I've only had my Garmin Legend for a few days now. I knew I would have problems with software being a Mac user but I decided to download the Beta of MacSimpleGPS and give it a try in order to load geocache locations on to the Legend.
Very simple. I just plugged my Garmin into the serial port on my old Mac using a serial adapter (round serial to square serial) that I already had for my digital camera.
I downloaded some geocache locations from this site and then hit "send" from inside MacSimpleGPS and it worked.
No problems.
No having to change settings on the GPS or computer
No headaches.
Very Mac-like product.
Can't wait for the final version!
Dave