Okay, so you're already in the know. You watch The Guild, My Drunk Kitchen, The Flog and all the other major web series. Here are some shows that I've recently become a HUGE fan of:
The Lizzie Bennett Diaries: Pride and Prejudice in a vlog format. I'm late to this one, because I'm an ultra P&P fan who's touchy about what people do with the book. But this is fantastic. Plus, they made Kitty Bennett into an actual cat and Anne de Bourgh into a lap dog!
My Gimpy Life: A LA actress in a wheelchair who shows us her life, dating issues and casting call disasters included. BONUS: Felicia Day shows up as an agoraphobic friend.
Husbands: Gay marriage is finally made legal (everywhere), and a couple gets drunk married in Vegas. The problem is they're famous and everyone is pressuring them to stay married for the cause. One guy is an actor, one's a baseball player. It starts ridiculous and ends up sweet.
SoulPancake is Rainn Wilson's channel, and it has a great unconnected series called The Flipside. It's little narrative episodes about big questions like "Who are you really?" and "Why pray?"