When attempting this now the right click pause/plays the video and no option appears for picture in picture mode. I thought initially this was a Chrome situation, but I am able to enable picture in picture on other websites within Chrome. I then tried Edge with same result, feature works on other sites I tried (youtube, netflix), but not on ESPN.  

​https://www.reddit.com/r/ESPN/comments/p8clyq/espn_unable_to_right_click_on_video_to_enable/