Updated Mar, 27th 2013
Thanks to everyone for the feedback. I'm still having a hard time working with the 'i'm' and 'so', and feel like I can devote as much time to finalizing this as I'd like. Rather than rush to vectorize something I kind of hate, I'm going to leave it for now until a later date. I appreciate all the comments thus far, though! Thank you!
Here are 2 rough sketch ideas. I didn't take them too much to final stage because I'm not sure which I want to go with just yet. I'm leaning more towards #2. Or maybe a mix of them.
They got a bit smeary where I was shading.