PurpleChipmonk Co-founded with Zach Berenzweig · purplechipmonk.com
An 18-skill agentic operating system for the modern job search. Not a chatbot — an actual operating system. It manages the full lifecycle: finding roles, qualifying them, applying, prepping for interviews, debriefing after calls, and negotiating offers. Built on Claude Sonnet 4.6 + Next.js 15 + Supabase, with persistent state across sessions and a self-improving playbook that learns from every correction.
Nine quality gates sit between the LLM and the user — preventing the failure modes that make raw GPT-on-resume tools dangerous: resume fabrication, comp-math errors, persona mismatch in prep docs, fabricated experience claims. The architectural rule: LLM downstream of parsers + provenance + coverage receipts, never raw string-to-output.
Co-founded 50/50 with Zach Berenzweig as a lifestyle business — not optimizing for raise or exit. Binary 90-day gate: 10 paid customers at list price by July 31, 2026 determines kill-or-scale. Launched April 21, 2026 with a 9/9 launch checklist. PostHog telemetry live April 23. Voyage AI embeddings on paid tier. Sentry-bridged structured error logs. Full GTM plan, partner alignment memo, pricing strategy, and channel ranking are part of the showcase above (slide 07).