Quippy (YC F26) is a daily practice room for the conversations people dread. You pick a real situation, like disagreeing with your manager or starting a conversation at a party, rehearse it with a realistic scene partner by voice or text, and get honest, line-by-line feedback on what landed. The app is live on the App Store.

Every practice session in Quippy is a small scene: a situation, a partner with a personality, and feedback at the end. You will write and shape those scenes, and decide what good feedback sounds like.

What you will work on

Write practice scenarios drawn from real life, like asking for a raise or making a new friend

Create scene partners with distinct voices who react like real people

Shape the feedback so it is honest, specific, and easy to act on

Test scenes with users and rewrite what does not land

You might be a fit if

You write dialogue that sounds like people actually talk

You come from theater, improv, games, screenwriting, coaching, or teaching, or you have writing to show

You notice the small moves that change how a conversation goes

You like editing your own work as much as writing it

Why join now

A founding role with shares in the company

You work directly with Jonathan, the founder

What you build reaches real users within days

A small team in San Francisco, backed by Y Combinator

Full-time. San Francisco preferred, remote work possible. Competitive salary and stock in the company.