Well Oppo. It’s a new year, and it won’t be a new me because I don’t change for shit. But I am rather cautious, some might say overly so. So, when I get a job, I need a car. And I do.

Now, I love my Cadillac. I’ve said enough about my Cadillac. But, I can’t act like I will own this thing forever. I need to understand that I may need to sell it, it may get wrecked, it may get stolen, something might happen to it. And it may happen this year, I hope it doesn’t but it may. So, I have ideas, the trouble is, I got too many ideas. I can’t decide what car to buy next, I sometimes wish to go older, other times I want something newer. I sometimes am content with another two door, other times, I want a four door. So, I’m just confused, so I need your help. I’m going to show you some cars I’ve been thinking about, I’ll list the pros and cons I can think of, and I’ll give you a chance to analyze and comment and share what you think might work.

2010-2013 Dodge Challenger: Pros: Big trunk, V8 Power, actually somewhat comfortable, pretty good rear seat room for a two door, pretty common. Cons: High insurance rates if I get a V8, gas mileage is “meh” at best (Though I won’t be stuck to premium), potential MOPAR “quality”.

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2005-2010 Chrysler 300C: Pros: Lots of interior space, relatively soft riding, easy to acquire, V8 Power, usable trunk. Cons: Mid-2000s era Chrysler, gas might be an issue.

2006-2011 Cadillac DTS: Pros: Last Big passenger Cadillac, last soft-riding Cadillac, loads of interior space, loads of trunk space, Northstar has been improved to be reliable enough, can be easy to find. Cons: Really big car (problem in California where the parking spaces suck ass), thirsty car, not sure how reliable the Magna-ride system is.

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First Generation Lincoln Town Car/Mercury Grand Marquis: Pros: Smooth ride, lots of space, old, built like a tank, very little maintenance required, can be had for cheap. Cons: Worse Gas mileage than before, would be a challenge to park, fantastically slow.

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1987-89 Cadillac Brougham: Pros: Same as the Town Car, plus its a Cadillac. Cons: Same as the Town Car, plus its a late 80s Cadillac

1995-1997 Lincoln Town Car: Big space, big trunk, nice ride, indestructible nature, more modern than the first gen with better mileage to boot. Cons: Low mileage examples are ridiculously hard to find, not to sure how stable the air ride system is, people might mistake me for a taxi.

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1992-1994 Mercury Grand Marquis: Pros: Same as the Lincoln Town Car. Cons: Same as the Town Car

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1993-1996 Cadillac Fleetwood: Pros: Reliable, smooth riding, lots of interior space, big trunk, LT1 motor is reliable enough, can be found for reasonably cheap. Cons: Still a big car, still has bad gas mileage, most examples I found have been “Tastefully” modified.

Mid-80s Oldsmobile Cutlass Supreme: Pros: One of the few classic Oldsmobiles that are still here in California, usable enough, soft riding car, decent grunt. Cons: Don’t know how much it will kill me on gas, mechanicals are reliable, interiors not so much.

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Tenth Generation Oldsmobile 98: Pros: Another big, soft riding land yacht with lots of interior space and trunk space and style. Cons: Another Big gas guzzling land yacht that’s too big to fit in most spaces here, plus, impossible to find locally. Also have to worry about the rare diesel engine versions while searching.

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1994-1997 Jaguar XJ6: Pros: It’s a Jaaaaaaaag. Cons: It’s a Jaaaaaaaag.

1991-1996 Buick Park Avenue: Pros: Comfortable, big interior space, big trunk, easy to acquire, inconspicuous, the V6 might help with fuel. Cons: Have no idea the reliability on these things, every other color is beige or white, probably reeks of Goldbond and Bengay.

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1986-1992 Lincoln Mark VII: Pros: A performance car that isn’t punishing, usable enough trunk, gas mileage is none too bad. Cons: Hard to find, don’t want to deal with air suspension, probably isn’t big enough to fit my 6’3 butt inside comfortably.

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Mercedes Benz W126: Pros: Tank like quality, easily common, can probably fit me comfortably, big trunk, lots of options to choose from. Cons: Probably eats fuel like nothing, don’t know how comfortable they are, big size could be a problem.

Mercedes Benz W140: Pros: Last overbuilt Mercedes, always wanted one as a kid. Cons: Could be the worst case of “never meet your heroes”.

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None of these are necessarially set in stone, for all I know, my Cadillac could be just fine. If that’s the case, I might find a potential big old school land yacht on the cheap as a fun weekend cruiser (if we have the garage space to fit the big boat). These are just options for a worst case scenario. I know there are others I’m missing, and I do have more options to choose from, but these are what I’m considering at the moment.

So oppo, I need your help. Go through each of my choices, analyze them, tell me if they’re good or not, or offer examples of things that might fit me. I’m open to most stuff. Thanks a lot Oppo