AI Advisory

Work with Paul.

AI strategy and AIDE transformation advisory for boards, PE firms, and operating companies.

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Who Paul works with

Three types of engagement.

Boards & C-Suites

→AI literacy programs
→AIDE Maturity Cycle assessment
→Governance framework development
→AI strategy roadmapping

PE Firms & Operators

→Roll-Ups 2.0 strategy
→AI Operating Partner engagements
→Portfolio company diligence
→AIDE transformation programs

Founders & AIDE Builders

→Entonomy implementation
→Agent architecture review
→Go-to-market for AI-native products
→Zero-Person Company design

Engagement formats

How we work together.

Strategic Advisory

Retainer

Ongoing AI strategy counsel for senior leadership. Monthly retainer with direct access to Paul.

Board / Leadership Workshop

1 day

Full-day AI literacy and AIDE strategy workshop for boards and executive teams. Includes AIDE Maturity Cycle assessment.

Keynote + Working Session

Half day

Keynote for your leadership summit or offsite followed by a structured working session to translate frameworks into action.

Diligence Sprint

2–4 weeks

Rapid AI assessment for PE/VC diligence. Evaluate a target company's AIDE readiness, innovation debt, and Silicon Payroll opportunity.

The process

What to expect.

Intake Call

30 minutes to understand your organization, goals, and timeline. No pitch. Just a real conversation.

Scoping Doc

Paul sends a one-page scope defining the engagement format, deliverables, and timeline. Plain language, no boilerplate.

Engagement

We begin. Paul shows up prepared. You leave with a framework, a roadmap, or a decision — not a slide deck.

Get started

Inquire about advisory.

Fill out the form and Paul’s team will respond within one business day.

About Paul Cheek

Paul Cheek is a global expert on AI-driven enterprises and enterprise innovation. He is a Senior Lecturer at the MIT Sloan School of Management and Senior Advisor for Entrepreneurship & Artificial Intelligence at the Martin Trust Center for MIT Entrepreneurship. As founder of the AI-Driven Enterprise Institute and Entonomy, he develops data systems and software that power AI agent-run businesses. A Forbes 30 Under 30 honoree, bestselling author of Disciplined Entrepreneurship: Startup Tactics, and recipient of MIT’s Monosson Prize for impact on entrepreneurship education, Paul has advised and built ventures from seed to scale, with his work featured in The Wall Street Journal, Bloomberg, and Forbes.

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What Paul is seeing in AIDE strategy, board-level AI, and PE/VC moves. Short. Tactical.