The Conversation Gym: Practice the Talks You've Been Avoiding

Live virtual sessions where you rehearse real conversations — salary negotiations, tough feedback, awkward asks — with a professional improv coach in your corner.

You know the conversation. You've written the script in your head a hundred times — in the shower, in the car, at 2 a.m. staring at the ceiling. The problem: the other person never says what you expect. Scripts fall apart in the first thirty seconds. Reps fix that.

How a session works:

• Warm up — short improv-based exercises to get you out of your head and into the moment
• Get your reps — bring the conversation you're dreading (or pick from the scenario menu) and role-play it live with a coach who plays the other side realistically
• Get coached — immediate, specific feedback, then run it again. The second rep is always better.
• Walk out ready — leave with a game plan and the calm that comes from having already survived the conversation once

Conversations people train here: salary & raise negotiations · letting an employee go · giving critical feedback · setting boundaries · awkward asks · interviews & high-stakes pitches. Don't see yours? Bring it.

Your coach: Jared Todd Littlejohn is a Boston-based actor, improviser, and communication coach with 20+ years of experience performing and teaching improvisation. Founder of MFImprov and Improv with Jared, he has coached 500+ students in the skills that make improvisers unshakeable: deep listening, reading the room, and staying present under pressure. Warm, direct, judgment-free — you will laugh, and you will walk in ready.

Sessions are capped at 6 people so everyone gets reps. Everything shared in session stays in session. Meeting link sent before class.