I change the oil on My GM cars and Dodge Caravan. I always remove the filter, first, and then drain the oil. The only oil I lose when I remove the filter is the oil that was in the filter. The rest stays in the engine oil pan.
The reason I do it in this order is that while the oil is draining, I’m installing a new filter. It saves me a little time. Also, depending on what you collect oil in, it could be less desirable to have a filter drop into a pan full of oil.
CSA