How'd you do the second roller? I've been thinking of that modification for my pulpit in place of the metal wear plate I have now.
Also, consider adding a metal plate directly under the shank. With my Vulcan pulled up into a similar through-pulpit roller I found it necessary. When dropping the anchor, the shank falls and hits the pulpit in the split-second before the anchor starts to drop off the roller. Without the plate, it would have beaten up the top of the pulpit. In your case, the second roller might be enough to catch the shank, but I'd suggest testing for it.
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