Arena: AI-Sales Coach
A napkin idea: AI-powered sales training where reps practice difficult conversations before they happen in real life. No product, no design, no direction, just the concept. I took it from that to a live beta used by real sales teams, owning every product and design decision along the way.
Impact & Delivery
End-to-end scenario creation built from scratch → managers configure AI personas, objections, and difficulty in seconds.
AI post-session feedback → specific mistakes, specific strengths, instant retry
39+ calls across 12 accounts in early beta
Diego has been a standout product design partner. He challenges assumptions with thoughtful debate, moves quickly from discovery to clear deliverables, and takes real ownership of direction and decisions. He’s highly collaborative and brings strong AI UX thinking around conversational flows, guardrails, and explainability.









