This just popped into my head after a similar question came up with a coworker…
Back a few decades ago I worked in Kendall Square in Cambridge, MA. My office window looked out towards another building about 15 feet away, and for some reason our floors were about 8 feet higher than the other building. So we could look down into the offices across the way.
The person in the office I could see into had his desk set up so that his back was to the window and he faced his office door. This gave me and my coworkers a clear view of his computer screen over his shoulder. He played Microsoft solitaire constantly, except when somebody walked in. He would very quickly close it so he wouldn’t get caught.
My coworkers and I actually tried to figure out his phone number, but never did. We wanted to call him up and tell him he should have played the red 9 on the black 10…
I was having lunch in the break room on the 23rd floor, vaguely watching the world go by. Two blocks away, a car drove up to the top level of a parking garage, a bunch of guys got out, and cut through the chain link fence separating the garage building from the roof of the building next door. “Well, that’s unusual behaviour “, I thought, and kept watching. When they moved over to that roof and started to break in to the rooftop door, I realised that it was the bank down the street. Called the cops and gave them a running commentary. Eventually when they showed up I got to see the tussle between the cops and the bad guys on the roof. Felt like a tv show.
Not from my office window per se, but on my way into work I saw the second plane hit the World Trade Center. That was weird and messed me up for a bit.
The weirdest one was probably back in March/April of 2020 when we were in a total covid lockdown, and an ice cream truck - completely alone on the street and the only vehicle seen for days - slowly drove by while playing Christmas music. That was some Twilight Zone shit.