Crossword Genius

Help one cover obstacle (8)

Ross

I believe the answer is:

handicap

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This might be a double definition.

'help one cover' is the first definition.
The definition and answer can be both human attributes as well as being singular nouns.
Maybe you can see a link between them that I don't see?

'obstacle' is the second definition.
(thesaurus)

Can you help me to learn more?

(Other definitions for handicap that I've seen before include "hamper" , "golfer's measure of skill" , "Grand National for example" , "liability" , "Circumstance that makes success difficult" .)

I've seen this clue in The Telegraph.
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