I've had half a dozen shaves now with the Winning razor, I'm torn about it.
Its clearly a very well made razor, and I think its pretty wild that they're selling it for this price compared to other stainless razors. I like the machined finish, I'm not one for super polished stuff so I like the look of it. And again its crazy to me that the new Bullgoose machined razor was being sold for 4-5x the price of this with what is most certainly a razor that does not have the finishing quality this one does. But anyways...
The razor is a little on the heavy side, but not unwieldy. It does take a very steep shaving angle, which I find to be similar to the 'standard' Yates production razor, and it can take some getting used to. The suction effect that others mentioned is definitely there, and its interesting but not as pronounced with a thinner lather. With a thinner/wetter lather though, I do find that the handle gets a bit slippery. I know others didn't really seem to have that problem, and I don't all the time, but it does get a little slick at times without any knurling.
What I've found though is that even if it feels like its acting differently than other razors you might be more used to, it gives a really close shave. I do a daily 2-pass with some touch up, and I've been ending up with shaves that are much closer than I was expecting when reading about the specs of the razor. And its not coming with irritation or blade burn. So its very impressive in that way for sure.
I'm probably going to try a couple different blades in it to see how they perform, haven't gotten to that point yet.