Guardian Vs Cassandra Cain

vs

Cassandra, solidly. While Harper's clone body is somewhat enhanced, it's not enough to handle her skillz.

Cass wins, with ease.

What about the SHIELD!? Can she work around it? He can also fly on it.

Well, it's a weapon, but it still goes where he directs it, so she can read how he'll use it. I don't think it's enough to tip the tide.