Delivery

The first 90 days with a fractional CTO

Updated Oct 8, 2026 · 3 min read

A new technical leader can make an impressive entrance by naming everything that ought to change. That is not the same as understanding what the company needs. The first part of an engagement should make the situation clearer before making the plan larger.

The outline below is a useful way to think about the first few months, not a fixed delivery package. Available capacity, access and the state of the team change the pace. In an incident, some work must happen immediately. In a stable product, listening first may be the most useful contribution.

First: understand the actual work

Talk to management, developers and the people who support or use the product. Follow a recent change from request to production. Look at a real incident and a real customer problem. Documents help, but the way work moves often explains more than the architecture diagram.

Establish safe access and the current ownership of systems, credentials and suppliers. Identify urgent risks and existing commitments. The initial output should be a short shared view of what needs attention, what can wait and what is still unknown.

A coral sphere rests on the first of three ascending wooden blocks
The sequence matters more than forcing every organisation into the same calendar.

Next: choose a small working agenda

Agree the decisions the role will own and the decisions that remain with you. Select a few priorities connected to the business, such as making a fragile release safer, clarifying a supplier dependency or turning an overloaded backlog into a manageable next step.

  • Write down the problem and the intended improvement.
  • Name the people responsible for the decision and the implementation.
  • Define what evidence will show the intervention helped.
  • Agree availability, escalation and the next review.

Avoid starting several structural projects just because the review uncovered them. A long list of sensible improvements can become the new source of uncertainty. Make the trade-off visible and finish something useful before widening the agenda.

Then: follow the choices into delivery

Stay close enough to the implementation to discover when an assumption was wrong. Review the changed part of the system, the release path and the support implications. Keep decisions accessible to the team and management. A decision log should explain why a choice was made, not merely record that a meeting happened.

At the review: ask what became easier

Can the team explain its priorities? Does management understand the current technical risks? Is one previously fragile change now safer to release? Can someone other than the usual expert do the task? These are more useful questions than counting recommendations or meetings.

The review may point to continuing the role, reducing involvement, adding implementation capacity or preparing an internal appointment. An engagement that learns it is no longer needed has not failed. The aim was a more capable organisation, not a permanent dependency.

The fractional CTO service page explains how we agree that involvement. You can also read Levi's professional experience before deciding whether to start a conversation.

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