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There are van taxis that do this in third world countries, they're not terrible. Faster than a bus line and cheaper than a regular taxi. I think if pooling was more of a norm and people were a bit less time sensitive it'd work great here with the support of an app.
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We should just prioritize consistent public transportation.
edit: if you're five minutes late at doing something you want to do, you may have wasted five minutes, or you more likely haven't wasted any time, because you spent that five minutes doing something else that you wanted to do.
If you're five minutes late meeting someone, you're far more likely to have wasted their five minutes, unless they can shift other small tasks around to fill those five minutes.
It adds up to a lot of lost time spent waiting and uncomfortable.