Climbing Social Event Failure

I had this issue, and had to bail on several excursions because if you don't do that it's either difficult or impossible to get gold and I wanted gold. I had another bug later on too where my sim was supposed to eat something and it didn't register, then finally just before the clock expired it registered but I was still at the bottom of the wall eating and stuffed to the brim trying to get it to acknowledge that part lol.

It can be really buggy but at someone else mentioned, if you start a conversation first you should then be able to get 'check readiness' to work.