Hello Jonathan,

This has happened to me as well and I had restarted the Watch and it fixed it; it would then randomly erase everything. I had a senior tech give me her work email and phone after I wiped the Watch and started as a new watch (not from back up). Anyway, that worked as of a December 3 2016, 2 weeks ago. With that said, this morning I woke up to find my contacts missing again in my Apple Watch. So I found this that you stated to do, reset sync settings, and this hasn't worked (after letting sit for a little while thinking they would sync). I also restarted the Watch and my iPhone 6s which the Watch is connected to. Please help!! I don't understand this and I don't want to keep wiping the Watch out.

Thanks in advance, hope to hear back from you soon!

Regards,

Chad