On my motors & gear I bough a second drain plugs. The plugs are drilled out and high pressure drain hoses are attached with caps on them Most likley the same as Bill D. I then have a water puppy pump mounted on a five gallon metal can. The can will hold enough dirty oil from one motor & the gear. Never spills a drop. The days of sucking it out of the dipstick are over, plus I can drain the oil from the very lowest point on both the gear & engine.
If you are going to buy a pump,get a vane puppy.They are made to pump oil and dont have a impeller to go bad.The impellers for those oil puppys are aroung 50 bucks.Ten years on a vane pump with 8 or 9 oil changes a year.They work best if you prime them the first time with a little oil.I have mine mounted beside the engine and plumbed to the base with a hydraulic hose,and hard wired to a breaker.I use a vacume pump for the gear,as that doesnt get changed as much.It takes me 5 minutes to change the oil on my deere,and most of the time is pouring in the new oil.Some people pump it back in if the valve cover is hard to access.You could make this portable like Larry has,in my case I like it ready to use.