AI roadmaps that ship
Sequenced from the business, not the model. You leave with a plan your teams execute, and the delivery discipline to keep it moving.
Flywheel Advisory AI strategy and technology due diligence,
AI strategy and technology due diligence,
measured in outcomes.
Operator-grade advisory for enterprises betting on AI and investors pricing a deal. Led by the people who still build and run engineering organizations, not a retired panel.
20+ Years leading engineering
1,000+ Engineers led
$2B+ Revenue impact
50+ Fortune 500 engagements
Outcomes
What the number on the page buys you.
Diligence in days, not weeks
Product, architecture, and team assessed against the thesis and the price. A decision-ready read, fast enough for a live process.
Engineering velocity
The team topology and delivery playbook used to lead 500-plus engineers at Adidas, adapted to your stage so the org compounds instead of clogs.
Leadership on demand
Operator-level technology judgment in the room for a board prep, a critical build, or a turnaround, without a full-time hire.
Services
Four ways to engage.
AI Strategy & Digital Transformation
Where AI compresses cost or unlocks a product, sequenced into a roadmap teams can run.
Engineering Organization Design
Team topology, hiring, and delivery practice proven at 500-plus-engineer scale.
Technical Due Diligence
For PE, VC, and founders: a read written for a decision, with deal-moving risks named and costed.
Fractional CTAIO Leadership
CTAIO-level judgment on demand, accountable to the outcome, not the slide deck.
The principal
Thomas Prommer, Group CEO & CTAIO
Former Global SVP Engineering at Adidas, CIO at Sweetgreen, and Senior Technology Advisor at Bain Capital. Educated at KIT, Carnegie Mellon, MIT Sloan, Harvard, and Wharton. Named HotTopics Global CIO 2026.
Selected engagements
Berenberg McKinsey & Company Bain Capital
Worked with
GoogleAmazonAppleNike McDonald'sToyotaVerizon
FAQ
Common questions
What does Flywheel Advisory actually do?
Two things that reinforce each other: we help enterprises design and execute AI strategy and digital transformation, and we run technology due diligence for private equity firms, venture investors, and founders. The same people who build and run engineering organizations are the ones who assess them for investors.
Who leads the engagements?
Thomas Prommer, our Group CEO and CTAIO, leads advisory personally. He was Global SVP of Engineering at Adidas (500+ engineers), CIO at Sweetgreen, and Senior Technology Advisor at Bain Capital. You get operator judgment, not a slide deck from someone who has never shipped.
How is technical due diligence different from a consulting audit?
Due diligence is written for a decision — invest, walk, or renegotiate. We assess the product, the architecture, and the team against the thesis and the price, then hand you a clear read on the risks that actually move the deal, not a generic maturity score.
Do you only work with large enterprises?
No. Enterprises come to us for transformation; investors and founders come to us for validation. Engagements scale from a focused two-week diligence sprint to a multi-quarter transformation program.
Tell us the decision you're facing.
A build to get right, a transformation to sequence, or a deal to de-risk. Start here.
Get in touch