My work
Human expertise. Expanded by AI.
My work spans companies I build, private clients I serve, and agency and strategic partners I build alongside. Different rooms, same outcome: hard-won industry knowledge becomes operating leverage the company owns.
Chief Agent Officer
Agentic Society
Building the Agentic OS with founders and operators who are turning AI from experiments into workforce.
Founder
Gen AI University
Where founders build agentic companies, install company brains, and learn to lead a workforce that includes AI.
Co-creator + Comedy Game Show Host
SideHustle LIVE
A live comedy game show where entrepreneurs invent and pitch absurd businesses in real time, and the audience plays.
Experience
Operator first. AI architect now.
Years in auction rings, ecommerce, and agency work taught me to read the room, make the offer clear, and deliver. That operator's lens shapes every system I build.
Your expertise. Made operational.
I work with founder-led companies and expert operators, often alongside trusted agency and strategic partners. The best fit has hard-won knowledge, high-stakes judgment, and an operating bottleneck AI can help remove. Most often: real estate, AI-native business, technology, or a creative venture.
Together, we turn tacit knowledge into company brains, AI employees, and operating systems the team can direct. Human judgment stays in charge. The result is more leverage, more reach, and a company asset that compounds without flattening curiosity, collaboration, or play.
- Private clients
- Founder-led companies
- Agency partners
- Strategic partners
Client and partner work stays private unless everyone is ready to make it public.
Start a conversationAbout Darby
Serious systems. Human outcomes.
I build because carrying a business in your head is expensive. It steals evenings, creative energy, and room to be present with the people you love.
My work sits where AI architecture, entrepreneurship, live performance, and play overlap. The goal is a company that gets smarter while giving its people more of their lives back.
How I work
What guides the work.
- ClarityMake the next decision easier.
- CreativityBuild something useful, original, and alive.
- CourageName what is true, then move.
- CollaborationTransfer the thinking, not only the files.
Life remains the governor.
The room is part of the work.
Builder by day. Drummer and comedy game show host by night.
SideHustle LIVE is a comedy game show where entrepreneurs pitch gloriously fake businesses and the audience gets to play. Big swings, sharp timing, and joyful chaos. It is the other half of how I think.
A GenAIU field build · 07:08
Watch thesystem click.
A seven-minute build showing how Obsidian becomes the forever brain behind an AI Chief of Staff. Structure first, then leverage.
Contact.
Email for private work or partnerships. Follow the work where it lives.