Yep - my friend owns a quicklube and they drop the trans pan and the pan under the motor. As do I.
Honestly, it's not that bad. Just awkward laying on your back while doing it. The funnel thing under the oil filter, with two outlets, is the culprit. If it only dropped it out the front it would be great, but no, it has to drop it out the back too - right on top of the pan under the motor.
That's what the square rubber pieces are for - allowing the oil to finish draining out of there. It would almost be worth it to put an oil filter relocation kit on it so I didn't have to deal with it any more.