I definitely suggest splitting the US up into 2 trips...I think you'd need a full month to see the entire US and still manage to enjoy yourselves along the way. Heck, think about it - you could see 10 major cities at 3 days apiece and still blow a whole month (I'm not a city girl, but you SHOULD spend 3 days apiece in places like San Diego, New York, Washington, etc.
What if you did one trip in the spring/fall for the "warm places", basically all the non-mountain places, LOL. THen you could do the mountain stuff and the pacific NW in the summer (when you certainly don't want to go to florida unless you plan to stay in a bathing suit the whole time!).
Sounds like a really awesome trip though - can't wait to hear whta you guys decide!
ALso - just have to ask - you're planning to drive all around the US with a TODDLER?