Giannis Antetokounmpo has until December 21st to decide whether to sign he will sign a supermax extension with the Milwaukee Bucks. Antetokounmpo could also sign the same contract in July as a free agent in 2021 should he decide not to sign it.

While some small market franchises have been concerned about the supermax contract not going far enough to financially motivate players to not leave in free agency or by angling for a trade, market size won't be a factor in the decision of Antetokounmpo. 

"The league needs 30 teams that are operating at, listen, they will always be operating at different levels," said Adrian Wojnarowski on his podcast. "If the league is so top-heavy with star players in big markets, it does make it hard to be as vibrant as it needs to be. This is a league that will continue to try to figure that out. It does get back to having well-run organizations. The counter to that is 'run your organization well. Do a good job. Make the guy want to stay'"

The San Antonio Spurs have historically been an example of a small market franchise who kept stars like David Robinson, Tim Duncan, Manu Ginobili and Tony Parker because they have been well-run. San Antonio, however, had a disconnect with Kawhi Leonard in 2018 centered on management of his quad and their eagerness to surround him with other stars. The Spurs traded Leonard to the Toronto Raptors after he rejected a supermax extension.

"The challenge for the Bucks is just selling him on winning," said Wojnarowski. "I know this about Giannis: his decision is not about wanting to be in a big market and have all the trimmings that come with Los Angeles or New York or wherever it is. I don't think that's part of his decision making. I think at his core he's immensely loyal. I believe he loves the people in Milwaukee. Loves that community. He loves the organization. But he wants to win and that's what he's weighing."

Wojnarowski adds that we shouldn't assume Antetokounmpo plans to not sign the supermax just because he hasn't signed it yet.