Your AI transformation operating system
One surface to measure, capture, adopt, and operate. Built for the Chief AI Officer.
Four pillars, one operating system
Built for every role in the transformation
One operating system for your entire mandate
Baseline capability across every department. Find your champions. Spot risk zones. Get workflows actually adopted. Prove ROI to the CEO with data, not decks. Headways gives you a single surface to run the AI transformation, with a maturity score that goes up over time.
What's truly different about us
We measure judgment, not adoption
Microsoft Viva, Copilot Dashboard, and every other AI analytics tool measure whether your people use AI. Headways measures how effectively they use it, against a real rubric. We’ll tell you where the risk is.
We solve adoption, not just capture
Most platforms stop at "we built you a workflow library." That library sits unused. We treat champion-authored workflows like products, with demo videos, in-team marketing, targeted nudges, guided first-runs, and outcome feedback loops.
We work across every tool
Your people use ChatGPT, Claude, Copilot, Cursor, and tools that don’t exist yet. Vendor-locked skill systems capture a slice. We capture the reasoning, so it works anywhere and survives the next tool wave.
We ship with a team, not just software
We call them AI Learning Architects. They embed with you to extract champion judgment, design cohort workshops, set up discovery integrations, and make sure the transformation actually happens. Software alone doesn’t ship outcomes.
We’ve been building human capability for years
Before Headways, we built AI Camp, an education organization that taught 10,000 students how to build with AI. We learned how humans actually develop capability: not through courses, but through guided work with real stakes.
Works across every tool your team uses
Tool-agnostic by design. Permissioned proxies and OpenTelemetry hooks.
And every tool that ships next.
Start with a pilot, scale with confidence
Baseline engagement, utilization, and judgment. Audit tools via permissioned integrations and user interviews. Identify champions.
Structured interviews with 2–3 champions. Turn their reasoning into guided workflows. Record demo videos.
Your 10-person cohort sees workflows where they already work, runs them on real deliverables. Measure adoption and judgment improvement.
We deliver a Year 1 transformation roadmap scoped to your organization.
What you keep regardless
- A judgment baseline for your pilot cohort
- 3–5 codified champion workflows with demo videos
- Real deliverables shipped by your people
- A custom AI transformation roadmap
- A clear-eyed view of whether we’re the right partner
The full Headways platform plus an embedded AI Learning Architect team. Bundled outcome-based pricing scoped in your pilot readout, not before.
Who Headways is built for
CAIO / CTO / VP AI Enablement
3,000–20,000 employees
You have the mandate, the budget, and you need the operating system. Headways is built for you.
CEO / CHRO
500–3,000 employees
No CAIO yet? We bring both the operating system and the team to run it. Fractional AI leadership until you’re ready to hire your own.
Fortune 100 Partnerships
Mature internal AI tooling
Headways probably isn’t for you yet. Let’s talk partnerships and methodology, not sales.
“We are only as great as the doors we open.”
Most AI vendors pitch “do more with less”, a polite way of saying replace people. We don’t.
We believe AI transformation, done right, is a career accelerant. When your champions encode what they know, they get recognition, not redundancy. When your learners build real judgment through guided work, they unlock roles that didn’t exist before. When your organization gets genuinely better at AI, together, the people inside it do too.
Capability without reward doesn’t stick, and reward without capability is theater. This is not altruism disguised as product design. It’s the only way enterprise AI transformation actually succeeds, by making the humans in the system want to participate.
Where this comes from
Our founding team built AI Camp starting in 2021. Over four years, we ran programs that taught 10,000 students, from middle school through college, how to build real products with AI. We raised and distributed millions of dollars in scholarships to students whose families couldn’t pay tuition. Three things we learned shape everything Headways does.
Doing beats content.
Every successful cohort shipped a product. The ones that didn’t fizzled. This is why Headways’ core loop is guided workflows that produce actual deliverables.
Judgment transfers through mentorship.
The best instructors made their thinking visible as they worked. Headways’ champion workflow authoring is the productized version of that.
Adoption is its own discipline.
Even with great curriculum and great mentors, students didn’t learn unless we built the social fabric: peer demos, recognition, low-friction first attempts.
Run a free maturity diagnostic
Get your current maturity level, a 4D fluency snapshot across your team, a gap analysis against industry benchmarks, and a tailored pilot proposal.