Powers Boothe, an iconic actor with a knack for villainy, has died.

Emmy Award-winning actor Powers Boothe, who most recently starred as World Security Council member and secret Hydra operative Gideon Malick on Marvel’s Agents of S.H.I.E.L.D., has passed away at 68.

Boothe had a number of memorable roles during his career in projects like 24, Red DawnTombstone, and Deadwood. According to Deadline, he died of natural causes.

The news just broke overnight but several popular actors, including some from Agents of S.H.I.E.L.D., have already posted tributes to the longtime actor.

By Molly

Molly is a proud Canadian who is currently attending university in Scotland. She loves to read, write, watch films, and talk about Sarah J. Maas books. If not snuggled up with a book, Molly can usually be found tapping at the dance studio, or writing yet another essay.