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How to Pitch a Company-Wide AI Adoption Initiative to Leadership

Learn how to transform a personal AI discovery into a formal, company-supported initiative. This workflow covers building a business case and crafting the perfect pitch to get leadership buy-in for broader AI adoption.

From How I AI

How I AI: Brian Greenbaum's 3-Step Playbook for Driving Company-Wide AI Adoption

with Claire Vo

How to Pitch a Company-Wide AI Adoption Initiative to Leadership

Tools Used

Cursor

AI-first code editor

Figma

Collaborative design tool

Step-by-Step Guide

1

Have a Personal 'Aha' Moment

Start by experimenting with an AI tool on a personal or work-related project to find a compelling use case. Brian used the AI code editor Cursor to build a working music app prototype in a few hours, despite not being a developer. The goal is to find a concrete example of how AI solves a real problem.

Pro Tip: 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.
2

Connect Your Win to Business Value

Translate your personal success into a clear business benefit for the company. Brian realized his experience building a code-based prototype with Cursor could solve Pendo's challenge of creating realistic, data-driven mockups, which communicates ideas far better than static Figma designs.

Prompt:
Think: 'How could this AI tool help my team be more efficient, improve decision-making, or communicate ideas more effectively?'
3

Draft a Compelling Pitch for Leadership

Write a concise message (e.g., in Slack) to key leaders. Frame the initiative around two core benefits:

1. **Internal efficiency:** How AI can help the team get more done in fewer hours.

2. **External positioning:** How becoming AI-proficient helps the company better serve its customers and stay competitive.

4

Send the Pitch to Key Stakeholders

Target your manager, their manager, senior leaders (like a CPO or CTO), and other colleagues you know are enthusiastic about AI. Getting buy-in from multiple influential people increases the likelihood of success. Brian's message to the CPO directly led to an opportunity to present at a company all-hands.

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