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Computerly challenged 

Describes people who are above the level of computer illiterate, but still have problems grasping basic functionality on a PC.
You have to unzip the file before you can open it! Oh my god mom, you're so computerly challenged.

Win-Challenged 

Teacher: “Where is Nick?”
Nick’s Sister: “He missed the bus this morning.”
Teacher: “That gut-bucket probably spent twenty minutes just trying to tie his shoe laces. What a win-challenged excuse for lumpy lard that kid is."

comically challenged 

having hilariously below average iq
Johnny-boy is a very comically challenged individual

Ethnically Challenged 

When a person is having trouble in different areas of life due to their ethnicity.
Yes my penis happens to be small but it's not my fault, i'm just ethnically challenged.

common-sensically challenged 

The lack or absence there of common sense or logic; allowing the development of stupidity, idiocy, and personification of utter ignorance.
Jim is common-sensically challenged, this was evident to his friends and family after he tried kissing a wild grizzly bear naked.