Sergio Calderón, ‘Men in Black’ and ‘Pirates of the Caribbean’ Actor, Dies at 77

Sergio Caldern, a longtime actor who appeared in films including Pirates of the Caribbean: At Worlds End and Men in Black, died Wednesday of pneumonia. He was 77.

Calderns representative, Julie Smith, confirmed his death to the LA Times on Thursday.

Caldern appeared in the 1997 film Men in Black, where he played the floating head on a pole carried by an alien that Tommy Lee Joness Agent K reveals, earning him the nickname Head on a Stick.

Caldern was born in Mexico, where attended the Instituto Andrs Soler of the Asociacin Nacional de Actores. While he was working as an English teacher, he broke into the film industry with a role in The Bridge in the Jungle which starred John Huston. In Under the Volcano, directed by Huston, he played one of the murderers.

He would then go on to appear in other projects such as Old Gringo, Erendira, Players, Ron Howards The Missing, High Risk, The A-Team and The Ruins. His most recent credit came in the series The Resort, where he played a detective in 2022.

Caldern received his Screen Actors Guild card for his performance in The In-Laws and subsequently moved to Los Angeles. He also portrayed villain Pirate Lord Eduardo Villanueva in Pirates of the Caribbean: At Worlds End.

Fly high my KING, My LIGHT, My Rock, My Best Friend, BEST DAD, BEST GRANDPA, My STRENGTH, MY INSPIRATION.. and MY MENTOR, said Calderns son, Patrick, in an Instagram post. YOU FORMED ME INTO THE MAN I AM.. YOU ARE AT PEACE and in the best COMPANY.

View this post on Instagram A post shared by patrickcalderon (@patrickcalderon)

Caldern is survived by his wife; Karen Dakin, his children; Patrick Caldern-Dakin and Johanna Caldern-Dakin, and his three grandchildren; Krishnaavi, Emiliano and Victoria.