I think we're on the right track, now! Tried to make him look "older" than in my last sketches. It loses a bit of the comical look for him that I had in my head, but that's not really working out anyway (he'd have to be a very small dog for those proportions to work!)
I like this design, but not necessarily this pose, so now the next step is sketching him in a pose I like! This one just kind of...happened. I didn't have time for warm-up sketches tonight. Hell, I shouldn't even have done this...ugh. But in a way, I'm glad I did.