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13 · Framework

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.

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, and the first result is due by day 90 because the people deciding about you are observers, not assessors of how well you are learning.

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.

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