His pro path included a 2023 draft selection at 58th overall, a four-year contract with $3 million guaranteed, and a two-season spell of sparse action (roughly 42 games at 4.7 minutes per game) with the Bucks, plus time in the G-League.”

In the G League with the Wisconsin Herd in 2023-24, Livingston posted strong numbers (about 18.1 points, 8.2 rebounds) showing he can fill gaps at wing or forward.

Physically, Livingston brings size (6-foot-6) and energy, but scouts say he lacks top-line quickness and polish for guard roles, complicating position fit.

Livingston, a former Kentucky forward and 2023 final draft pick who briefly wore a Bucks jersey, joins Cleveland after a stint marked by a fully guaranteed deal and limited NBA playing time.

The Cavaliers have signed Chris Livingston to a two-way contract, adding a local name with ties to Northeast Ohio to the roster.

Evaluators note his development trajectory and two-way status, alongside fellow two-way players Luke Travers and Nae’Qwan Tomlin, as part of the Cavaliers’ depth strategy.

Notably, Livingston is represented by Rich Paul of Klutch Sports, a detail that underscores his local connections and agency influence.

Milwaukee ultimately waived Livingston in mid-2025 to reallocate roster spots, after deciding his progression hadn’t met their needs.

The move to Cleveland offers a fresh opportunity, though playing time may still be limited as he pursues a defined NBA role.

Born and raised around Akron, Livingston’s local roots trace back to high school stops at Akron Buchtel and Hudson Western Reserve Academy before college stardom at Kentucky.

With three two-way slots permitted, Cleveland avoids extra roster moves by adding Livingston alongside the team’s other two-way players.

Overall, the latest chapter for Livingston continues to build on a path that mixes potential with the realities of breaking through at the NBA level.