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Chief AI Officer Community

Start for $1. Get 30 days of live calls, playbooks, and peer support to ship real AI wins — then continue on the plan that fits you.

Thousands of professionals · Cancel anytime

Community snapshot of CAIO members during a live session
  • Weekly live tool sessions
  • Curated AI briefs
  • Hands-on playbooks
  • Peer connections

Why Join the Community

Stop guessing with AI. In your first 30 days - you’ll join live tool sessions, grab curated briefs, and deploy copy-and-paste playbooks to cut hours from recurring work.

If it doesn’t pay for itself, don’t stay.

Weekly Live Sessions — Tools & Tactics

Monday: AI Tools Deep Dive — hands-on walk-throughs of one practical tool each week with a live demo and step-by-step implementation checklist you can reuse the same day. Friday: CAIO Live! — trend briefings, open Q&A, and real-world case reviews to fast-track decisions.

Curated AI Briefs & Alerts

Short, actionable digests focusing on opportunities for business leaders: what changed, who it impacts, and one quick test you can run this week. Delivered without noise so members can act, not scroll.

Private Peer Network

A members-only channel for executive-level networking, quick collaboration, vendor recommendations, and hiring referrals. Designed to surface answers in hours, not weeks.

Starter Playbooks & Templates

Practical templates — prompts, SOPs, and rollout checklists — that turn ideas into results. Use them to pilot projects without building everything from scratch.

Ask-an-Expert Office Hours

Short, focused office hours where members bring a challenge and walk away with concrete next steps. Great for validating vendor choices or early experiments before committing budget.

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Cut reporting time by 78%.

We focus on credibility that matters to a busy leader: real events, curated coverage, and member success stories — not vanity metrics.

“Joining CAIO changed how we evaluate AI tools. Instead of endless research, we now pilot with short templates and a live feedback loop — the first proof-of-concept was working within three weeks, saving our team months of trial-and-error.”

— Senior Operations Director, mid-size services firm

Who Should Join:
Quick Fit Check

If you make calls on tools, strategy, hiring, or operations — and want low-risk, practical ways to test AI — this community is built for you.

  • Business owners and C-level execs looking to pilot AI with minimal wasted effort

  • Consultants and freelancers who need reproducible templates and tool knowledge

  • Product and operations leads seeking to accelerate projects without heavy vendor dependence

  • Professionals reskilling for AI-driven roles who want practical playbooks

30 days full access. Cancel anytime.

Worried about time or noise?

Every resource is bite-sized and searchable — so you get usable outcomes without endless scrolling.

Can’t make it live?

All sessions are recorded. Searchable, timestamped, and easy to skim.

What happens after the trial?

You pick a plan — Starter ($9), Implementor ($49), or Leadership/VIP ($97). If you cancel during the trial, you won’t be charged. If you continue, billing starts at the tier you select and you can upgrade or downgrade anytime.

Join the CAIO Community — Start in Under 2 Minutes

Start for $1. Get 30 days of live sessions, templates, and playbooks. Decide your plan later — cancel anytime.

Instant access • Weekly live sessions • Private member channels

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