About WinOver

The Problem

Sales teams spend thousands on competitive intelligence — battlecards, win/loss analysis, CI platforms — but reps use that intel on fewer than 15% of competitive calls. The gap isn't information. It's practice.

Manager roleplay doesn't scale. Generic AI roleplay tools ignore your competitive landscape. And reading a PDF before a call isn't the same as handling a tough objection under pressure, in real time, when the deal is on the line.

What WinOver Does

Upload a competitive battlecard and WinOver generates a voice-based AI opponent trained on that specific competitor — their positioning, objections, pricing plays, and trap questions. Reps practice by voice, 24/7, in private 15-minute sessions. No scheduling, no awkward manager roleplay, no generic scenarios.

After each session, a readiness scorecard shows exactly what the rep handled well, where they froze, and what to practice next. Enablement leaders get per-rep, per-competitor readiness scores across the entire team — so they know who's ready before the next competitive deal, not after they lose it.

Founder

WinOver is built by Dennis Wu. With over a decade in B2B sales technology — spanning conversation intelligence, revenue operations, and sales enablement — Dennis watched the same pattern play out again and again: great competitive intel built by product marketing, ignored by the field.

WinOver exists to close that gap. Not with more content, but with practice — turning the battlecards teams already have into the muscle memory reps need to win.

Mission

Making competitive readiness measurable. Every rep, every competitor, every deal — scored, tracked, and improved over time.

Based In

Palo Alto, California.