The conversation you wish you could try again
Some conversations stay with you: an introduction that stalled, a thought left unsaid or a reply rewritten until it was never sent.
Quippy gives people somewhere to practise those moments. Users run short conversations by voice or text, get feedback on specific lines and work through a curriculum adapted to their goals. [1]
The app is built for people who want more confidence in everyday social situations, from starting a conversation to reconnecting with a friend. [1][2]
A scenario, a replay and another attempt
Quippy begins with the conversations a person finds difficult. Its program breaks those goals into units and lessons, with scenarios that establish who the user is speaking to and what they want to accomplish. [1]
The user takes their side of the conversation. Quippy responds and gives feedback on the wording, including where a line weakened the message and how it could be clearer. [1]
After the practice, Quippy turns a specific weak spot into a focused drill. Later scenarios build on those patterns, so the next session follows from what the person actually struggled with. [1][3]
The sessions are meant to fit into a daily routine. Voice practice adds the experience of saying the words aloud; text gives users another way to rehearse. [1]
Practising the moment before it happens
Consider someone whose colleague takes credit for their idea in a meeting. They know they want to speak up, but their first response is to stay quiet.
In Quippy, that person can rehearse a similar scene, try a response and review the wording. A follow-up drill can focus on expressing the point without abandoning it halfway through. [1]
The same practice model applies to sending an invitation, following up after meeting someone or giving an honest answer in a difficult conversation. Quippy organises those moments into skills that users can return to. [1]
The goal is to carry a practised response into an actual conversation. Quippy is a practice tool, not a replacement for therapy or clinical care. [1]
Why Jonathan Li built it
Founder Jonathan Li built Quippy around a personal experience: reaching adulthood feeling that he had missed years of social practice. He began treating the gap as a skill he could work on through repeated attempts. [2]
That experience shapes the product. Quippy pairs realistic scenes with a structured program, giving users a way to practise regularly and see what to work on next. [1][2]
Jonathan previously worked on product at Duolingo and led product at Luvu. Quippy joined Y Combinator’s Fall 2026 batch. [3]
His aim is to make deliberate practice available for the conversations that people are usually expected to learn as they go. [2]
Where Quippy ranks
A ranked comparison is not yet available for Quippy.
The bigger picture
Quippy brings structure to an everyday ambition: having the words when a conversation matters. [1][2]
A short rehearsal, specific feedback and another attempt give that ambition a place in the day. The next step happens with another person. [1]
Written by SOTA2 from Quippy’s public materials. Customer experiences and product plans are reported by Quippy.