Pillar drill restoration help! The head of the drill appears to be rusted onto the solid steel column. Suggestions?

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Pillar drill restoration help! The head of the drill appears to be rusted onto the solid steel column. Suggestions?
[Question] Do I need to caulk gaps in shiplap cladding/siding?
Me and my homies. #babygtine #sunnyr (at University Village / Little Italy, Chicago, Illinois)