Question about skating

Okay so I'm a Warlock main and I really enjoy movement tech. It makes the game a lot more fun imo.

I already know how to skate, but whenever I try to do it from a stationary position I always fuck it up. I can hit it nearly 100% of the time if I'm walking or running up to the ledge at the same time, but not if I'm standing still at the ledge. Most of the time this is fine and doesnt cause issues, but if I want to skate off of a small surface it makes it pretty difficult for me.

Anyone know if I'm doing something wrong? I don't know if the timing is different or if I just have a misunderstanding of how it works. I usually use guillotine, but I still had this problem occasionally back when I was using the dares sword before Into the Light.