Regarding shows, I'd love to see something like Jack's Talent Show or whatever. Kind of America's Got Talent where Jack is the judge and the winners get to live while the losers are killed by Jack. Or, even better, he's the host and you have Story Teller, Eddie (die hards would lose their minds), and some other past icon as the panel of judges. Maybe Fear where he'd make really bad jokes and the rest of the Icons will roll their eyes at him.
You'd be able to have B&T-esque dance numbers, an AOV-esque contortionist (the crowds seemed to LOVE that element of the 2019 show), magicians, jugglers, a bunch of death drum-esque drummers, a comedian, etc. It would give you Jack plus elements of past shows that people liked and you wouldn't really need much of a cohesive story; just different groups competing for Jack's approval. Of course, nobody would win, so you'd have jokes/gags after each performance where the contestants will be told they did great, told to walk off the stage and go warm up by the fire (said with real snark since it will be hot as hell out) and then they exit stage right and a giant flame shoots up in the air or something. A fake trap door where the contestants "disappear/fall through" and then you hear a large burp from some kind of monster down there. Then Jack makes a joke about their demise and on to the next contestants.
Maybe have it by Mel's again. While that was a crazy bottleneck during the Jack/Chance show, social distancing in a wide open area like that with sections taped off on the ground might be easier/more efficient than having to deal with the Fear Factor cluster of the entrance and exit of the crowd.
Another thing I'd like to see would be that the event sells like 5 different face masks. MANDATORY masks at the event, but you can bring your own. However, if you are wearing one of these official masks you might be approached by someone and asked a simple trivia question or something, you get it right, you get a (very cheap) Challenge Coin or something. Maybe have an audio queue in an original house or two along the lines of "How original, you went with the Jack mask." or something where scaractors can trigger it based on the mask. Just something to incorporate masks in to the event and to drive some merch sales for them. Something to incentivize wearing masks for the idiots who refuse to wear them who are more impressed with a coin or an audio cue than staying healthy and keeping those around them safe as well. Start up some sill #HHNMask hashtag where if you post pictures of you and your friends at the event, wearing the masks, with the hashtag there's a chance something might happen. Like you might get some kind of exclusive Twitter icon from HHN or something.