I worked at a small engine shop for a while and we came up with a fairly smart way to drain oil. We used a vacuum pump (we had electric but I now use air) this was hooked to the TOP of an old freon tank (I now use an old propane tank!). There was a valve on the bottom that was used to drain the oil out, and a second valve high on the side that was connected to a long section of 1/2" fuel line with about a 2' piece of 1/4" OD hard plastic tubing on the other end. We used it to suck the oil out of every mower that came in the shop, never once pulled a drain plug. Worked like a charm then and mine at home continues to work today. I use the same air vacuum pump for this as I use to repair car AC units. They sell them through harbor freight very inexpensively an they have NPT connections so its easy to convert back and forth.
Jason
2015 Argo frontier EFI Camo. 4000lb vortex winch with synthetic rope. 3.3 trans.
~1998 Max IV (SN 14428) on 26" TRU Power tires, winch with synthetic rope, rear seat moved back 5 inches, flip top rear seat with storage underneath, 55 lb thrust trolling motor, #24 marine Battery and a bilge pump just in case.-sold