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When you first start your car in cold weather the oil pressure will be very high. To avoid having an oil filter blow up be sure that you use a quality filter.
If you are going to drive in the winter then an oil preheater would lessen the problem.
I block the bypass on the motors that I have built, but I would be afraid to use a short filter with a paper element. I am paranoid of the element collapsing. I use a system1 cleanable filter . It is a very fine mesh cartriage enclosed in aluminum casted housing. The advantage is that you detect engine problems easily and the filter wont collapse even under high pressure.
yes
i always use the long filter (#35 instead of 25)
My 67 289 ford does not have a bypass, so cold can't be all that bad.
avoid Frams, they have a small filter element