Fractional CTOs and AI automation coaching for $20M to $100M companies

A founder of a $20M to $100M company can hire a fractional CTO or learn the work and keep it in house. This page lists both: 2 firms offering fractional CTO work and 4 programs on AI automation for founders and CEOs.

Updated 21 Oct 2026 Firms 2 Programs 4 Order published rule

Hire: fractional CTO

A fractional CTO owns technical decisions: architecture, build versus buy, the engineering team or dev shop, security basics and the technical side of due diligence.

$2,280per month, median published
  • Hours4 to 20 hours a month
  • Minimum term3 to 6 months
  • Month oneReview of the code, architecture, hosting and vendor contracts, a security baseline and a written view of what to fix, what to keep and who to hire
  • Firms for $20M to $100M2 firms
  • Cost guideWhat a CTO costs

Learn: AI automation coaching for founders

You keep the work in house and learn to run it yourself, with a coach, a course or a peer group.

$225per session, from

Hire: fractional CTOs

First on the list are Leadership Services and Sonatafy Technology. One publishes a monthly fee: $2,280 a month at Leadership Services. The rest quote. Fractional CTO time ranges from 4 to 20 hours a month for advisory work to two days a week for an embedded role. Month one is a review of the code, architecture, hosting and vendor contracts, a security baseline and a written view of what to fix, what to keep and who to hire.

Fractional CTOs

Learn: coaching for founders

4 programs on AI automation for founders and CEOs.

AI automation coaching

How this page is built. The firms offer fractional CTO work and say they serve $20M to $100M companies. The programs cover AI automation and name founders or CEOs as their audience. Each list keeps the published order. Full methodology.