To answer your original question OP, I would first research places to park it near where you work. Once you find a place you think will work, find a couple backup places in case that place ends up not working out. Santa Rosa area is expensive, you may find lot rent + utilities to not be all that much less than an apartment and/or your fellow full timers that are parked there permanently are less than ideal neighbors.
Then, think long and hard about what size trailer you'd be comfortable living in. You will have more choices while traveling if you have a trailer less than 40'. Then, before making your final trailer purchase, decide on a truck. You'll want the truck and trailer purchase to happen pretty close together as your credit will get dinged once the new big loans hit your credit report.
I of course am partial to Fords (see my signature), and you are correct that the resale on a newer used one is still crazy high. We traded in a 2015 with low miles (13,000ish, super well maintained) for the 2017 we have now and the dealer resold it for nearly $60,000. Paid just over 60 for the 2017, got an unusually good deal on it.