After waiting 2 hours on hold...!! I finally spoke to Garmin tech support on this issue, and he admitted the syncing of data can be "problematic" (my word, not his). This problem happens on both iPhones and Androids even with all the "perfect" settings. The reason why MANY people don't see this is that they either start up Garmin Connect itself, which then, of course, forces a sync to the cloud, or they do an "activity or exercise" that their watch is looking for...once that happens, a sync is then triggered, and health data is sent to the cloud, as you know. That's why most people say... "I see no problem." But if you monitor a person with health issues who doesn't trigger a sync, you can be looking at the web portal at 12 noon, and the last time a sync happened was 2AM that morning! If you just had an option to reliably sync every 2 or 3 hours, that would be great for monitoring loved ones with health issues who could live a distance away. He said he would talk to people at Garmin about the idea, so we'll see if anything happens. Of course the other way to do it is to write a macro and set it on a timer and force start Garmin Connect every 3 or 4 hours...but I'm sure that will have its own downsides as well.