The problem
After a March 2026 layoff, I spent two weeks that May on BLM land in Nevada with my daughter while she did fieldwork for her geology master’s research. With a generator, Starlink, and my MacBook, I began building Job Search OS. That work showed me I could build something broader: a chief-of-staff agent that could help me organize work, preserve context, and keep moving.
What I built
I imagined a comforting, capable, Jarvis-like partner. Dolly Parton came to mind because I grew up with her music and interviews and associated her with warmth, humor, resilience, and practical encouragement. Jolene is not Dolly, does not impersonate her, and does not imply her endorsement. From that starting point, I led a multi-agent build spanning the portable agent core, private memory, reviewed career evidence, public hybrid RAG, Slack delivery, exact-action approvals, Docker runtimes, prompt-injection defenses, release evaluation, and a researched personality system. I also directed a pixel-character system with a canonical identity, event-driven reactions, regression-tested scaling and interaction behavior, and reduced-motion fallbacks. The attempted greeting animation did not meet the quality bar, so I stopped that effort and kept the live character bounded to a separate set of approved runtime frames. Private and public Jolene remain separate deployments with different credentials, stores, and capabilities.