The Core
AI Diagnostic
A focused, 60-day engagement that ends with your leadership team able to state, in plain language, what's true about your organization and AI — and what to do about it, in what order.
60 days · On-site + remote · For the full leadership team
What it is
You've decided AI matters and you know you need to act — but you're not willing to commit to a direction you don't actually believe in. The pressure to “do something about AI” is real; so is the risk of buying a strategy off the shelf and inheriting someone else's conviction. This is for the team that wants its own conviction about AI, not a direction bought off the shelf.
This is my anchor engagement. Over about 60 days, I work inside your organization to surface the gap between how leadership sees its AI readiness and the reality underneath — across People, Work, and Systems. It combines structured surveys, on-site observation, and hands-on executive teaching, and ends with a written diagnostic and a live walkthrough with you. The output is your leadership team's own conviction about where AI creates real value, in what sequence — not mine.
What you get
What’s included.
Pre-engagement intake
A structured intake across your leadership team that builds on what Discovery surfaced.
Executive leadership survey
Surfaces private views, real dynamics, and the points of disagreement leadership often can't see in itself.
Organizational survey
Up to 100Reveals the gap between leadership's read and the organization's lived experience.
Private CEO working session
Hands-on AI training for you and your direct support staff (EA, Chief of Staff), focused on streamlining how you actually work — held privately, so you build real fluency without learning in front of the team.
Executive AI orientation
Half dayStrategy and orientation, not tooling: the state of AI, the framework, what I heard from leadership and the organization, and where it points. Distinct from the hands-on session.
Two days on-site
Structured interviews and observation across your operation.
Survey results package
The full survey output and synthesis, delivered as its own first-class deliverable.
The diagnostic memo
A written diagnostic addressed to you: observations, the diagnostic call, and sequenced recommendations.
Live 90-minute debrief
We walk through the diagnostic together, so the work lands in conversation, not in an inbox.
The shape of the engagement
Weeks 1–2
Intake + surveys
Pre-engagement intake across the leadership team; the executive and organizational surveys go out and stay open long enough to reach the full organization.
Weeks 3–4
On-site
Two-plus days on-site — structured interviews and direct observation across the operation, timed once the first survey signal is in.
Weeks 5–6
Training + synthesis
The private CEO working session and the executive AI orientation, alongside synthesis of what the surveys, interviews, and observation surfaced.
Weeks 7–8
Diagnostic + debrief
The written diagnostic, delivered in a live 90-minute walkthrough — with time to pressure-test the sequence with you before it's final.
What’s true at the end
Your leadership team can state, in plain language, what's true about the organization and AI — and what to do about it, in what order. Because the conviction is yours, you can act on it.
About Tyler
I’m Tyler Scriven.
I've spent my career designing powerful company cultures and operating at the messy intersection of innovation and real problems inside real organizations — large and small, as an operator, a CEO, a board director, and an investor. Now I'm fortunate to do it as an advisor to CEOs and leadership teams trying to make sense of the moment we find ourselves in.
I was employee #75 at Palantir, where I spent six years as Chief of Staff to the President & CTO — focused on how frontier technology actually gets adopted inside real organizations.
As Founder of Hazy Lane Advisors, I partner with CEOs and their leadership teams to bring operator-level clarity to what AI really means for their business. I act as a Forward Deployed Executive — working alongside you to cut through the noise, build internal capability, and execute a strategy that actually scales.
The AI Diagnostic typically leads into Retained Advisory.
Begin with a Discovery Conversation.
The rest of the stack