Intimidating regarding a win in top grade (9)
I believe the answer is:
overawing
'intimidating' is the definition.
The definition and answer can be both to do with human feelings as well as being present participle verbs.
Perhaps you can see an association between them that I can't see?
'regarding a win in top grade' is the wordplay.
'regarding' becomes 'over' (over can mean regarding or about).
'win' becomes 'w' (abbreviation in sport).
'top' suggests taking the first letters (in a down clue, the first letter is top).
The first letter of 'grade' is 'g'.
'over'+'a'+'w'+'in'+'g'='OVERAWING'
Can you help me to learn more?
(Another definition for overawing that I've seen is " Terrifying".)