I maxed out my stats, so why am I still a loser?

Ashner has no job, no girlfriend, and no good luck on his side. Until one drunken night, he finds a door to another world. And discovers monsters drop real gold. Not to mention a leveling system that's more detailed orientated than he hoped for. With a tool that can bring him money beyond his wildest dreams. He decides to get as much as he can. He'll find a way to use both worlds to obtain wealth, women and status. But even with all that, why does his life always take the same unlucky turns?