All briefs

Fractional CTO · senior in the room

Fractional CTO

Vendor theatre needs someone who can call nonsense without a commission fantasy.

01

The situation

Rebuild or patch? Hire or outsource? Another SaaS renewal? Expensive choices land with nobody technical enough in the room to push back — or say when a spreadsheet is enough.

Vendor decks are polished; internal reality is messier. Without senior technical judgment, roadmaps follow sales cycles instead of risk.

The board hears “digital transformation”; engineering hears “another integration”. Nobody translates between them with numbers that survive scrutiny.

02

What you get

Senior technical direction on architecture, roadmaps, vendor triage, and build-vs-buy — same blunt standard as everything else, without a shelfware sales pitch.

Architecture sketches, integration boundaries, and roadmaps sized to who will run the system — not a fantasy team you do not have.

Vendor proposals filtered into trade-offs: cost, lock-in, ops load, and what breaks if the champion leaves.

03

Typical work

  1. Architecture and integration sketches you can defend
  2. Vendor and build proposals filtered into plain trade-offs
  3. Roadmaps phased by risk and who maintains each slice
  4. Board and leadership prep — numbers and risk in human language
  5. Hiring support: role shape, interview bar, not a generic job spec
  6. Build-vs-buy calls with explicit “do not build” when honest

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How CTO support runs

A few days a month typical — senior judgment in the room when expensive choices land.

  1. Step 1

    Start here

    Aligning on technical decisions with leadership

    Align on decisions due

    Rebuild or patch? Hire or outsource? Renewal on the desk? We name what must be decided and who owns the outcome inside your team.

  2. Step 2

    Filter noise

    Architecture and vendor triage session

    Architecture & vendor triage

    Sketches, integration boundaries, and proposals filtered into trade-offs — cost, lock-in, ops load, and what breaks if the champion leaves.

  3. Step 3

    Phased bets

    Phased technical roadmap on a whiteboard

    Roadmap in phases

    Work sized to who will run the system — not a fantasy team you do not have. Explicit “do not build” when that is honest.

  4. Step 4

    Ongoing

    Board prep and ongoing technical leadership

    Board & release rhythm

    Prep for leadership, hiring bar, and the boring releases — same senior stays for the unglamorous weeks, not just the kickoff photo.

Retainer or ad-hoc — scoped to how many decisions are on the table, not a generic job spec.

04

Signs this might be you

  • A six-figure decision is coming and the room is light on technical depth
  • Vendor A vs B debates are marketing slides, not engineering trade-offs
  • Internal devs are busy but direction feels reactive
  • Security or compliance questions land without a clear owner
  • You need someone to say no to shelfware without losing face
  • Post-incident, leadership wants a roadmap — not another blame round

05

Where fractional CTO fits

Not a full-time hire before you know the shape of the problem. Not a agency account manager with a technical glossary.

Senior judgment on the decisions that are expensive to unwind: data model, hosting, build vs buy, team shape.

06

Typical rhythm

A few days a month — board prep, vendor review, roadmap grooming, and the occasional war room when production wobbles.

We stay through boring releases, not just the kickoff deck.

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Good fit when

  • You are too small for a full-time CTO but too big for guesswork
  • Founder or ops lead needs a technical sparring partner
  • A major vendor, rebuild, or hire decision is within six months

×

Probably not when

  • You need hands-on delivery capacity only — that is build or care
  • You want someone to rubber-stamp a preferred vendor
  • There is no internal sponsor who will act on direction