As the Celtics are heading into an offseason of questions, there's some potential that the team makes significant changes with their roster. The biggest decision of all that could alter the trajectory of the franchise is what will happen with star Jaylen Brown, who became supermax eligible after earning second team All-NBA honors.

With a massive $295 Million dollar extension on the table, would either side walk away from that deal? If so, should the Celtics look to move Jaylen Brown in a trade? John Zannis and Bobby Manning discuss a hypothetical trade posed by The Ringer's Kevin O'Connor.

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