Need Advice for Phili to San Luis Obispo road trip

[swimry]

Hi all. I'm possibly planning a trip at the end of august from Philadelphia Pa, to San Luis Obispo Ca. I will be sharing the driving with my Dad so I figure we'll probably be able to drive at least 12 hours a day. I'm down to sleep in the car and try to go closer to 15 hours a day but my dad is probably about 50, (I'm 20) so I don't think he could handle that schedule for more than a day. Any advice or insight on how long this should take? Also the current route given by google maps takes me (roughly) from phili to St. Louis, then through Oklahoma, Texas blah blah pretty much a straight line to SLO, so any good stuff to see along the way? Also does anyone know how much it costs to ship stuff coast to coast? Because I'm not sure if I should just leave/sell my stuff (tv, speakers, kitchen stuff...) or just leave it and buy more when i get there.

Thanks in advance.

p.s. Any advice about places to eat would be great too because I LOVE experiencing local food. I would to know what the "phili cheesesteak" of other places is :).