Hiya,
I am pretty new to this and will try to help. I have just been bought a 60cx for my birthday. I know there are a couple of ways of loading waypoints. One via the removable storage, or straight into on board memory. I use gsak, I turn on the gps connect to pc and from the menu when it is on satellite page I click turn off gps. I go to the file within gsak and if uploading one file, I right click that and just click send to gps, or if multiple files, I check which ones then send to gps via a tag at top of gsak. I then disconnect usb, push find button, then geocaches, and they are all there. I select which one and away I go. ,
Now if you go to settings and put gps into removable storage and do the above you will find them in custom poi instead and these will be on maps as waypoints also. Not in the geocache tab. So is it possible you are loading onto sd card ? I dont know if this has helped at all, but the above definiatly works for me.