Intellectual Frontiers
Cover of The CTO You Actually Need

Intellectual Frontiers Press

The CTO You Actually Need

How to Hire, Work With, and Evaluate the Right Technology Leader for Your Business

A plain-English guide to hiring and evaluating a CTO, with AI exercises for every major decision.

The CTO title covers very different jobs. A startup builder, SME technology leader, business-unit CTO, enterprise strategist, and fractional adviser can all be excellent, but not for the same company at the same time.

Forthcoming. The book is in review; its companion and tools are open now.

Define the CTO job your company needs done, hire the right person for it, and build a working relationship that holds up through hard decisions.

The CTO You Actually Need gives founders, CEOs, boards, and business leaders a plain-English process for defining the role, gathering evidence, hiring the right person, and evaluating the appointment after 90 days, 180 days, and one year.

Thirty-three ASK YOUR AI FOR HELP exercises adapt the book’s tools to the reader’s own company and leave the final decision to a person.

The CTO title hides radically different jobs. A startup builder and an enterprise strategist can both be excellent, but never for the same company at the same moment.

What you will be able to do

  • Decide whether you need a CTO, CIO, VP Engineering, adviser, or another leader
  • Replace or reposition a founding CTO without creating a shadow role
  • Choose among startup, SME, business-unit, enterprise, fractional, and full-time models
  • Avoid common hiring mistakes: being swayed by charisma, crediting a famous company’s results, and hiring for the symptom
  • Write a first-90-days agreement and set up a working routine between CEO and CTO
  • Evaluate the role with 90-, 180-, and 365-day scorecards

The premise

The CTO title hides radically different jobs. A startup builder, SME technology leader, business-unit CTO, enterprise strategist, and fractional adviser can all be excellent, but not for the same company or moment.