I'm reminded of an old Adams Family show. Gomez (the father of the family) has been trying a lot of stunts, and he keeps succeeding, until he realizes the only thing he has not yet accomplish is to fail at what he tries. So he tries being shot out of a cannon and ricocheting off various buildings in town.
"But darling, that's what you do every Thursday."
"Ah but today I'll be knitting a sweater while I ricochet! And everybody knows I can't knit."
*later*
"So darling, did you succeed at failing?"
"Want a sweater?"
At the end of the show he realizes he failed at failing, which made him successful at failing... or something. He tried to fail but he couldn't, so his objective of failing at failing was successful. Or it was a failure. Or something.