When Ryan Rollins joined the Milwaukee Bucks midway through the 2023-24 season, he had NBA games under his belt and was a complete unknown. He broke out as a sophomore at Toledo, prompting the Warriors to draft him 44th overall in 2022, but then lost his rookie year to a broken foot. He wound up with the Wizards the following season, fizzled out there, and came to Milwaukee as a borderline reclamation project.
In 2024-25, it all started coming together for the 23-year-old guard. The Bucks converted him from a two-way contract to a standard one in March and re-signed him for three years and $12 million in free agency. The organization is clearly high on him, and for good reason. From summer camp to the present, Doc Rivers has been singing his praises. While Rollins remains an under-the-radar name outside Milwaukee – he played under 15 minutes a night last season, so why the hype? – the way Doc sees it, Rollins’ success story has just begun.
The contract Rollins signed this offseason gives him the benefit of security. After all, he has an injury history and showed his first signs of promise just last season. Earlier this week he revealed that shoulder issues bothered him throughout the year, leading to offseason surgery. The contract is fully guaranteed and includes a player option in year three. Basically, Rollins will make as much in 2025-26 as he has in his NBA career to date.
That said, it is a bargain for the Bucks. If Rollins develops as they think he can, he will be playing above his worth in year two if not immediately. A positive contributor by on-off rating on both ends of the floor, per 36 minutes Rollins averaged 15.3 points, 4.7 rebounds, and 4.6 assists on 48.7/40.8/80 percent shooting splits. Per Cleaning the Glass, his net rating amounts to a +5-win player in an 82-game sample size.
Toward the end of the schedule, his usage and production increased significantly. As part of the point guard rotation, he should only see his playmaking duties expand this season.
“I don’t think his story is written yet. He’s got a lot of story left,” Rivers said. “This is the first chapter, or second chapter. I think Ryan has four or five more chapters left to write.”
Not long after the Bucks re-signed Rollins, general manager Jon Horst also endorsed his potential by likening him to a George Hill prototype. If he continues to play tight defense, perhaps adds a bit of bulk, and grows as an offensive creator, Rollins should enjoy a productive career as a valuable role player or fourth/fifth starter. Based on the excitement within the organization, that doesn’t seem like hyperbole even with his very small sample of NBA playing time: 81 games, 19 starts, and under 1,000 minutes on the floor.
Continued Rivers, “Signing a contract is great but this is not – he’s going to do way more. He’ll sign a bigger deal, he’ll do a lot of winning. So I think this is just the start of his story.”
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