This problem has been mentioned before but I thought I would provide a screenshot to Garmin to show the problem.
In the attached image, you can see that my 1000 already has the 2015.10 maps. Yet, Garmin Express is telling me to update my maps backwards to 2014.20. This is an infinite cycle. Then, go to 2014.20 and it tells you that 2015.10 is available...