Win support for an AI-adoption initiative by pairing a concrete personal proof point with a specific business problem, a bounded experiment, and a clear request for sponsorship.
Source episode · 04:00
How I AI: Brian Greenbaum's 3-Step Playbook for Driving Company-Wide AI Adoptionwith Claire Vo
Brian turns a Cursor-built personal music prototype into a business case for richer product prototypes, then sends leaders a proposal centered on team effectiveness and customer-facing AI credibility.
An approved pilot with an owner, participants, schedule, success measures, and a decision date for continuing or changing the program.
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Step by step
Follow the sequence once, then adapt the prompts, checks, and handoffs to your own setup.
4 steps
Build or collect one working artifact that changed how you understand an AI tool. Capture what it enabled, how long it took, its limits, and the closest team workflow it could improve.
Pick a project that solves a personal pain point or a recurring challenge in your daily work. A genuine success story is much more persuasive.
Translate the artifact into a testable business case: name the current problem, affected team or customer, expected behavior change, and evidence that would justify continuing.
Think: 'How could this AI tool help my team be more efficient, improve decision-making, or communicate ideas more effectively?'
Write a short proposal with the artifact, two business goals, a bounded pilot, required support, success measures, and the exact leadership decision you need.
Proposal: [initiative name] Problem: [specific workflow or customer need] Proof: [artifact and what it demonstrated] Pilot: [team, participants, duration, sessions or experiments] Success: [behavior and outcome measures] Support needed: [sponsor, tools, time, partners] Decision requested by [date]: [approve, revise, or decline the pilot]
Send the proposal to the manager and likely sponsor, then invite the operational partners needed for the pilot. Record the decision, owner, scope, resources, and review date before announcing it more broadly.
Turn an idea into a PRD, user stories, and a plan.
After the steps
How to recover when the loop fails and where human judgment helps.
Recover
Keep building
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Create a daily AI workflow that summarizes yesterday's meetings, identifies urgent tasks, and proactively learns internal company terms it doesn't understand. This keeps your AI assistant's knowledge current and highly relevant to your work.
Build a recurring AI task that automatically gathers updates from your calendar, Slack, and notes to suggest weekly priorities and prepare you for upcoming meetings. Start every Monday with a clear, comprehensive plan without the manual effort.
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