Iskander gained early recognition in 2019 for his performance as Usnavi in a high school production of
In the Heights, which earned him the Spirit of the M.A.C.Y. Award for Best Actor and a Special Recognition Award at the
Jimmy Awards the same year. He made his Broadway debut in 2022, portraying Aaron Puckett in
Kimberly Akimbo, a production that went on to win the Tony Award for Best Musical in 2023. In 2025, Iskander transitioned to screen acting with his debut role as
King David in the
Prime Video series
House of David, which follows the biblical figure’s rise from shepherd to monarch. He starred alongside
Ali Suliman and
Ayelet Zurer. His portrayal received attention for its emotional depth and sincerity, with several commentators noting a personal connection to the character’s spiritual arc. In addition to acting, Iskander is also a singer-songwriter. He released the single "I Know" in 2021 and contributed to the
Kimberly Akimbo original
Broadway cast recording. His collaboration with
Gabby Barrett, "Lead Me To The Water," was featured on the album
House of David: Season One (Music Inspired by the Prime Video Original Series). == Personal life ==