Using Windows 7 and Garmin Express 6.3.0.0. When I connected the 2557LMT yesterday, the update failed. After retrying that a few times, I noticed the details and saw that there were 11 or 12 updates available, so I tried installing things like firmware and help files one at a time. After one restart, I was down to 5 updates and then got to 1, the 2019.11 map update (the unit is currently running 2014.30) I tried that a few times. At one point, I noticed that the file showed as 4.75GB and my unit showed something like 3.47GB available. So I added a 16GB microSD card and retried last night. It appeared to be doing OK, but I forgot about the 10pm time frame where the site was down for maintenance. When that errored out, I punted for the night.
I restarted the whole process this afternoon, hoping for success. Same result - one update, the map file, that tries for a few minutes then gives an error. I'd be grateful for any ideas.