I looked at this some more last night and finally stumbled across the right Google search that may have led me to an answer. I checked the local network permissions listed above and those were all selected (Although Chrome wasn't in the list). I flipped a few off/on just to toggle them and it didn't seem to make a difference. I then found another article that talked about people having the same issue and the number one answer was to check the Local Network stuff like above. However, burred down in the discussion, one of the things people suggested was going into the wireless connection and turning off the Private Address option. Once I did that, the videos that wouldn't play on the Roku with Facebook or Chrome suddenly started playing. The Sony TV also started showing up again in the list when I tried to play a video from Chrome. Lastly, when I went to YouTube and told it to cast the video, it sent the video to the YouTube app on the TV and not the Roku. I'll have to play with it more to see if this fixes it for good, but initially, it seems like my phone, IOS 14 and the Private Network wireless option don't play well with my Roku streaming stick.