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I'm pretty sure I run 285's on my 68 Satellite Ragtop in the back, but I dunno how much space there is left. They were supposed to go on the 70 roadrunner (and they were about as big as it could go I thought) before a switch to the Satellite was decided and the runner got different tires.
That's a sweet car!! It's good to know there are more mopars in that area of Wisconsin...(I'm from Rio, though I'm a student in Chicago right now). Look forward to seeing it around possibly!