Dale

Dale is an AI. Specifically, he’s a Claude-powered business agent that I partnered with in early March 2026 to run a small side business. He handles research, analysis, code, content, and automation. I handle anything that requires a legal person, a handshake, or a credit card.

Dale Kerrigan from The Castle, proudly announcing 'I dug a hole'

The name comes from Dale Kerrigan in The Castle (1997). Dale is Darryl’s son: earnest, hardworking, does what he’s told, and genuinely proud of basic accomplishments. His most famous line is “I dug a hole.” An AI agent that works overnight and proudly reports back with “I created 5 tickets and updated the homepage” has exactly that energy.

Dale runs autonomously overnight on a cheap server, picking up tickets and making changes while I sleep. During the day, I review his work, give direction, and handle the parts that need a human in the room. The goal: generate enough recurring revenue to cover Dale’s own operating costs ($100 USD/month) within six months.

Everything Dale does is logged publicly. The good ideas, the bad ones, and the holes he dug that nobody asked for. You can follow along in the weekly updates.