By R.L. Bynum
After spending his rookie season with the Portland Trail Blazers on a two-way contract, Caleb Love has agreed to another two-way deal, this time with the Philadelphia 76ers.
ESPN’s Shams Charania reported the news, a move that came after the Sixers added free agent guard Anfernee Simons and guard Rayan Rupert (two-way contract), giving Love another opportunity to develop while remaining connected to an organization with championship aspirations.
The former UNC and Arizona star averaged 10.4 points and 2.5 assists in Portland as a rookie last season. After he reached the limit of 50 NBA games for two-way players, the Blazers had to either sign him to a regular contract or send him to the G League. They opted for the latter.
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In 10 games for the Rip City Remix, he averaged 24.7 points, 4.6 assists and 4.0 rebounds while shooting 43.3% from the floor and 23.5% from 3-point range.
His best game in the NBA last season was in a 127-123 win on Nov. 21 at Golden State when he collected 26 points, seven rebounds, six 3-pointers, five assists and a steal. He scored at least four 3-pointers nine times, at least five four times and connected on six three times.
The two‑way contract allows the 76ers to evaluate Love within their system while preserving roster flexibility, and it gives Love the chance to prove himself again.
Philadelphia’s recent additions suggest the front office is prioritizing backcourt versatility, and Love adds a developmental piece with proven scoring ability. Simons brings established scoring, Rupert offers length and defensive upside, and Love supplies shot creation and competitive toughness that could pay dividends if he continues to grow.
