Meet Matt:

 Wait, that's Matt's butt.

Here's Matt:

 Matt like to climb.
But Matt suffers from a problem. His feet sweat. This is what happens when you are climbing and your feet sweat.

 So Matt did not climb to the top of the castle and win $20. Poor Matt.

The Dormouse loves Matt.

 So at least he's inspired a new generation of climbers.
For those of you wondering, I did not let The Caterpillar attempt this wall. Though I believe she would have tried.