There are lots of ways to skin this cat. No one way is necessarily better than any other. A compressor works just fine, but it needs to be pretty big to keep up. You need a big Shop-Vac, too (5hp+). Since 2006, I have successfully winterized using my 5hp 50 gal. compressor. I rigged up an adapter to connect the compressor through a regulator to a regular garden hose that I attach to the hose bibb thoughtfully installed by my pool builder (AnthonySylvan) between the pump and the filter. First, I drop the water level below the returns. Then, with the regulator set at 20lb and the MPV set to recirc., I blow the skimmers, main drain, and returns one-by-one, using the various Jandy valves to select each run. I use the hose valve to start and stop the air flow so I get most of the water out of the skimmers and returns. The main drain explodes with air and then I shut the valve on that. I have never used any anti-freeze, but I would if I lived in Michigan or Massachusetts.