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You definitely have to raise the engine a few inches or so to get that oil pan out. A problem area in the oil pan is the corners of the front/rear seal rubber, get a tube of black permatex RTV to seal these areas, or buy a one piece oil pan gasket, but I believe you should still use sealant in those areas. Also check the oil pressure sending unit or line on the mechanical gauges.
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'72 GMC SWB C1500 Custom, frame-off in progress. 383 SBC, 9:1CR, Comp Cams XE262H, Scat internal balanced crank, Eagle SIR 6" rods, Keith Black dish pistons, Dart Iron Eagle 72/180 heads, Weiand Stealth intake, Stewart stage I water pump, Holley 4bbl vac sec, TH350 with B&M Shift Improver Kit. 12 bolt positraction.   
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