Dan Garraway

Personalized AI Chiefs of Staff optimized for human performance.

I build hyper-customized AI operating systems that protect your focus, automate routine work, and help you make better decisions.

WIREWAX → Vimeo · BAFTA · 2 Webbys · 2 Clios

The problem

Right work. Wrong state.

Most productivity systems organize your calendar.

My AI Chief of Staff organizes your priorities, workload, and decisions so your best energy goes to the work that matters most. The wrong-state work goes to agents. The right work stays with you.


What you buy

The Operator's OS

An AI Chief of Staff that coordinates a team of specialized agents around your priorities, workload, and decisions.

Week 1

Understand

  • Deep dive with Dan
  • Audit workflows and decision load
  • Identify high-leverage bottlenecks

Week 2

Build

  • Connect your existing tools and data
  • Create AI agents for routine work
  • Configure workflows and decision support

Week 3

Refine

  • Observe how you work
  • Optimize agents and workflows
  • Adapt the system to your habits and priorities

Week 4

Launch

  • AI Chief of Staff deployed
  • Specialized agents live
  • Daily decision briefs
  • Protected deep-work blocks
  • Reduced executive overload

What you'll leave with

  • Daily deep-work protection
  • AI agents handling routine work
  • Decision briefs
  • Energy-aware scheduling
  • Reduced executive overload
InvestmentFrom $9,000One client at a time.

You'll leave with a custom AI operating system — an AI Chief of Staff and team of specialized agents — built on your stack and yours to keep.


Why Me.

I founded a venture-backed creative AI company, won a BAFTA, two Clios, and two Webbys, and sold the business to Vimeo. After the acquisition, I led go-to-market and managed the demands of hundreds of enterprise customers. All at full speed. Then life happened and I burned out. I realized the problem wasn't a lack of tools, passion, or information. It was trying to do my best work while running on empty. So I built the Chief of Staff I couldn't hire.

1984 → now

How I got here

  1. 1984

    Born

    In the UK. A family of service.

  2. c. 1991

    Grandad's radio equipment

    I'd force my family to listen to my internal radio shows at holiday gatherings. The first instinct, never lost: make people experience something.

  3. mid-90s

    A paper round, a first computer

    Earned my way to a Windows 95 PC and started building — early web places for people to gather, gaming-league communities, a ShoutCast station of my own (talked Demon Internet into free servers).

  4. 2002–05

    Screen Production

    A degree built at the seam of television and internet. Day one, the lecturer: “We're not here to do exams — by year three you'll have built your own company.” I found a talent for camera and experience design.

  5. c. 2003

    Oak Barrel — first company

    Won a contract for a world-first video-dating website. Brought on a technical co-founder; led the experience and the build.

  6. 2006–08

    London, and a camera

    A South Bank studio for brands arriving online — and camera work I loved: Cage Warriors (before it was UFC Europe), Santana at Silverstone, and J&J's Harmonic — flying the world to film first-of-their-kind surgeries.

  7. c. 2008

    Meeting Steve Callanan

    A click-to-learn prototype on a make-up video. Underneath it was the real idea: an intelligence layer for video.

  8. 2010–13

    WIREWAX

    Funded by Passion Capital out of Seedcamp, Berlin. Hired computer-vision engineers from Leeds. We connected a dumb asset into a two-way experience of curiosity, context and action — Nike's first shoppable video; the BBC's first interactive video; easter eggs hidden in Sherlock and Luther.

  9. 2013

    New York, from scratch

    Moved to chase the largest market. Lived in the 41 Wooster office while we built it out. I failed, learned, failed, learned. I was lonely. I had to build my life from scratch. Found a bar called Shade — and a community.

  10. 2017–19

    The award years

    A Webby for Portugal. The Man. A Webby for Disney's Jungle Book. Two Clios for FX. A BAFTA for the BBC. A studio of ~15 in the US, ~60 worldwide — funding the technology underneath.

  11. 2019–20

    A Swiss army knife for video

    Recognising people across scenes, emotional analysis, AI tooling for Warner → HBO Max, and a Google TV pilot — gesture and knowledge-card interaction, before X-ray was a thing.

  12. 2021

    Acquired by Vimeo

    I brokered the deal, ran the pilot to 70% conversion, then built the go-to-market — trained 200+, brought in Salesforce, connected Walmart, hit every target in nine months, not the two years projected. Then I left to be with my Dad through his cancer.

  13. 2022–24

    selfmade

    Stephanie's gen-z wellness brand, pivoting into technology — translating psychodermatology into everyday products that help people use the time and money they already spend to regulate emotion. Experiences in LA on Abbot Kinney.

  14. now

    The real-time era

    Using the AI wave to help people evolve past the machine-work — experiences that convert feeling into action in the moment — madeself, my human↔agent interface; agents that quietly do the job; sovereign systems that hand an operator their body and their week back.


Portfolio

Built for Me First

I run my work and home on this system everyday.

  • My AI Chief of Staff, Delfín, manages my operations.
  • Daily AI briefs drive my priorities and decisions.
  • selfmade.skin runs on the same architecture I build for clients.
Built withDisney·BBC·FX·Nike·Google·Warner·Vimeo

AI can do more of the work.

The future belongs to people who know what matters.

The advantage goes to people who know where to direct their attention. What deserves yours?

Build with Dan

Questions

Who is Dan Garraway?

I co-founded WIREWAX — the interactive-video platform Disney, BBC and FX ran on — and sold it to Vimeo in 2021. BAFTA, two Webbys, two Clios. Now I build founders a personal AI Chief of Staff: the operating system that protects their focus, automates the routine, and helps them make better decisions. One client at a time.

What is the Operator's OS?

A personal AI Chief of Staff that coordinates a team of specialized agents around your priorities, workload and decisions — built on your own stack in four weeks and yours to keep. You leave with protected deep-work, agents handling the routine, and a daily decision brief.

How is it different from the AI tools I have?

Most tools are generic and bolted on. This is hyper-customized to how you actually work — your tools, your data, your habits — so AI organizes your priorities instead of adding more tabs. Everyone has the same models now; the difference is the system around them.

Who's it for — and not for?

For conviction-driven founder-owners who make decisions that matter and want to make them well — great at the craft, buried in the ops. Not for committees, cheap-automation shoppers, hype over change, or anyone wanting someone to run their company.

How do I start?

Connect with Dan — the only door. Tell Delfín (my agent) what you're building at the top of the page, or email dangarraway@gmail.com.