You’re hitting the transom plate. The hole is not that big so the way you are doing it will require you to wiggle the cable while pulling and repushing until it goes through.
I typically do this with the bell housing and shift bellows off and slide th3 cable through then but hanging on the cable this leaves the transom hole exposed to push the cable through.
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1997 Silverton 362, 7.4 Crusaders
1997 2400 SCR, 5.7 Vortec / Bravo 2
Mike
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