Celtics trade proposal pairs two-time MVP Giannis Antetokounmpo with Jayson Tatum

The Boston Celtics are undergoing roster changes following Jayson Tatum's Achilles injury, including trading Jrue Holiday to Portland and Kristaps Porzingis to Atlanta amid financial pressures. Despite this, they retain assets for significant trades, potentially positioning them to pursue Milwaukee's Giannis Antetokounmpo if he requests a move.

A proposed trade by SI.com's Alan Goldsher would send Antetokounmpo and A.J. Green to Boston in exchange for Jaylen Brown, Payton Pritchard, Anfernee Simons, and three first-round picks (2026, 2028, 2030). Financial viability would require involving at least one additional team, but the framework offers Milwaukee substantial assets if they consider moving their franchise player.

For the Celtics, acquiring Antetokounmpo would enable retooling around him and Tatum, with Green—a 25-year-old coming off a career-best season (7.4 points, 2.1 threes per game)—bolstering their three-point system. While losing Pritchard would impact guard depth, younger players like Hugo Gonzalez and Baylor Scheierman could gain opportunities, and Brown would transition to a primary role in Milwaukee.