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.

People come to Quippy with conversations that matter to them. You will be the first person they hear from when they need help, and you will build the community where they share what worked.

What you will work on

Answer users with care and speed, and turn what they tell you into product changes

Build and run the Quippy community, online and in person

Find the stories of people who got better, and share them

Write the help articles and messages that keep people moving

You might be a fit if

You have built or looked after a community people cared about

You write warm, clear replies, even to someone who is upset

You spot patterns in feedback and push for fixes

You enjoy people, and they tend to open up to you

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.