There has been a couple of times where I have seen him try set up Oates by attracting 2 defenders, most times don't work out though due to a multitude of factors like space left to get out the ball, Oates not being in the best position to get the ball and Herbie choosing to just go for it at the last second, but it's a little simple to just say he is a centre so he has the same ability as the other side to do the same.
No doubt Staggs is far superior in this regard because it's his best skill because of his lethal fend which gives him more opportunity's but when you have Gamble(who is our best Half at running and passing directly at the line) and backrowers like Riki and Robati giving him good ball because they have much better offload and ball ability then Glenn he will get more.
When was the last time Glenn gave him good ball? If anything Herbie has been the one to give Glenn good ball rather then how it should be going wide, and this is why I say we are just shit at moving the ball to the Left, I think this will improve next year once Glenn is gone and we go with either Capewell, Riki or Robati there but also Gamble will likely be on that side as well next season.
As it is right now I just don't think he has the ability to show anything with how we play right now, we are low on the table for a reason because we are far too one sided in attack and our options are limited, the rare times that Herbie gets space he does very well and is able to break a few tackles and get the ball out but it's rare because he doesn't get good ball in most games.
I still think he is a better winger though because he will be worth alot of points with his Speed, Size and agility but he has been given a tough Job to do anything on the Left.