Free agent guard Rob Dillingham is signing a contract to play in the G League, according to NBA insider Jake Fischer, who reports (via Twitter) that the former Kentucky standout is expected to join the Knicks’ affiliate team in Westchester, depending on how the waiver process plays out.

The eighth overall pick in the 2024 draft, Dillingham began his NBA career with the Timberwolves, who were hoping he’d emerge as a regular rotation player on a team-friendly rookie scale contract. However, the 21-year-old played a limited role as a rookie, averaging 4.5 points and 2.0 assists in 10.5 minutes per game with a shooting line of .441/.338/.533 in 49 outings.

Dillingham was traded from Minnesota to Chicago midway through his second season as part of the deal that sent Ayo Dosunmu to the Timberwolves. In 65 total appearances for the two teams in 2025/26, he registered 6.3 PPG and 2.2 APG in 14.9 MPG as his shooting percentages dipped to 39.6% from the floor and 31.6% on three-pointers.

The Bulls subsequently flipped Dillingham to Charlotte in late September in exchange for Buddy Hield and cash, but that was just a cost-cutting move for the Hornets, who were facing a roster crunch at the time and waived Dillingham a day later.

Fischer and his colleague Marc Stein reported on Sunday that Dillingham drew some two-way interest from Toronto before the Raptors decided to sign Kevin McCullar Jr. to fill their two-way opening. With no suitable NBA opportunities forthcoming, Dillingham will instead try to work his way back to the league by plying his trade in the NBAGL.