Well, my brother-in-law just tested positive for the second time in 3 months. Was sick with mild symptoms at the end of August, tested positive. Was feeling completely back to normal in just a few days. Cut to last weekend, he thinks he has a cold, then starting having mild respiratory issues, thinks it's just bronchitis. After a few days, the body aches and digestive issues start, and he loses his sense of taste and smell. Tests positive the day before Thanksgiving. My sister's symptoms started on Thanksgiving day, and she tests positive the day after Thanksgiving. Luckily they're both doing pretty well right now, but he did develop full body hives on Saturday, which is a symptom they're seeing most often in kids right now, and has him feeling less than great.
They swear to me they have been taking appropriate measures, wearing masks, distancing, etc, but they live in Iowa, and the % positive rates there are 40%+ right now. There is also no real contact tracing system in place. I'm 1,000 miles away from them, so I can only hope for the best!