Conversation Designer
quippyMillbrae (CA)
About the role
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 onWrite 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 onTest scenes with users and rewrite what does not land You might be a fit ifYou 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 itWhy 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.
Before you apply
Applying takes about a minute. These four things decide how fast it moves after that.
Your profile is current
It's what we read first. Occupations, seniority and locations matter more than a long history.
Two examples you can talk through
Not a portfolio — just two pieces of work where you can explain the decisions and what you'd change.
A number in mind
What you're on now and what would make you move. We negotiate better when we know both.
Your notice period
Employers plan around it, and it's the question that stalls offers most often.
Once you apply, someone reads it and calls you before anything reaches the employer — usually within two working days.