I've had the exact same drain pan for at least 15 years, used on 20+ vehicles, and have no issues.
Just figure out how the oil is going to come out and move the pan there and then remove the drain plug. You ay have to move it some once it starts dripping. Also make sure you flip open the vent cap first (the yellow one) so oil drains in better.
I have even done a few transmission pan drops using the same pan (but usually make a mess).
As suggested before, you could get a Fumoto drain valve with a nipple attachment to use a drain tube with, but your looking at $25 for each vehicle (but I find it worth it, but I don't have the nipple version).
You could also get an extractor and remove the oil from the top.
As for filters, it just depends on the vehicle. Wife's scion is simple, no mess removeal, just put the pan under the filter, loosen it, let it drip out for 30 seconds or so, then remove.
The truck is a mess no matter what. Cross member is right under the filter and drips all over (even though there is a metal piece that Ford put on to try to help, but does not).