I think we literally have those agents today, albeit implemented in meat rather than silicon. Any particular reason you elect not to use the free-to-you travel agent? Generally they are the same or less expensive and able to work in your best interests.

Are their incentives totally aligned? I'd assume they'd want to get through bookings as quickly as possible to maximize earnings?

Travel agents duh. Reminds me of the classic silicon valley startup trope that most tech bro’s are basically trying to pitch a product that replaces their mother.