Personally it’s crossing the freeway where I live. My city has about 100,000 people but only six roads cross the freeway, with three more wayyy on the outskirts that are basically detours. There are also only a few pedestrian bridges that cross it, and zero pedestrian tunnels. The way our freeway works is it goes around downtown with the ocean to the south and west, so people live on the outside of the freeway and then commute inwards. This means insane bottlenecks with miles of cars in both directions trying to get to the other side. It doesn’t help that our four freeway entrances are also at some of these tunnels / bridges, which means people who need to get on or off the freeway are also present. In general it’s a shitshow and I’d really like to see a few more bypasses to prevent this congestion in the future.
There’s glass everywhere. In a few places, there’s street sweeping, but mostly not. So unless you want to go vacuum/sweep up every bike lane you use (which I’ve seriously considered), bike tires really don’t last very long.
Armadillo tires were the best investment I ever made in my bike. I also live in a place that, where there even are bike lanes, they’re often full of debris. Spending a bit more on tires ends up saving you so much in innertubes.
I’ve also seen wire mesh type tires for road bikes that look really promising, though I’ve never tried them.