Cross shopping.

I’m weird. Where the normal person when wanting a nicer, newer car than their 2002 Mazda Miata would look to an ‘09ish Camry, I’m cross-shopping ‘08-’10 Chrysler 300s with ‘96 Buick Roadmaster Estates because I am bound and determined for my next car to be a 5.7 liter boat.

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Chrysler 300

Price: $8000-10,000

Pros:

Lots of features (heated seats, decent sound system, touchscreen nav, remote start)

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Handles like garbage but pretty good for what it is

Looks/is fairly modern

Hemi sounds amazeballs

Very easy to find one-owner cars in this price range

Quick

Super cheap insurance

Cons:

Front suspension issues (sway bar links and ball joints)

Interior looks dated as hell

Electrical issues?

Buick Roadmaster

Price: $5000-8000

Pros:

Cheaper, but not as cheap as I’d like

As reliable as a slab of granite

Parts available at every autozone ever

SBC sounds amazeballs

Third row seating

Cheaper insurance, but not that much cheaper

Cons:

Slow

Lacks some luxury features

Doesn’t stroke my ego as much as a newer car

Worse handling

Hard to find in good condition

Would require immediate modification to make it tolerable (exhaust, shift kit, sound system, remote start system/keyless entry if not equipped)

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