Also known as: quarterly commercial diagnostic, board-facing operating diagnostic, scale-readiness diagnostic, 90-day commercial diagnostic.
A 90-day Diagnostic is a quarter-long advisory engagement that reads the whole commercial and operating model of a growth-stage B2B SaaS business against evidence. Twenty questions across four operating components. Written diagnostic, target operating model, board pack. Hand-off in the final week.
The Diagnostic exists because boards regularly reach a moment where the honest question is not "which lever do we pull next" but "is this business ready to scale at all". A Sprint cannot answer that. The whole picture has to be read. The evidence has to be triangulated. The verdict has to be written down.
This guide is for new CEOs in their first hundred days, PE operating partners running portfolio reads, and Chairs of growth-stage boards deciding whether to invest in a rebuild.
One quarter. Twenty questions answered against evidence across four operating components (Governance, Commercial, Delivery, Operating Discipline). Sixty to ninety-page written diagnostic. Separate target operating model. Twelve to twenty slide board pack. Best when the board is deciding whether to invest in a rebuild, a new CEO needs a whole-business read in their first hundred days, or a PE ops partner needs one asset in the portfolio read cleanly.
The Diagnostic is the deeper cousin of the Growth-Stage TOM and Five Questions Diagnostic tools. Where the tools give a self-assessment a leadership team can run in half an hour, the Diagnostic is Andrew's independent read of the same underlying question at the depth a board decision needs.
The Diagnostic uses the same twenty-question spine as the TOM. That means the framework is public, testable, and grounded in the same operating logic Andrew has used across four exits. The board is not paying for a bespoke methodology invented for the engagement. It is paying for the evidence, the interviews, the interpretation, and the written verdict.
The output is written. A sixty to ninety-page diagnostic paper, structured for a board reader. A separate target operating model, sized for the executive team. A board pack that a Chair can take straight into the next board meeting. All three delivered in the final week.
The framework is public. The verdict is what the board is paying for.
The engagement is misread often enough to need a definition by exclusion.
The Diagnostic reads the business across four operating components. Each carries five of the twenty questions. Each question gets a traffic-light read (Green, Amber, Red), an evidence summary, and a working recommendation.
Does the board know what it is holding management accountable for. Does the executive team share one operating picture. Are decisions made where they should be made, or is everything queuing at the CEO.
Is the pricing structure supporting the commercial motion or working against it. Is the partner ecosystem producing revenue or slides. Is the segmentation intentional or accidental. Is the commercial story defensible in front of a buyer or a lead investor.
Does the business deliver what it sells. Time-to-value, customer success discipline, expansion mechanics, and the discipline of what happens after the contract signs.
The cadences, the metrics that get looked at, the ones that get ignored, the reviews that happen and the ones that got dropped. The operating rhythm that either compounds or drifts.
Not every business needs all four read at the same depth. Where a component is clearly strong, the Diagnostic confirms it in a paragraph and moves on. Where a component is the actual gap, the Diagnostic goes deep, brings evidence, and writes the recommendation with the same weight the CEO would need to act on it.
Five patterns show up in practice.
One of the five patterns above sound like the board conversation on your table. Fifteen minutes to scope the Diagnostic.
Book a fifteen-minute callThree cases, all real.
Thirteen weeks. Three phases. Two interim check-ins.
The engagement is designed to sit alongside operating cadence, not replace it. Executive interviews are scheduled around the operating rhythm. The heavy analysis weeks are Andrew's, not the team's. The team keeps running the business while the Diagnostic reads it.
Three named deliverables. Written and hand-off in the final week.
Where the question needs it, the written diagnostic is accompanied by an appendix of the evidence base. Interview notes, data reviewed, source documents cited. That appendix is added when the board needs to see the working, not delivered by default.
The method has four defining features.
Public framework. The Diagnostic uses the twenty-question TOM spine that anyone can read at ortent.co/tools/operating-model. The executive team can read the framework the day the engagement is commissioned. That transparency is deliberate. The board is not paying for a proprietary methodology. It is paying for the read.
Triangulated evidence. Every Red or Amber has to survive triangulation across the executive interview set, the data room, and where relevant, a customer or partner interview. Single-source findings do not make it into the written diagnostic. If the evidence is only in one place, the paper says so.
Interim reads. Two written interim reads land during the engagement: one at week six, one at week nine. The interims are not full drafts. They are working notes on where the evidence is pointing. The CEO or Chair can push back at the interim, and the direction of the deep work adjusts. That is what the interim is for.
Written recommendations with the risks stated. Every Red gets a working recommendation, and every recommendation states the risks it sits on. If the recommendation depends on a hire that has not been made, the paper says so. If the recommendation depends on a market condition that could change, the paper says so. Boards notice which advisors write the risks down and which do not.
Three engagement shapes, three different answers to "what is on the table".
Sprint. Two weeks. One question, one board-ready written answer. Best when the board or the CEO has a specific decision to make and needs an evidence-based read before the meeting. Fixed scope, fixed fee.
90-day Diagnostic. One quarter. Twenty questions answered against evidence, across the four operating components of the business. Best when the board is asking whether the business is scale-ready at all, or when a new CEO needs a whole-business read in their first hundred days.
Fractional CGO. Ongoing. Part-time senior commercial leadership inside the executive team. Two days a week, three-month minimum. Best when the Diagnostic has surfaced a commercial architecture gap the executive team does not have the seat to close.
Sprints and Diagnostics are one-off engagements. Fractional CGO is an operating seat. In practice, a Diagnostic sometimes leads into a Fractional CGO engagement, and sometimes leads into an Advisory retainer. Neither transition is expected, but both are common and honest when the work justifies it.
Three common patterns.
Six things a Chair, CEO or PE ops partner should insist on when commissioning any quarter-long advisory diagnostic, from anyone.
Four flags that suggest the engagement will not land.
"Andrew is one of the few SaaS leaders I've worked with who genuinely understands how to build commercial relationships at the intersection of life sciences and software. He thinks like a partner, not a vendor, which is exactly what makes the work move."
Ortent Advisory is led by Andrew Wyatt. Thirty years in B2B SaaS. Four exits: Lotus to IBM ($3.5B), Paragon Software to Phone.com ($500M), Apertio to Nokia ($240M), Clearswift to Lyceum Capital ($50M). Most recently Chief Growth Officer at Sapio Sciences and Sigmatic Sciences. Before Sapio, Chief Operating Officer at Lumeon.
Ortent Diagnostics are commissioned by new CEOs in their first hundred days, PE operating partners running portfolio reads, and Chairs of growth-stage boards deciding whether to invest in a rebuild. Between £5m and £30m ARR is the usual band, though earlier and later stages are workable when the question is well-shaped.
Diagnostics are always run by Andrew personally. There is no delivery team. The intake, the interviews, the analysis, the writing, and the hand-off are all his. That is the point.
Engagements start with a fifteen-minute call to test fit. If there is a match, the next step is a written intake note covering the framework, the interview set, the interim schedule and the hand-off date. No obligation to commission until the intake note is signed.
A Sprint answers one question in two weeks. A Diagnostic reads the whole commercial and operating model in a quarter and produces twenty answered questions across four components. Different shape, different price, different audience. Commission a Sprint when the board has a specific question. Commission a Diagnostic when the board is asking whether the business is scale-ready at all.
Yes. The Diagnostic is designed to sit alongside operating cadence, not replace it. Executive interviews are scheduled around the operating rhythm. The heavy analysis weeks are Andrew's, not the team's.
Yes, and the reason is transparency. The framework is public at ortent.co/tools/operating-model. Anyone on the executive team or the board can read it in advance. The Diagnostic is the evidence-gathering and the verdict, not a proprietary black box.
The Diagnostic says so, in writing, with evidence. That is a defensible read for a board and an investor. Confirmation is a legitimate output. A fabricated finding is not.
Yes. The board pack is designed to be the default external-facing artefact. The written diagnostic is CEO or board only unless we agree otherwise at intake.
Fixed-fee, quoted at intake. Typical range for a quarter-long Diagnostic sits between £35,000 and £55,000, moving higher when customer or partner interviews or international coverage are in scope.
Fixed fee, agreed at intake. Price depends on the size of the business, the sectors served, whether customer or partner interviews are in scope, and whether the target operating model needs to include international expansion.
The interactive tools are free self-assessments a leadership team can run without commissioning anything. Many boards commission a Diagnostic after running the tools and wanting an independent read of the same territory at the depth an outside interpretation provides.
A 90-day Diagnostic answers whether the business is scale-ready at all. Twenty questions. Four components. Written down. Interim reads at week six and week nine. Board-ready paper by week twelve. If that is the shape of the read your board needs, commission a Diagnostic. If the question is narrower, commission a Sprint. If the answer will need installing rather than deciding, the honest follow-up is Fractional CGO.
For a board, advisory or fractional engagement, or a working call on the next stage, email directly. Thirty minutes is usually enough to test fit.
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