You can get boots with reinforced insoles made specifically for climbing. You'd better have 'em for a job like that! Also, some harnesses have a seat built in to them - so you can sit while working or taking a break.
Yup. I don't climb high stuff, so my stiff shank hiking boots work fine. For a quick look/see what's wrong or running a 50 ohm load up to test a cable, regular heavy shoes work ok.
And, yup... my harness has the seat strap. It's like a mini hammock for your butt.
The only downside to that thing is that once you get hooked up that way, the view and the break can become more interesting than finishing whatever you went up to do.
Like flying, you have to know how long things are going to take and keep moving.
Especially around here where it's common to be chased off the tower by afternoon thunderstorms, we're often pressed for time. I don't like climbing at the crack of dawn because the tower usually has condensation on it. Slippery as hell.
Most of our sites are reasonably close drives so you can get started rigging early enough (8AM-9AM) to be down by 1-2PM in the summer.
We consider it bonus time if we can hang out and finish up until 4-5PM.
On the mountain tops, wind is often our nemesis. Starting a nut on a bracket in 30-40 MPH wind can be a real chore. If its cold, taking the mechanics gloves off for that sucks.
Like flying there's also a fatigue issue. If you're tired, it really is time to come off the structure.