PDA underestimates the fans and overestimates his abilities to win them over, especially without the ability to follow up on questions. If I had the ability to assemble the representatives, I'd create a template with 10 questions, each with follow-ups depending on how he answered. Each person wouldn't get to ask "their own question", but it would be a good way to keep him on his toes. Be prepared with a backup question or 3, please, in case someone already asks your question. Be prepared.
Personally, I'm expecting platitudes and half-answers. No real accountability, but a reinforcement of the line, "the fans deserved a different style of play" edict. Any acknowledgement of an error will be framed as, "we have the best fans in the business, and we will do our best to give them a team worthy of that by the time the downtown arena is open."