Often · the startup that didn’t work
Often & Trippy
A travel startup from Mumbai. Trippy was its AI for travel hacking: what to book, when, and rebooking you if the price dropped.
The trips
Looking after real trips taught more than anything planned.
What I learned
In travel, whoever controls the supply, the hotels and the flights, wins. And people barely use a travel app, so it never becomes a habit, and word of mouth has to spread extremely fast.
We ran out of money. Hard lesson. But everything since has the sharing built into the thing itself.
- ~1,200trips powered
- 10–50%saved with the pre-booking cheatsheet
Recreated from public posts; the product has shut down.