Executive Program

AI-Native
Leadership.

You're not writing agent code. You're making the decisions that determine whether your organization's AI transformation succeeds or fails. This program gives you the frameworks to lead with confidence.

8 weeks Peer cohort Strategic frameworks

The leadership challenge

Everyone's talking about AI. Few know what to do.

Your board wants an "AI strategy." Your team wants to use AI tools. Security wants to block everything. You need to make decisions with incomplete information and high stakes.

The wrong bet is expensive.

Invest in the wrong architecture, you're locked in for years. Move too slowly, your competitors get ahead. Move too fast, you create security and quality disasters.

Technical depth without technical time.

You need to understand the landscape deeply enough to make good decisions - but you don't have time to build systems yourself. You need strategic frameworks, not tutorials.

Strategic frameworks

01

AI Architecture Decisions

Build vs. buy vs. partner. When to use agents vs. simpler AI. Platform choices that don't create regret. Architecture review frameworks.

02

Risk + Governance

What can go wrong and how to prevent it. Security frameworks for AI. Audit and compliance. Communicating risk to boards and execs.

03

Team Capability Building

What skills does your team need? Hiring vs. training. Building internal AI expertise. Org structure for AI-native teams.

04

Vendor Evaluation

How to cut through AI vendor BS. What questions to ask. Red flags. Building vendor relationships that work.

05

Roadmap Planning

Sequencing AI investments. Quick wins vs. foundational work. Building organizational momentum. Measuring success.

06

Context Infrastructure

Understanding context planes at a strategic level. What foundation enables AI adoption. Build vs. buy decisions for infrastructure.

Program format

Weekly Sessions

90-minute live sessions with your cohort. Case studies, frameworks, discussion. Thursdays at 10am PT for 8 weeks.

Peer Cohort

10-15 technical leaders at similar stages. Share challenges, learn from each other, build relationships that last beyond the program.

1:1 Advisory

Two 45-minute 1:1 sessions during the program. Bring your specific challenges. Get personalized guidance.

Practical Exercises

Apply frameworks to your actual situation. Build your AI roadmap. Evaluate your current architecture. Identify gaps.

Who this is for

Good fit

  • VPs of Engineering, CTOs, Engineering Directors
  • Technical founders leading AI adoption
  • Platform/Infrastructure leaders
  • Technical leaders with 5+ years experience

Not the right fit

  • Individual contributors wanting to code (take Building Context Planes)
  • Non-technical executives (need different framing)
  • Early-career engineers
Enrollment
$4,999

One-time payment. Includes all sessions + 1:1 advisory.

Next Cohort: Q2 2026

Applications open. Limited to 15 seats.

Apply Now

Selective admission. We review your background to ensure fit with the cohort and program objectives.