to know when this ends before you want to know what it costs.

What decides whether I can help is not your revenue.

And who it is not.

If one of these is you, the Session is the wrong place to start.

Pre-revenue without runway.
Anyone who is not the person who can act on what we find.
Anyone who wants a motivational session rather than a diagnosis.

Hearing that early is not a brush-off. If I am not the right answer, I usually know who is, and I will make the introduction.

What can happen next?

You take it from here.

You leave with the findings ranked and the evidence behind the ranking.

A thirty day roadmap. What changes, who owns it and what it takes.

The Session is a complete purchase on its own. You add help only if the findings show it would get you there faster.

Virtual Board Advisory

Access on a rhythm, not a project, through personal calls and email with me.

The decisions in front of you, checked with someone who has made them before and has a stake in the answer. The work stays yours.

It opens only after the Session, and it is held for ten founders at a time.

Both are covered on the thirty-minute call.

Who did you call about the last decision that could have sunk the company.