He knows about what it takes to win multiple titles in close proximity as one of the only players to have won multiple titles with 3 different teams.

In a recent press conference, Celtics general manager Brad Stevens spoke about Anfernee Simons, who they acquired in the Holiday trade. In doing so, Stevens made it seem like Simons would be a big part of the team, even though he had already been named as a potential trade candidate.

There aren't a lot of good guards left in the free agent market who are going to be on cheap contracts. They tried to get a former All-Star guard to sign with them on a relatively cheap deal. Boston was hoping to land Bradley Beal after he was bought out by the Phoenix Suns. Instead, he spurned them to sign in the Western Conference.

During his time suiting up for the Celtics, Stacom wore only jersey No. 27 and put up 5.3 points, 1.5 rebounds, and as many assists per game.

Lillard spent the first 11 seasons of his NBA career with the Trail Blazers before requesting a trade in 2023. The Trail Blazers ultimately sent the Oakland native to the Milwaukee Bucks, where he spent the last two years of his career. Milwaukee waived him after he suffered an Achilles injury to sign Myles Turner.

While it’s difficult to make a trade with so many moving parts, this deal could be ideal for Boston. With Simons on the way out, Boston would help its financial situation a bit more, and Hachimura could fill the void at the four while Jayson Tatum recovers from a torn Achilles.

The University of Illinois alum started his career in the BAA/NBA with the (defunct) Chicago Stags, and also suited up for the (then) Philadelphia (now, Golden State) Warriors and (then) Fort Wayne (now, Detroit) Pistons before joining the Celtics for the last two seasons of his NBA career in 1956, helping Boston win their first title in 1957.

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