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The Milwaukee Bucks enter camp with one available two-way slot and a clear development choice to make. One candidate drawing attention is Rob Dillingham, recently released by the Charlotte Hornets, who could use a G League assignment to rebuild his standing.
A two-way opening and a development path
The two-way roster spot gives Milwaukee flexibility to sign a player who needs minutes and coaching rather than immediate NBA production. For a young guard like Dillingham, the arrangement would mean concentrated playing time and a dedicated development plan in the G League.
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Wisconsin Herd roster turnover creates opportunity
The Bucks’ G League affiliate, the Wisconsin Herd, has seen notable change this summer. The organization hired a new head coach and moved on from contributors Stephen Thompson, Mark Sears and Kira Lewis Jr.
Those departures open up ball-handling duties and offensive opportunities across the backcourt. For a prospect recovering form and confidence, that kind of role could provide regular touches and clear responsibilities.
Dillingham’s profile: upside and setbacks
Dillingham was a high draft pick who has not yet matched early expectations but remains young — the player is still under 22. He has been traded twice and waived once, and he flashed promise late last season with the Chicago Bulls.
Sent to the Herd on a two-way contract, he could focus on skill refinement and consistent game experience. Milwaukee has a track record of promoting internal talent when a player earns it, which is part of the appeal of this path.
Guard depth complicates the decision
Any move must contend with Milwaukee’s crowded backcourt. The roster already features an abundance of guards, and the Bucks currently use two other two-way guards — Kam Jones and Cormac Ryan.
Still, the front office may prioritize upside when filling the final two-way spot. A former eighth overall pick is a rare acquisition; if the organization believes Dillingham can develop, adding him for the Herd might be worth the roster compression.
