WINS: 0-1 Sales Coaching Platform

This case study shows the client problem, what we built, and the result. It explains how we turned expert knowledge into a working AI product.

From tacit coaching to a production-ready AI platform in 13 weeks.

Max Berry - TracyChat — Oct 2025

James Rores had 30+ years of enterprise sales methodology but no way to scale beyond 1:1 coaching. Reps needed ongoing support between sessions, safe practice environments, and objective feedback on real calls.

We built WINS around four integrated systems: an always-on AI coach with threaded memory and contextual call injection, a call analysis pipeline with transcription, diarization, and framework scoring, a Gametime simulator for live buyer persona roleplay, and analytics that track longitudinal rep performance.

James chose TracyChat after seeing our prior work on AI counseling agents that supported 400+ sobriety outcomes. He needed a team that could extract deep tacit coaching knowledge and build systems that coach humans, not just automate tasks.

WINS opened a new AI market for James, scaling his methodology from a handful of 1:1 clients to entire sales orgs, with MVP delivery in 13 weeks.

Reps now practice without risk, receive consistent performance scoring, and access coaching when they need it rather than waiting for scheduled sessions.

Next: Cogent World