What was your most frustrating "simple" errand this year?

I’ve been reading a lot of threads here about pharmacies, Medicare letters, rides to appointments and finding help at home. Many of the errands that should be simple end up taking a whole day. I’d love to hear your stories. Think about the last time something like this happened to you or someone you help. What was it, what did you try first, and what finally worked (or didn’t)?