I have been running the Overland since it came out around 2 years ago. At this point, I am considering selling the Overlander and going back to GAIA. While I find the Overlander to be a good device, the maps are lacking somewhat compared to GAIA (I've been running both for a while now to compare). The biggest issue I have with Garmin, is the Explore website/syncing. I do a lot of planning and organizing on the web with my iMac at home. Much easier to do that on a big screen. The Garmin website, however, has never worked properly for me. Several computers, several browsers and several hours with tech support. Half the time, the site won't even load, then it's luck if my info shows up or is "invisible". We've troubleshooted extensively and I'm just about over it!
On the flip side, having all the maps predownloaded is nice, but my iPhone has enough memory, GAIA can hold most stuff if I plan in advance.
Has anyone else had the website issues like I have? Again, been 2 years on multiple computers....same issues. At this point, I don't think Garmin is going to fix any of the problems I am running into. I'd love feedback before I sell this device.