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Learning the HARD way...
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Here is all of the gory detail from when I upgraded my O'day 35 drive line; http://www.sailnet.com/forums/gear-maintenance/80089-contemplating-drive-line-overhaul.html

The cutless bearing was a Duramax (BAIT) 1" x 1 3/8" x 4"

I suspect that the stern tube, and cutlass bearing are the same for your O'30

Also, the new PSS bellows assembly (which should be replaced every 6 years) should have the vent built in. Despite what other posters recommended, I would not go back to the old Buck Algonquin stuffing box.
 
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