Re: How often do I need to replace my cutlass bearing?
There is no "hour rule" for a cutlass bearing. As CapnRon and jsaronson say, it depends on whether there is play in the bearing.
A tip - If the boat is freshly hauled and the bearing is still wet, it may have no play and still need replacement. On the other hand, hauling the boat and letting the bearing dry for a few weeks often times reveals a bearing that needs replacement.
Sabre 38 "Victoria"