Well, we pay Allstate 182.00 a month for coverage on 3 cars which has our home morgage. Those cars are 2000 prelude, 2010 Maxima & 2011 370Z. I also own a 1966 SS396 Chevelle that I take to 2-3 car shows a year. It is insured sperately under Hagerty.
I am 54 and have enjoyed all cars my entire life. I guess I have have the best of both worlds. I can drive a new 370Z or cruiz my classic 66 big block hanging out with others enjoying classics on the summer weekends.
As far has who gets financial help etc. I only care about what I have done in my life finacially. I took it upon myself to work and pay for everything on my own. It was a personal choice and decision that gave me personal satisfaction. cheers!