Should we say, A hassles with B or A hassles to B?
What is the right expression?
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Neither. Hassle can be a transitive verb, so you can just say A hassles B.
A hassles with B is grammatical:
hassle v.intr. To argue or fight: customers hassling with merchants over high prices. (AHD)
(though this example arguably uses 'hassling' adjectivally;
in 'the customers were hassling with merchants over high prices', hassling is indisputably verbal.)
But I'd guess the transitive usage is more common (but it does have a different shade of meaning).