Charlie has always made me laugh in that opener. I kinda think he's screwing with them and playing around with being a Black Dude Posting Bond...but he wants to get his miles, dammit!
Yeah, I don't see Josh as ever taking the lead in big relationship stuff. Amy would've been the one to bring up moving in together.
I feel guilty about not being particularly impressed with Martha either, she's too contrived as the voice of Bartlet's guilt/discomfort at his CIC role. The other family members I do find sympathetic, but she doesn't work for me. She's a smart lady! Who's SHOCKED AND APPALLED that there's armed security in the West Wing, doesn't know that there are televisions in Africa, and is Righteously Indignant that the CoS doesn't hand out military strategic details to anyone who asks!
SAM AND TOBY MAN-LOVE. TRUE BROMANCE. Awwww, his little puppy-dog face, he was really keeping hope alive there.
I wonder if Sam's first big flame-out is deliberately situated with Amy's umpteenth flame-out ending up with her in the East Wing? Don't worry, kids, he'll be fine! Particularly as Toby is setting him up to lose in a way that lays the framework for Sam conceivably being elected a CA senator someday.