Latest update on my end. Apple sent me a new watch. Mostly because the glass was scratched and they charged me the AppleCare price. I very much doubt the issue it was sent in for was looked at because again…this all seems like a software bug. I have narrowed down when the issue of the Share My Location toggle switch not staying on happens. Whenever the watch battery dies, or is manually restarted it will not stay on. The only fix for me has been to unpair the watch and set it up fresh (meaning not restoring it from an iCloud backup). I was on the phone with someone at AppleCare for quite a long time documenting, sending screenshots and videos of the issue. While he didn’t have the answers, he was getting the issue sent up the flag pole. During our conversation, he assured me that, while there is no fix as of yet, it’s a known issue for many people who have reported it. Most of us can see our family setup children’s phones under devices in the Find My app but it doesn’t update under People. Which means any custom notifications like Notify Me Every Time child leaves school doesn’t function. I have had to start her watch from scratch so many times now. Don’t get me started on Xfinity trying to add the cellular plan to the new watch. They created a new phone number…then deleted my wife’s watches cellular plan and my daughter still had two numbers. Ughh.