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Re: big block cadillac(472/500) motors in '64-'66 trucks?
It's an easy fit compared to the 67-72 trucks. No firewall work or trimming of anything if you use the Eldo pan & RWD exhaust manifolds, but the engine may have to sit forward a bit to avoid firewall work. The old vertical flow radiators don't have much surface area, so a 4 row or aluminum (better yet) will be needed. Are you wanting to do this on a 2 or 4wd? 4wd is a little trickier.
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'68 GMC shortbox 4x4 350/SM465/T221- bought it in '83 SOLD 
'72 K20 500 Cad/TH400/NP205 SOLD
'92 Chevy 2500 6.5 mech TD 4L80E crusty daily driver
'72 Monte Carlo... sweet low mile toy
'11 Dodge Challenger IE 392 6spd... midlife car 
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