If he plays up to par I see no reason that Danny wouldn’t extend him with another max deal when he’s already maxed him once.
Exactly my thoughts. Adding to that, I think it's very likely the Celtics will surpass expectations if Hayward returns to form. At that point an extension will make complete sense for both sides.
There's obviously a lot of questions that need to be answered next season. It will be interesting to see how things shake out for Jaylen Brown. Barring a blockbuster trade this summer, or an in-season trade, I think it's likely that the Celtics will match any contract offer next off-season. This doesn't necessarily mean they wont move him at a later date.
The 2021 off-season is where some tough calls might need to be made. Tatum will be due for a big extension. The Celtics will definitely become a luxury tax team if they are paying Kemba, Hayward, Brown, and Tatum. Hopefully Brown and Tatum have become All-Stars by this point.