Arena

Designed the AI coach that lets sales reps lose the deal before it matters.

I took Arena from an early concept to a working beta: an AI role-play experience that helps sales reps practice difficult conversations and receive specific, explainable coaching. The beta recorded more than 39 practice calls across 12 accounts without prompting from the team.

About

Sales reps often encounter critical objections for the first time during a real customer call. Arena began as a simple concept: use AI role-play to let reps rehearse those moments before a deal was at risk. There was no existing product, brief, design direction, or interaction model to build from. I owned the product and design decisions from zero. The experience needed to be easy enough that reps would practice before an upcoming call, structured enough to generate meaningful feedback, and transparent enough that they would trust the AI’s assessment. During the early beta, Arena recorded 39+ practice calls across 12 accounts without direct prompting from the team. That organic usage suggested the core loop: prepare, practice, understand, and retry. Was useful enough for reps to return to independently. The beta also established the product foundation for scaling scenarios, coaching standards, performance analysis, and AI-assisted management workflows.

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.

Luiz Lima

Luiz Lima

AI Team Lead @Clipboard Health

AI Team Lead @Clipboard Health

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