Crew I'm on got hired to knock down a one lane county bridge over a creek, and I got to run the machine for most of it. First thing I learned is you never take a span out from the middle. You start at the far abutment and work your way back toward the bank you're parked on, so the deck under your tracks stays solid the whole time.
Even then it got sketchy once. We were breaking the second to last section when the rebar let go sooner than the boss figured it would. Whole chunk dropped into the creek with a crack I felt through the cab. Nobody hurt, machine was still on solid ground, but it woke everybody up. After that we cut the deck into smaller pieces instead of trying to drop big slabs in one go.
The other thing that surprised me was how much the deck flexes while you're hitting it. Sitting in the cab you can feel the whole span bounce under your tracks with every swing. I kept one track up on the approach slab the entire time just for my own peace of mind.
Cleanup took two more days than the actual demolition. Still picking concrete dust out of the cab a week later.