Playbook — CIO AI Nexus · MyAIGuide.Pro

Your first 90 days with AI as a Chief Information Officer

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Days 1–30

Inventory the AI already in useList every copilot, SaaS AI feature, platform and agent from procurement, SSO and finance data, with owner, seats, active users and cost. Enter it in the AI portfolio tracker.Open →
Run shadow-AI discoveryWork through the discovery checklist: SSO/OAuth grants, expense reports, CASB or proxy logs, browser extensions, meeting bots — and send the employee questionnaire.Open →
Take the readiness assessmentScore your organization across the ten domains and note the two weakest. Share the result with your leadership team.Open →
Make an approved AI assistant availableConfirm every knowledge worker can use at least one approved AI assistant with enterprise data protection, and publish a one-page acceptable-use policy.

Days 31–60

Triage shadow AI and publish the catalogDecide block, replace or approve for each discovered tool and publish the approved-tools catalog with a request path for new tools.Open →
Start the oversharing clean-upRun an oversharing report on collaboration platforms; fix 'everyone' access on HR, finance, legal and executive content before widening any AI search.
Launch 2–3 measured pilotsFor example service-desk AI, a role-based copilot pilot and a knowledge assistant — each with a baseline, a metric and a review date.Open →
Agree AI decision rightsWrite a one-page table of who decides what across CIO, CAIO (if any), CTO, CISO and business leaders; get the CEO to endorse it.

Days 61–90

Review the next six months of renewals for AIFor each renewal, check AI price changes, add-ons, data terms and overlaps; set right-sizing targets from utilization.
Decide the platform strategyUse the decision guide to choose a default platform pattern and the exception rule; brief architects and procurement.
Start the agent registerRequire every agent to have its own identity, an owner, scoped permissions and a kill switch; register the ones that exist today.
Publish the first AI value reportWith finance, report AI spend, adoption, pilot results against baseline, savings from license right-sizing, and the next quarter's priorities.