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> rarely speak with the drivers because it feels so awkward and strange

If you decide to not do something just because it feels strange, you will limit your growth in many ways.

Everything you haven't done very often feels strange.

Step out of your so-called comfort zone, make that a habit.

Entirely fair criticism and I am aware that the isolation I am in is self imposed, at least to a degree! Thank you.

I am reasonably good at pushing myself at other things, like my career or learning new things. I just need to take that step with my social anxiety as well.

Is there a form of exercise you enjoy? Even walking is fine. Put on a podcast and go for a stroll (longer the better). Then afterwards, use the momentum and sense of accomplishment to push yourself to try something "strange" or out of your comfort zone. I think with Uber/Lyft drivers, I agree that the conversation in the car is very fleeting, so it's important to invest and try to build new relationships that will be more long-lasting (e.g. like a sports club, board games group, book groups, etc).

You do have to be careful with this, There are plenty of things that feel awkward or strange for good reasons.

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