01
The AI Readiness Assessment
Score your organization across the five areas an AI leader owns, find the binding constraint, and turn the score into a 90-day priority list.
$19
The CAIO Store
Put in charge of AI with no playbook? Here are the playbooks.
Workbooks for running AI at an organization, references for learning and landing the job, and career kits for getting hired or making the case where you already work. Instant PDF downloads, yours to keep in your library.
Best value
The Everything Bundle
Every product in the store plus the CAIO Toolkit: 27 products and 8 editable templates. Save $206 versus buying everything separately ($403).
$197
one-time · everything in your library
Bundle
The AI Leader's Kit (all 10)
$97
one-time
All ten workbooks. Save $93 versus buying them one at a time.
Bundle
The Reference Shelf (all 14)
$49
one-time
All fourteen references, sold as one set: learning the AI officer job, landing it, and starting it, plus sector playbooks, a workflow library, and kits for boards, incidents, and consulting.
Bundle
Career Kits (all 3)
$79
one-time
All three career kits. Save $38.
The AI Leader's Kit
Ten workbooks that walk an organization from first assessment to measured results.
02
The Foundations Blueprint
Map who does what, what runs on people versus systems, and what has to be written down before AI can help.
$19
03
The One-Page AI Strategy
Turn "we should do something with AI" into one page leadership can approve: goals, numbers, guardrails, and first bets.
$19
04
The Data Readiness Workbook
Find where your information actually lives, what is safe to use with AI, and what to clean up first.
$19
05
The Use-Case Playbook
Generate, score, and rank AI use cases so the first deployment is valuable, low-risk, and measurable.
$19
06
The Risk and Ethics Framework
A practical risk register, review checklist, and escalation path for AI, sized for organizations without a legal department.
$19
07
The Change Playbook
Get staff from nervous to fluent: messaging, champions, hands-on sessions, and how to handle the people who push back.
$19
08
The Rollout Roadmap
Sequence deployments across a year, phase them to fit budget cycles, and know when to scale, pause, or stop.
$19
09
The AI Metrics Guide
Pick the right numbers, set baselines, build a simple scorecard, and report results leadership trusts.
$19
10
The Vendor Evaluation Kit
Compare AI tools and vendors on fit, data handling, cost, and lock-in, with a scoring sheet and reference-call script.
$19
The Reference Shelf
Fourteen references for learning, landing, and starting the AI officer job, plus sector playbooks and ready-made kits.
R1
The 30-Day AI Literacy Sprint
A daily plan to go from casual user to confident operator in a month, about 30 minutes a day.
In The Reference Shelf$49 set →
R2
The Job-Posting Decoder
Read between the lines of AI leadership job postings: what the company really needs, red flags, and how to answer.
In The Reference Shelf$49 set →
R3
The AI Leader Interview Question Bank
The questions you are likely to be asked for an AI leadership role, how to answer them, and the ones you should ask.
In The Reference Shelf$49 set →
R4
The AI Regulation Primer
A plain-English orientation to the AI rules and frameworks most likely to matter, and how to keep current. Not legal advice.
In The Reference Shelf$49 set →
R5
The Plain-English AI Glossary
The terms you will hear when you lead AI, defined in one or two sentences each, with why they matter to an operator.
In The Reference Shelf$49 set →
R6
The AI Tools Map
The categories of AI tools an organization actually uses, what each is for, and how to choose within a category.
In The Reference Shelf$49 set →
R7
The Diagnostic Question Bank
The questions I ask in discovery interviews, by department, to find where AI will and won't help.
In The Reference Shelf$49 set →
R8
Your First 30 Days Leading AI
A day-by-day plan for a new AI officer: who to meet, what to learn, what to ship, and what not to promise.
In The Reference Shelf$49 set →
R9
AI for Schools: The Leader's Playbook
For principals, district leaders, and school office staff: where AI helps a school, what to keep away from student data, how to talk to families, and what to pilot first.
In The Reference Shelf$49 set →
R10
AI for Nonprofits and Faith Communities
For executive directors, pastors, and administrators: donor and member data, volunteers, board conversations, grant writing, and communications that still sound like you.
In The Reference Shelf$49 set →
R11
The Operator's Workflow Library
About 40 ready-to-run AI workflows by department, each with the steps, a prompt template, the review rule, and how to measure it.
In The Reference Shelf$49 set →
R12
The AI Board Briefing Kit
Brief a board or leadership team on AI in ten minutes: the script, the questions board members ask and how to answer, and the risk and budget talking points.
In The Reference Shelf$49 set →
R13
The AI Incident Response Plan
What to do when AI goes wrong: a leak, a wrong answer that went out, a complaint. Roles, the first hour, communication templates, and the review afterward.
In The Reference Shelf$49 set →
R14
The Fractional CAIO Business Kit
For consultants offering AI leadership as a service: packaging, a proposal and statement-of-work template, client onboarding, and how to price your own engagements.
In The Reference Shelf$49 set →
Career Kits
Get hired to lead AI, or make the case for the role where you already work.
C1
Land the AI Role
Résumé, LinkedIn, and outreach built around proof, so hiring managers see an operator who ships, not a buzzword list.
$39
C2
Make the Case
The pitch memo and an eight-slide deck outline for proposing an AI owner role where you already work.
$39
C3
The Interview Kit
Prep system for AI leadership interviews: company research dossier, story bank, and a 30-60-90 plan they remember.
$39
Want the templates as editable Word files?
The CAIO Toolkit: Every worksheet from the field guide as an editable Word document, plus the templates I use with clients. $47, included in the Everything Bundle.