AI-Powered Conversation Practice
The promotion you deserve. The pay you've earned. The client you need to manage. Rehearse high-stakes workplace conversations with an AI that pushes back like the real thing.
The Problem
The higher you go, the more your career turns on conversations — not competence. Knowing what to say is not the same as being able to say it under pressure, to a politically savvy manager, in real time.
"My manager said it was market conditions. Six weeks later I found out my peer got a 15% increase. I had no idea I could have pushed back."
Senior Manager, Technology Consulting
"I knew what I wanted to say. I'd practised it. The moment he pushed back once, I folded completely."
Director, Financial Services
"I kept waiting for my sponsor to advocate for me. Nobody told me I was supposed to be doing it myself."
Associate Partner, Big 4
How It Works
Select from 7 high-stakes workplace situations. Set the difficulty level — Foundation or Advanced.
Tell us who you're facing. Gender, seniority, personality type. The AI becomes that person.
Five turns of real roleplay. The AI pushes back, deflects, and challenges — just like the real thing.
Receive a personalised debrief using established executive frameworks. Track your growth over time.
Practice Scenarios
Push through vague timelines, ambiguous feedback, and managers who "see your potential" but won't act on it.
Beginner · AdvancedCounter low offers, benchmark your worth, and hold firm when they come back with "that's the budget."
Beginner · AdvancedInfluence senior stakeholders, gain buy-in, and navigate political dynamics with confidence.
Beginner · AdvancedReclaim ownership when your ideas are presented as someone else's — without burning the relationship.
Beginner · AdvancedDe-escalate, reset expectations, and hold your boundaries with clients who test every one of them.
Beginner · AdvancedCall out microaggressions, systemic patterns, and exclusion — professionally, powerfully, and safely.
Beginner · AdvancedDeliver hard truths to peers, direct reports, and seniors in ways that land — and that people can act on.
Beginner · AdvancedThe Experience
The AI flags mistakes in real time — when you're hedging, apologising unnecessarily, or missing an opening.
After each session, receive a structured analysis using frameworks from leading executive coaches — what worked, what didn't, and exactly how to improve.
Track your scores across sessions. See repeating patterns. Watch your confidence metrics grow over time.
Coaching Foundations
Every debrief draws on established executive coaching methodologies — not generic advice, but structured, evidence-based guidance.
Goal, Reality, Options, Will — structuring conversations for maximum clarity and forward momentum.
Marshall Rosenberg's framework for expressing needs and hearing others without blame or judgement.
The Centre for Creative Leadership's precision feedback model for high-stakes professional conversations.
Judith Glaser's neuroscience-based approach to building trust and navigating difficult dynamics.
Beta Programme
Join the Professional plan beta — 14 days free, full access. We'll personally review every application and send you a practice link if you're selected.
No payment required. No spam. Just practice.