I ran one for years on my cruisers...never had an issue. they kind of lock down in place, so you can't just bump them open. that's not to say that if you don't really get close to the pan, it can't open....cause it can.
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Topic, indirectly, was other ways to get oil out of the pan. Never said anything about oil from the filter. I don't know of any engine where draining the pan will also drain the filter.
Hey... the filter on my HDJ81 sits near the top of the motor with the threads facing down at about a 45 degree angle.... I have yet to not smell burnt oil for 2 or 3 days after a change!
Given the drain plug's position (at least on mine) I would think you'd have to be really unlucky to have it ripped off while wheeling.
On my 3b the oil filter is vertical with the threads up, almost the perfect set up. Not even a need for a wrench to take it off.
Doesn't the oil all drain down your arm or all over the front drive shaft when you pull the filter? On my 3B's the filter is almost vertical but there is enough oil above it to make a nice mess when removing it.