James Cannan

Two ways in

CTO assessments

One is a light read on your type. The other is a deeper map of your gaps. Pick the one that matches what you need right now, or do both, light first.

Light · ~3 minutes

What kind of CTO are you?

A short persona quiz. Finds your default operating style under pressure.

Choose this when

  • You want a quick read on your leadership type
  • You are curious which famous CTO style you lean toward
  • You want something shareable before going deeper

Skip this if you already know your style and want a skills gap plan instead.

Take the persona quiz

In-depth · Free early access · $49

CTO Gap Assessment

Score yourself against Common responsibilities from 100+ real CTO job descriptions. See coverage, gaps, and what to work on next.

Choose this when

  • You want a scored map of where you are strong and thin
  • You need a short priority list and how-to-improve guides
  • You are preparing for the seat, a board conversation, or a development plan

Takes 20 to 35 minutes. Complete it free while early access is open.

Start the free gap assessment

Not sure? Start with the persona quiz. It takes a few minutes and often clarifies whether you need the full gap map next.