Hi, here is my initial entry for your consideration. I've put Red into a speech bubble formed off the swirl of the S in Said. I'm happy to revise with feedback. Many thanks!
First of all, thank you, Lindsey! Here are Red's thoughts: "I don't love the font but I don't hate the font either. Maybe it needs to be a bit more Web 2.0." Colors are a little too bright. Red should be less orangey-more of a blue-red. And I'm not sure about the green. I was hesitant about that part before I saw your design -- you're helping me decide.
I don't want the face to be just round. I want more hair and less face -- and face slimmer. And not crazy about the lips. I would love big hipster glasses.
Stuff I like: The headphones are really simple. I like the speech bubble. Maybe with a font that feels a bit more contemporary, it would work better. I do like that the font is a bit quirky. Overall -- you are getting close. I really appreciate your efforts and talent.