At LAS Approach, we have some AWESOME controllers who know exactly when and where I switch my radio over, exactly where I turn, and know which traffic will be a conflict for the jump run five minutes before I'm there.
The one day last week I had a trainee with trainer situation which was fun, because he said "jump approved" when I was 10 miles away.
Or I think it was today... a lady asked me "Where exactly is the jump zone relative to you?" (Remember we do this at least 3 times EVERY day)
And then told me to hold the jump for a plane that was crossing the jump zone...I circled over the drop zone long wnough to drop 30 jumpers before I even saw that guy, and they could have just turned them 10 degrees or something.
One of these was the one who mistook "One Zero, Ten Thousand" for "11,000"