Users paid $100/month but received over $2,500 in value—gross margin was deeply negative. The business couldn't scale. I joined a strike team that built an AI Orchestrator to coordinate users, AI agents, and human specialists, transforming the business from a concierge service into a scalable marketplace. I then led design on Gameplans, a pricing system that aligned cost with effort. Gross margin improved by over 300 percentage points, human work items dropped by 70%+, and the board called it out as standout work.