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

A founder of a $20M to $100M company can hire a fractional CAIO or learn the work and keep it in house. This page lists both: 3 firms and practitioners offering fractional CAIO work and 4 programs on AI automation for founders and CEOs.

Updated 21 Oct 2026 Firms and practitioners 3 Programs 4 Order published rule

Hire: fractional CAIO

A fractional CAIO owns the company's AI decisions: which tools to buy, which workflows to automate, the policy on data and risk, and training for staff.

$4,390per month, median published
  • Hours1 to 4 days a month
  • Minimum term3 months
  • Published fees$2,280 to $6,500
  • Month oneInventory of how staff already use AI tools, a usage and data policy, and two or three ranked use cases with a cost and an owner each
  • Firms for $20M to $100M3 firms
  • Cost guideWhat a CAIO 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 CAIOs

First on the list are Leadership Services, Valerian Valkin, Fractional Chief AI Officer and Faye. 2 publish a monthly fee, from $2,280 to $6,500 a month. The other one quotes. A fractional Chief AI Officer usually works 1 to 4 days a month at a $1M to $50M company; larger programs run one day a week or more. Month one is an inventory of how staff already use AI tools, a usage and data policy, and two or three ranked use cases with a cost and an owner each.

Fractional CAIOs for $20M to $100M companies
3

Faye Hire Names $20M to $100M

Firm, Calabasas, US. CAIO. Ecommerce, CPG, healthcare and manufacturing. $20M to over $100M.

6 named clients Serves US
Fee on request

Learn: coaching for founders

4 programs on AI automation for founders and CEOs.

AI automation coaching

How this page is built. The firms and practitioners offer fractional CAIO 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.