Ramblings and Ruminations

When your coworker is your Uber driver

This happened to a coworker, not me, but now I’m paranoid it will. She told me that over the weekend she and her roommate got in an Uber to get to a bar, and the driver was our other coworker. I have nothing against side hustles/second jobs (I work one myself, as a bartender at a theater), but of all the people we work with (we’re standard office workers at a large employer in our city) I would not have expected this specific person to take up Uber driving for extra cash.

So, WWYD? My coworker said she was pretty silent the entire time but did acknowledge/greet our coworker/driver. I wouldn’t know how to act, especially if I was coming home after a night out and not sober, or with a date, or just having a bad day.

This doesn’t need to be a big deal! You’d treat the coworker like you would if the driver were anyone else you knew — meaning, greet them warmly, ask how they’re doing, and, if you’re up to it, make pleasant conversation during the drive. It’s no different than your own second job, or than if you ran into them on, say, a subway. I know the power dynamics might feel a little weird — you are now paying them to provide you with a service — but treat it like you would any other unexpected public encounter with someone you know from work, and it doesn’t need to be awkward at all.

If you weren’t in a frame of mind where you could easily carry on a warm conversation (whether from a bad day or whatever else), you could say, “I hope you don’t mind, I’m exhausted and was planning to just rest my eyes during the drive.” That’s probably a good strategy if you aren’t sober as well, to avoid lowered inhibitions leading you to say anything you normally wouldn’t.