I’m fairly certain that the first few times I tried wet shaving and gave up it was due to using the wrong blades. I hesitate to say bad blades because it seems like they all have their fans. It’s a bit impossible to understand blade choice as a beginner.Also just in general, try using different blades if you don't like a razor. I swear the blade makes more of a difference than anything else in wetshaving. Thank god for blade testing multi-packs.
As for knowing right away, I agree that it’s more of a learned skill or maybe conf. I’m too new to be sure after just one shave