The only semi-crazy part about your plan is LA to SF. Lots of comments here, on crazyguyonabike.org, and adventurecycling.net regarding the prevailing winds that blow south along the coast and that you are on the inland side of the highway where the views are not as great and the shoulder seems narrower. Also not sure why having unpaid motor vehicle tickets in a state would prevent you from biking through. I've never had a cop stop me on a bike tour.