Ainge would be very wise to lock Marcus up next summer and not let him hit free agency, if possible. He's someone I could see a team throwing a lot of money at, daring the Celtics to match.
I like Olynyk. My gut says that his next contract won't be ridiculous. There's less money out there this year than last. My hope for Olynyk is in the $12-14 million range annually. I'd love to sign him for 5 years. The increases to draft scales, max salaries, and MLE contracts will keep the super subs contracts from getting overinflated.
I don't think Smart is worth the max, but I could see a team like Brooklyn or Philly daring the Celtics to match in 2018, because there's a chance he continues to improve enough to make even that contract worth it. So again, I hope Ainge is able to find the smaller number this summer that he's willing to accept.