Your razor's edge is fubar. It has a rolled edge, wasn't properly stropped, you could have used a bad angle and damaged the edge, or wasn't properly honed. Stop what you are doing as your straight should slide through whiskers like a safety razor. Just because someone calls themselves a professional doesn't mean they are turning out perfect shaving blades. I've seen many knife guys call themselves pro's and their edges were horrible. A rolled edge happens, I've done it quite a few times. Lastly, if you aren't stropping on a proper strop your edge will make it through one or two shaves and it will be done.

My recommendation is to find a mentor near you. They don't have to be a badged mentor, just someone who has been at it a while. If you are near me (please fix your information so we can know where you are from) I will show you the ropes and hone that razor to where it needs to be.