Portland Hearts of Pine add Dylan Sing on short-term loan from Indy Eleven

Portland Hearts of Pine added forward Dylan Sing on a short-term loan from Indy Eleven on July 1, and the move gave the USL League One club an immediate attacking option before its next league match. Sing arrived with two goals in 10 appearances for Indy this season, a production line that suggests Portland is betting on a player who can help now rather than waiting for a longer runway.

The structure of the deal points to why it was possible. In the USL Championship and USL League One, clubs carry a 30-player professional master roster, and players on loan do not count against that total. That setup gives teams room to move a forward like Sing without forcing a corresponding cut elsewhere, which makes this look like both a depth move for Portland and a roster-management release valve for Indy Eleven.

Hearts head coach Bobby Murphy framed it in direct terms, saying, "We feel great about bringing Dylan on," and describing Sing as a young forward who can score goals. That reads like short-term loan language, but it also hints at something more specific: Portland needed another attacker who could step into the group immediately, and Indy could afford to let a third-year professional chase minutes elsewhere.

Sing brings a track record that explains the interest. In his first pro season with Crown Legacy FC, he made 24 appearances and 17 starts, scored eight goals and added two assists. His eight goals and 44 shots tied him for the team lead in both categories, and he also delivered in a pressure moment, scoring the equalizer against Philadelphia Union II in the Eastern Conference Semifinal to send the match to penalties.

His college résumé at Western Michigan was even louder. The Broncos said Sing finished third in program history with 32 goals and 22 assists, set the school record with goals in eight straight games in 2023, and won Missouri Valley Conference Player of the Year and Forward of the Year honors that same season. That kind of production is what makes a short-term loan worth watching: if Sing settles quickly, Portland gets immediate help, and Indy answers one roster question without losing his rights.

Indy had signed Sing ahead of the 2026 USL Championship season after his two years with Crown Legacy, where he logged 16 goals and five assists in 51 appearances. He is listed at 6-foot-3 and 185 pounds, a frame that fits a forward expected to handle contact and finish chances in the box.

Sing also said he had heard good things about the atmosphere at Fitzpatrick Stadium and was excited to reunite with former college teammate Hunter Morse, another sign that Portland wants him plugged in fast. The loan leaves open the larger question of his place in Indianapolis, but for now the move looks designed to get him on the field and keep both clubs flexible.