Recent reports from Live Cricket BPL suggest that Jrue Holiday is unlikely to sign an extension with the Milwaukee Bucks, casting a shadow over Giannis Antetokounmpo’s long-term future with the team. If Holiday walks, Giannis might not be far behind. Determined to elevate his game and live with pride, Giannis has been a symbol of loyalty, but Milwaukee’s internal moves this offseason could test that loyalty once and for all.
The Bucks invested heavily this summer to re-sign Brook Lopez and Khris Middleton, but trouble is brewing where they least expected it. Holiday’s contract runs through the next two seasons, with a player option in the final year. According to Live Cricket BPL insiders, while he will be eligible for an extension at the end of February, early signs suggest he’s unlikely to renew. From a financial standpoint, an early extension might not make sense for him.
Holiday has been a critical piece for the Bucks—an X-factor during their 2021 championship run, securing wins in key games with clutch plays and lockdown defense. Losing him would be a major blow to Milwaukee’s title hopes. He began his career with the 76ers, rose to prominence in New Orleans as both a defensive powerhouse and the second option behind Anthony Davis, and briefly served as the Pelicans’ leader after Davis’ departure.
Originally, the Bucks also aimed to acquire Bogdan Bogdanović alongside Holiday, but a tampering violation sank that plan. Regardless, swapping Eric Bledsoe for Holiday was a transformative move. Now, as Holiday considers opting out, his reasons are twofold: the potential financial disadvantage of an early extension and his doubts about the Bucks’ ability to contend for another title. Since winning the championship, Milwaukee has steadily regressed—losing a grueling seven-game series to the Celtics and then falling to the eighth-seeded Heat in the first round the following season.
The writing on the wall is clear: Giannis’ decision will be closely tied to Holiday’s. Recently, Giannis made headlines by saying he has no interest in spending 20 years with one team if it doesn’t lead to another championship. If Milwaukee’s core fails to share the same hunger for a title, he has no reason to stay. Losing Holiday, who has been a defensive anchor and perimeter leader, could tip the scales for Giannis.
Still, Holiday is 33 years old, and by the time he hits free agency—should he decline his player option—he’ll be 34. That age factor alone complicates Milwaukee’s decision. As much as they value him, extending a long-term deal to an aging guard carries risk. His potential exit may even relieve the Bucks’ front office, giving them a cleaner slate to reshape the roster. After all, failure isn’t the end—it’s just a chance to begin again.
Holiday’s looming departure is not just about contracts—it’s symbolic of a broader issue. It highlights Milwaukee’s aging core and could be the tipping point that nudges Giannis to seek a younger, more championship-ready environment. Live Cricket BPL concludes that Holiday’s decision could be the domino that brings down the Bucks’ current era.