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Make sure you have the pulley that turns the power steering pump (if applicable) is seated flush at the base of the crankshaft. If it is off center even putting the correct amount of torque, it will not engage the oil pump. The best way to tell is to remove the pulley and look and see if there is a crescent moon imprint from not being put on flush. (I can post a picture later tonight if you need a visual reference, just let me know.)
Regarding the woodruff key, take a small flat head screwdriver and with a hammer gently tap on one side of the key so that it “see-saw’s” itself out. From there you should be able get it with a pair of pliers.
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'08 BMW e90 335i 6MT stock [aka 'take two']
'12 Dodge Durango [family hauler]
'86 951 (K&N Cone, Welt Chips, Tial, Zeitronix, P&P O-ring PH Head, WFHG, AFPR) [in storage]
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