Originally posted by juggerman
Darhk should win easily. He was trained by the LoA while Rory is kinda just a brute
Now with that being said, the shows tend to downplay Darhk and Merlyn to make the heroes look good
Except Rory was also trained as a Time Master assassin, and has shown his combat skill against Sara, who is also LoA, a group of ninjas, other Temporal Assassins, as well as Vandal Savage. He's also tooled people like Snart who, while not in the very top tier, has still been shown to be a very capable fighter. Rory just acts like a brute but, by feats, he is one of the best fighters in the CW DC-verse.
In the second last episode, Mick and brainwashed Sara again basically stalemated in their brief scuffle. She came at him with swords, he disarmed her, she kicked him twice. They separated. Then she tried to slam his head into a desk, which he blocked, and got her in a headlock, which she broke out of. And then she got zapped and her memories returned. And they've fought and stalemated before.
This should actually be a good fight IMO. Sara and Rory have been portrayed as being very close in H2H. And so has Sara and Damien.