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Buenchico - Thank you for answering! Although know very little about insurance, I would imagine that because these cars aren't particularly unique, their insurance cost would be low? Especially for the Buick, it's probably the most boring car on the list. I do know that Teenagers pay the most for insurance, but I can't see the cost being much higher than the corolla I mentioned in the question, again, especially for the Electra. And now to answer the others questions! I have not considered a Fiat, probably because I would be pestered about it until my death. I certainly could see myself driving one if my classic car idea goes down the tubes though! I do intend to be driving this car daily, save for cold, snowy winter days (such as today where I am). I do have time, money, and a fair bit of basic mechanical knowledge so I could fix certain things. Fixing also won't be too big of a deal if I do it because older cars are easier to work on (at least from what I've heard.) And for you, Maggie - I think the currency you're thinking of is the Pound (probably because this is a UK site). But I am Canadian, so what for me is 5k for you is 8.2k. I also will be paying a minimum of 20% of the car's price. I hope I have done a decent job responding, this is actually my 1st time asking a question on a site like this. My sincere apologies for this being a really long winded response, I'm awful at making things short. But anyways, I hope you all have a fantastic day! Thank you dearly for answering my Question :)