Unless a trade is made for a star before the end of October, Olynyk will not be extended, and will instead see restricted free agency. As discussed in the Hayward thread, it's not too hard for the Celtics to have room for a max player next summer, but extending Olynyk early would reduce that ability substantially. Unless he agrees to a really sweet deal for the Celtics (starting at no more than $10 million next year, as a truly upper limit), he can't be extended. Given the contracts handed out this summer, he should not sign for such an amount.