EDIT: prompt caching behavior -did- change! 1hr -> 5min on March 6th. I'm not sure how starting a fresh session fixes it, as it's just rebuilding everything. Why even make this available?
It feels like the rules changed and the attitude from Anth is "aw I'm sorry you didn't know that you're supposed to do that." The whole point of CC is to let it run unattended; why would you build around the behavior of watching it like a hawk to prevent the cache from expiring?