NBA insider Jake Fischer weighed in on the discussion during a Bleacher Report livestream, noting that the scenario many fans envision does not seem likely. After a fan asked about the coincidence of Paul George’s contract timing with Cooper Flagg’s rookie deal, Fischer acknowledged the parallel but explained why it wouldn’t drive a four-dimensional chess strategy to target Flagg years down the line. He emphasized that Dallas holds Bird rights to Flagg, making him a restricted free agent at worst, and suggested it’s unlikely the league views Flagg as destined to leave Dallas anytime soon. In short, Fischer didn’t see the Celtics’ move being tied to a long-term plan centered around acquiring Flagg.
Flagg, the No. 1 overall pick in the 2026 NBA Draft and a Maine native, has naturally drawn connections to Boston due to regional ties. After making his first NBA appearance at TD Garden in March as a member of the Mavericks, Flagg clarified his intent to stay with Dallas. He expressed strong affection for being a Maverick, describing Dallas as home and indicating he doesn’t want to leave. He did acknowledge that returning to Boston had special meaning, given his childhood Celtics games, but he stressed that his future remains with the Mavericks. The contract situation also favors Dallas, as Flagg will be eligible for a rookie-scale maximum extension in the 2028 offseason, and even without an agreement, the Mavericks would retain his restricted free-agent rights. barring any unexpected trade request, Flagg is unlikely to enter unrestricted free agency before 2030.
Brad Stevens has framed Boston’s trade of Brown to the Philadelphia 76ers for Paul George plus two first-round picks and two second-round picks as a move focused on roster construction rather than pursuing a distant free-agent target. In addressing reporters, Stevens explained that the move was intended to create greater flexibility under the NBA’s salary-cap framework. He pointed out that allocating a substantial portion of the cap and offensive usage to Brown and Jayson Tatum would be challenging, and the team’s plan was to improve depth to contend over the long term. This perspective aligns with Fischer’s assessment that the decision was driven by salary-cap flexibility and roster balance, rather than an elaborate scheme to lure a young star away from Dallas years down the road.
In summary, while the timing of contracts can appear intriguing on the surface, the prevailing analysis suggests the Celtics’ trade decision was primarily about building a more balanced, deeper roster and managing cap space more effectively. The Cooper Flagg scenario remains speculative, with most insiders viewing it as unlikely to influence Boston’s immediate decisions or long-range strategy in the near term.