TailorTrip
A travel planner that designs the trip around how you actually like to travel.
A designed-but-not-built concept. Included here honestly — to show how I frame a product before committing engineering, not to claim something that ships.
“This one is a concept, not a product. It's here because how you think before you build is itself a PM skill worth showing.”
The problem worth solving
Itinerary tools optimize the wrong variable.
Most AI travel tools optimize for coverage — see the most things. Experienced travelers optimize for fit — the right pace, the right density, the trip that matches how they actually like to move through a place. A planner that ignores taste produces an itinerary nobody follows by day two.
TailorTrip's premise is that the planner's real job is eliciting and respecting preference, not retrieving attractions. The hard product question is how to learn taste fast without a tedious questionnaire.
If I built it
The riskiest assumptions I'd test first
- Can we infer travel taste from 3–4 light signals instead of a long quiz? (Biggest risk — test with a Wizard-of-Oz planner.)
- Do people trust an AI-built itinerary enough to actually book from it?
- Is 'fit' a strong enough wedge against incumbents that already own discovery?
Why it's still a concept
Honest call
I haven't built it. The riskiest assumption — that taste can be inferred cheaply — isn't validated, and I'd want a Wizard-of-Oz test before writing code. Shipping the honesty here matters more than padding a portfolio.