He made his debut in 1995 as one of the children featured in the music video for Dope Hat by Marilyn Manson.

[4] After the conclusion of The Sopranos in 2007, Iler largely retired from acting, instead moving to Las Vegas to pursue a career as a professional poker player.

[5] In July 2023, Iler started a podcast with The Sopranos co-star Jamie-Lynn Sigler called Not Today Pal, produced by the YMH studios owned by comedians Tom Segura and Christina Pazsitzky.

[5] In July 2001, Iler was arrested for the robbery of two teenagers in his Upper East Side neighborhood[8] and for possession of marijuana.

[9] He was present on October 23, 2005, when the underground poker club Ace Point was raided by the police; however, no charges were filed against him.