3. Holiday is going to turn 31 next season
So let’s say the Toronto Raptors do pull off a deal, and Holiday declines his player option to sign a deal in Toronto. Holiday will be 31 by that time and will be looking to have his last big payday. You can expect Holiday will be asking for a 3-4 year deal in the $25-30 million range.
Paying $30 million to a guy when he’s going to be 35 doesn’t seem like the greatest idea unless that person’s name is Kyle Lowry. Holiday has already struggled with many injuries over his career, playing over 70 games only once since arriving in New Orleans.
Paying for a player like that in the later stage of their career can be a risk, and for some teams that risk is worth taking — like the Brooklyn Nets and LA Lakers who are heavy contenders looking to win as soon as possible.
But for the Raptors, who are still growing and betting on the 2021 free agency. Giving out this kind of contract is not worth it unless you have a Giannis or another big star who signs here next season.
At the end of the day, I think the idea of Jrue Holiday in a Toronto Raptors jersey excites us all. He’s a fantastic player that any team would be lucky to have. But it’s hard to imagine the Raptors giving up a lot for him. There is no certainty that he’ll re-sign and giving away a player like Anunoby should be the last thing the Raptors do.
If the Toronto Raptors do really want him, then waiting till next off-season is their best bet at getting him as they can possibly sign him and another star if they have the cap space we expect them to have.