Garmin 1050 Won't Auto Upload

I have a Garmin 1050 running the latest software 13.14.  It is connected to high speed Wi-Fi in my garage.  Recently, it quit uploading my bike rides and I noticed that the WiFi symbol on the home page was flashing indicating that it was not connected.  The workaround was to open the Garmin main menu, hit Connected Features and then WiFi.  Then reenter the PW and then the Garmin connects to WiFI and uploads.

In the absence of WiFi, should the Garmin upload to my iPhone via Bluetooth and then sync over the cellular network?  That doesn't work on my Garmin.

Anyone else have this problem?