I think the idea was more: "too many" taxis hit the streets, and while they make a living wage, traffic doesn't move. In fact, as a taxi driver, with a time-based meter, traffic congestion may not decrease wages at all. Given the density of Manhattan, it wouldn't surprise me if there was more demand for taxis than the road system could support (I'm not saying that's true, I don't have the data, just that it's a third factor besides supply and demand).
Mmm, that's true. Even if it was just a list of countries, though, I don't think the flight info has to be more detailed than that; you're generally going to be flying into a city anyways, so it's not like knowing that someone likes hiking will help too much. I'd be happy to have someone find me a cheap flight to somewhere-in-south-america-really-I-don't-care-where-or-when.
May I suggest adding more flexible options? I often find myself wanting to plan a vacation but not knowing where or when I want to go - on traditional travel sites, this is a problem, because everything has to be run through an algorithm, but as a crowdsourcer, you might be able to get away with saying 'two week trip, sometime between August and November', and just give me good options.