Quippy lets you rehearse the conversation before you have it.
Pushing back on a boss. A first date. Short practice scenarios, line-by-line feedback on what landed and what backfired, and the app turns your weak spots into drills. Then you do it again tomorrow, and it gets sharper each round because it's learning what you specifically keep getting wrong.
Jonathan Li built the whole thing solo, and he's in the current Fall YC batch.
His bet is on the habit, more so than the content. You can build a genuinely good curriculum for almost any skill and watch it go unused, because the bottleneck was never whether the lessons work. It's whether anyone opens the app on a Tuesday when nothing is forcing them to. Small consistent practice beats heroic bursts, and the heroic burst is what most products accidentally optimize for.
So Quippy is built like a game, not a course.
Consumer is a thin slice of his incoming batch. He thinks value has to trickle down to the consumer eventually, and he'd rather be early.
🎙️ Jonathan Li,
Founder & CEO, Quippy on Fondo START w/ Guest Host, @gracegongGG, Founder, Smart Venture Media
01:15 Two and a half years as a PM at Duolingo
01:50 Leaving, a seven-month detour, and starting Quippy
02:45 Duolingo-inspired gamification applied to social skills
05:40 Why building a skill is a habit problem
05:55 How Quippy builds a personalized curriculum
06:50 Dating and work: where people actually use it
08:30 Two months heads down as a solo founder
10:15 Why consumer distribution comes down to volume of experiments