[4] Over the following decade, he acted in films including 1988's Elvis and Me and 1989's Turner & Hooch, and had a series of guest roles on television.

"[5] In his early twenties, he had supporting roles in films like The Mighty, She's All That, Idle Hands, O, Dumb and Dumberer: When Harry Met Lloyd, and The Butterfly Effect.

He had starring roles in the 1999 TV movie Gift of Love: The Daniel Huffman Story and the 2003 film The Battle of Shaker Heights.

During this time, Henson also ran a film production company, Roulette Entertainment, with fellow actor Josh Hartnett.

Henson portrayed Apple Computer engineer Andy Hertzfeld in the 2013 biopic Jobs.

[7] Principal photography began that same month in Atlanta, and concluded on June 20, 2014, in Berlin, Germany;[8] the two parts were filmed back-to-back.

[9] Beginning in 2015, Henson portrayed Foggy Nelson in all three seasons of the Netflix television series Daredevil.

"[12][13] In addition to Daredevil, Henson has also portrayed Foggy in the crossover miniseries The Defenders[14] and a cameo appearance in the second seasons of Jessica Jones and Luke Cage.