So, I've had a similar and very bizarre journey with this on my Xs Max and 1st Gen Watch - first my October challenge changed from miles traveled in October to closing rings zero times, which required me to wipe both my phone and watch and start from new (pairing and repairing did not work). That brought back my October challenge from closing all 3 rings zero times to closing all 3 rings 8 times (and ALL of my prior badges and challenge wins). Which brings me to Wednesday the 30th, when suddenly my October challenge disappeared entirely. I had updated to 13.2 2 days prior, and was encouraged reading this thread that today, Nov. 1, everything would reappear. Welp, I'm sorry to say that no, October (which I had met) has not returned from whatever sojourn it's on, and there's nothing for November. When the October challenge changed from miles to 3 ring closure zero times, I opened a support request, and had an Apple technician go through valiant efforts to help me without having to wipe both devices, though that was unsuccessful. If I have to do that again, I'm going to scream, so hopefully someone here has had luck with different steps, settings, or maybe voodoo (I'm not opposed at this point).