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13 · Original model

The CTO Transition

−30 → 00 → 30 → 90: the transition starts before day one
Four linked phases — each rests on the quality of the previous one
−30
Before day one
Choose the transition, then accept the role
  • Market and business model
  • External technical signals
  • Power map and tensions
00
Commit point
Expectations become a mutual contract
  • Outcomes and authority
  • Resources and constraints
  • Success criteria
↳ Mutual contract
30
Days 1–30
One question, four versions of the company
  • Listening tour
  • Money, change and incident flows
  • Hypotheses with evidence
↳ Company map by day 30
90
Days 31–90
Verify the diagnosis, change one or two systems
  • One or two systemic bets
  • A first result that earns trust
  • Core of the strategy
↳ Updated contract by day 90
Red flagsThey do not form a separate final phase — they run through the entire transition.
Four linked phases — each rests on the quality of the previous one−30Beforeday onechoose the transitionbefore the rolemarket · techpower · tensionsrole choice00Commitpointexpectations becomea mutual contractoutcomes · authorityresources · constraintssuccess criteriamutual contract30Days1–30listen to fourversions of the companyflows · hypothesesevidence · tensionscompany mapby day 3090Days31–90verify diagnosischange 1–2 systemssystemic betfirst resulttrust · strategyupdated contractby day 90Red flagsRed flags are not a fifth phasethey run through the entire transition

A transition is usually counted from the first working day. For a CTO that is late: by then the company, the task and the people are already chosen. The four phases are linked — weak research weakens the contract, a weak contract hampers diagnosis, and rushed diagnosis leads to the wrong changes.

−30 — researching the market, the business model and the map of tensions, where interviews work as a mutual check. 00 — the commit point where expectations become a mutual contract. 30 — diagnosis: one question yields four versions of the company, so the map is built by triangulation. 90 — one or two systemic bets and a first result that earns trust.

The model has two milestone artifacts: a company map by day 30 (people, money, flow, risks, hypotheses, questions) and an updated contract by day 90 (diagnosis, the year ahead, changes, cadence, metrics, team). Red flags are not a separate final phase — they run through the entire transition. A first result is due by day 90 because decision-makers cannot observe the quality of your learning; they can observe whether the company has become clearer.

How to use this model
01

Start the clock a month before day one: study the business model, external technical signals and the power map while you can still walk away.

02

At the commit point fix a mutual contract: outcomes, authority, resources, constraints and success criteria.

03

Deliver a company map by day 30 and an updated contract by day 90, and handle red flags as they appear rather than at the end.

Sources and related materials
Author materials