Can I repeat the clock tower jumping puzzle on a different character for more loot?
Solution 1:
You will receive another pair of the Mad King's Slippers, a Spooky Skeleton Tonic, and a Spooky Ghost Tonic if you do the puzzle on another character (the same as the first time). The shoes for the first run on any character will be the appropriate armor type for them.
However, as you noted, you can only receive these once on a single character. All subsequent runs on the same character will reward Trick-or-Treat Bags.