The Second Standup
A field guide to working two software engineering jobs at once — and using AI to make it sustainable.
- Why AI Changes the Math on Working Two Engineering Jobs
The overemployment playbooks written in 2021 assumed fully remote, low-oversight jobs. In 2026, AI tooling — not just async culture — is what makes running two jobs sustainable.
- The Overemployed Glossary: J1, J2, OE, and Every Term You'll See
A plain-language glossary of overemployment terminology — J1, J2, OE, WFH stacking, and more — for engineers considering a second job.