In a recent episode of “The Bill Simmons Podcast,” sports media personality Bill Simmons unveiled a five-year strategy aimed at bringing Duke University freshman Cooper Flagg to the Boston Celtics. Flagg, widely regarded as the top prospect for the 2025 NBA Draft, has garnered attention for his exceptional skills and potential.
Simmons, a lifelong Celtics fan, expressed his hope that Flagg’s mother, Kelly—an ardent supporter of the team—would influence her son’s career trajectory. He proposed that Flagg should play out his rookie contract with whichever team selects him in the draft and then join the Celtics at age 24. Simmons stated, “I’m counting on Kelly Flagg to stick to her guns. The Celtics, a team she loves very, very much.” He further added, “We got a new owner. Come home. Come home, Cooper. You don’t even have an NBA team yet. Come home to Boston.”
This plan hinges on the assumption that Flagg’s familial ties and affection for the Celtics will align with the team’s future needs and cap space. While the strategy is lighthearted and speculative, it underscores the fervent desire among Boston fans to see Flagg don the Celtics jersey.
As of now, Flagg has not announced his decision regarding entry into the NBA Draft. Speculation suggests that teams like the Washington Wizards, Charlotte Hornets, and Utah Jazz are leading candidates to secure the first overall pick. However, Simmons’ proposal adds a humorous twist to the ongoing discussions about Flagg’s future, reflecting the passionate hopes of Celtics supporters.
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