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If mini truckers can fit big blocks into s-10's I'd say an 8.1 will fit our trucks, that is just an opinion statement
You could also use a ord front crossmember to give you the needed clearance for the oil pan. I am right in the middle of putting my 8.1/s6-650 6 speed into my 86' crew right now and with headers the frame looks ok other than the a/c. i dont have the brackets for the ac/alternator yet.As for the wire harness, i would ditch the stock one and go with an aftermarket one like howell engine dev. inc.. Much simpler to install, just send em your pcm and they reprogram it and your done.Let us know what you come up with, or if you need more info.