The CTO title covers very different jobs. A startup builder, an SME technology leader, a business-unit CTO, an enterprise strategist and a fractional adviser can all be excellent, but not for the same company at the same time. This book 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 at 90 days, 180 days and one year. You learn to decide whether you need a CTO, CIO, VP Engineering or adviser, replace or reposition a founding CTO without creating a shadow role, choose among startup, SME, business-unit, enterprise, fractional and full-time models, avoid the common hiring mistakes such as being swayed by charisma or by a famous company's results, and write a first-90-days agreement. Thirty-three "Ask your AI for help" exercises adapt the tools to your own company and leave the final decision to a person. It has 12 chapters.