Three engagement formats

Three ways we can work together.

I keep the offer narrow on purpose. One-off sessions for a single high-stakes question. A six-week sprint when you need a strategic answer. A fractional retainer when I need to be in the room every week. Below is exactly what each looks like, what it costs, and what's included.

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i.
Format one · The Strategy Session

The 1:1 Strategy Session.

— Investment $2,400 One ninety-minute session

A ninety-minute working session for a single, high-stakes question — the kind of question that has been keeping a CEO up for two weeks but doesn't yet warrant a six-week engagement.

You email me a one-page brief at least three working days ahead. I read it carefully, write back with the questions I think are actually load-bearing, and then we meet on a call for ninety minutes. We work through the problem in real time — no slides, no deck — and within forty-eight hours of the call you receive a written one-pager from me that summarises the conversation, the framework we landed on, and the decision I'd make if I were you.

— What's included

  • A pre-call written brief from you (one page, due 72 hours ahead)
  • A ninety-minute working session on Zoom, recorded only if you want it
  • A written one-page memo within forty-eight hours of the call
  • Two follow-up async questions over the next thirty days, answered within twenty-four hours

— Best used for

  • Hire-or-fire questions on a co-founder, executive, or investor
  • Pricing decisions — repricing, packaging, segmentation
  • Whether to raise, what to raise, and when
  • "Should I take this term sheet" decisions
  • The first conversation about a strategic pivot
Day 0You send brief
Day 3We meet for 90 min
Day 5You receive the written one-pager
ii.
Format two · The Sprint

The Six-Week Sprint.

— Investment $18,000 Flat fee · six weeks

A six-week, focused engagement around exactly one strategic question — almost always pricing, market positioning, the next-twelve-month plan, or a leadership-team redesign.

We meet weekly on a recurring sixty-minute slot, but the meetings are the smaller half of the engagement. Between sessions I'm doing real work — interviewing your customers, modelling the unit economics, reading every relevant board memo, talking to two or three of your investors. Week six closes with a final memo, fifteen to thirty pages, and a written decision artifact you can take to your board, your team, or back to your own desk.

— What's included

  • Six 60-minute calls on a fixed weekly cadence
  • Async work between sessions — usually 4–8 hours of my week, every week
  • Five to fifteen customer or stakeholder interviews, on your behalf
  • Pricing or financial modelling in spreadsheets you can keep
  • Final memo + decision artifact, 15–30 pages
  • Slack channel access throughout — async, 12-hour weekday response

— Best used for

  • Repricing or repackaging an existing product line
  • Building a 12-month plan in the lead-up to a fundraise
  • Re-segmenting an over-broad customer base into a defensible ICP
  • Designing a leadership team for the next stage of the business
  • Running a structured strategic review post-VP-departure
Week 1Frame the question, plan interviews
Week 3Mid-sprint synthesis & options
Week 6Final memo + decision artifact
iii.
Format three · The Retainer

The Fractional Retainer.

— Investment $9,000/mo 3-month minimum · then monthly

I work with two fractional clients at a time — never more. The retainer is for founders who need a senior strategic operator in the room every week, on the long arc of the business, without paying a full-time CSO.

We set up a weekly sixty-minute call on a recurring slot, I'm in your Slack and your strategic offsites, and I read every relevant board document, customer call recording, and pricing model you put in front of me. The cadence is closer to a senior team member than a consultant — I'm in the room when you make the decision, not after, and I'm reachable on a twelve-hour weekday SLA.

— What's included

  • Weekly 60-minute strategy session on a fixed slot
  • Slack channel access · 12-hour weekday response, 24-hour weekend
  • Two strategic offsites per year, facilitated
  • Quarterly board memo, drafted with you
  • Read access to your customer call recordings, pricing models, board memos
  • Three fractional ad-hoc check-ins per month with key team members

— Best used for

  • Series A→B founders without a full-time strategy partner
  • First-time CEOs in a growth stage, where the work is unfamiliar
  • Founders running multi-product or multi-market businesses
  • Companies between two named-strategy hires
  • Solo CEOs who need a thinking partner rather than another report
Month 1Onboard, weekly cadence begins
Month 2First strategic offsite
Month 3+Quarterly memo, recurring offsites
How they compare

Side-by-side,
at a glance.

1:1 Session Six-Week Sprint Fractional Retainer
Investment$2,400 · one-time$18,000 · flat$9,000/mo · 3-mo min
Duration90 minutes6 weeksOngoing · monthly
Live cadenceOne callSix weekly callsWeekly, indefinitely
Async access2 follow-ups in 30 daysSlack throughout 6 wkSlack · 12-hour SLA
DeliverableOne-page memo15–30 page memoQuarterly board memo
Best forOne sharp questionOne strategic decisionLong arc of the business
Spots open~4 per month~6 per year2 at a time
When this practice is a fit

You're the right kind of founder.

  • You've raised a Seed or Series A and are operating between $1M and $20M ARR
  • You're a founder/CEO making the decision yourself — not delegating to a head of strategy
  • The question keeping you up is strategic, not operational — pricing, positioning, leadership, raising
  • You can move fast on a written memo and want a thinking partner, not a deck factory
  • You've already tried bouncing it off your investors and the conversation hit its limits
When it isn't

You're better served elsewhere.

  • You're pre-Seed and the work you need is product-market fit, not strategic alignment
  • You're looking for a fractional CFO, COO, or recruiter — that's not what this practice does
  • You want someone to write a deck, run a board meeting, or do investor outreach for you
  • You need a coach for personal/team dynamics — I'll happily refer you to two excellent ones
  • You're a Series C+ company — at that stage you need an internal strategy hire, not a fractional
A few questions I get often

Questions, answered.

How long does it take to get on your calendar?

For a 30-minute exploratory call: usually within the same week. For a 1:1 Strategy Session: 7–14 days. For a Sprint or a Retainer: I'm currently booking June–August 2026, so a few months of lead time. If you need a same-week answer, the Strategy Session is the right format.

Do you sign NDAs?

Yes — I'll sign yours, or send you mine. I treat every engagement as confidential by default; the NDA is mostly for your records. I never name companies in published case studies below the Series-A line, and never name founders without explicit written permission.

Will you take equity instead of cash?

No. I work in cash for the same reason a good lawyer does — alignment is not the issue, and equity-for-advisory introduces failure modes I'd rather avoid. The exception is a small advisory share of 0.10–0.25% on a 4-year vest, which I sometimes accept for a fractional client at the end of the first year.

What if I want to extend a Sprint into something longer?

It happens. Most fractional retainers I take on started as Sprints. We finish the Sprint cleanly with the final memo, then have a separate conversation about whether a retainer makes sense — never inside the Sprint itself. I never up-sell.

Can I talk to past clients before engaging?

Yes — I'm happy to make introductions to two or three founders I've worked with in similar formats. I do that after the exploratory call, since it depends on which format and which sector you're closest to. The case studies page has metrics on a few public-permission-granted engagements.

Pick a format — or talk first

Thirty minutes on the calendar, no obligation.

Pick a slot for a 30-minute exploratory call. We'll talk about what you're working on and whether one of the three formats above is right. If it isn't, I'll usually point you at someone who is.

Book a 30-min call →