[LS short box]

I don't know of any "classic" car insurance company that will insure a classic as your only daily driver. Don't know if this would work but talk to maybe State Farm and pay for some level of agreed value like it's regular car insurance. What do you figure your truck is worth?
Maybe you could get a beater and insure it for liability only it so it could be your daily driver and claim it as your primary vehicle.
The tuff thing is still going to be secured storage.