He is known for his numerous roles in video games, including Yuri Lowell in Tales of Vesperia (2008), Joel Miller in The Last of Us franchise, Booker DeWitt in BioShock Infinite (2013), Samuel "Sam" Drake in Uncharted 4: A Thief's End (2016) and Uncharted: The Lost Legacy (2017), Rhys Strongfork in Tales from the Borderlands (2014), Snow Villiers in Final Fantasy XIII (2010), Kanji Tatsumi in Persona 4 (2008), Vincent Brooks in Catherine (2011), Agent Jones in Fortnite (2017), Talion in Middle-earth: Shadow of Mordor (2014) and Middle-earth: Shadow of War (2017), Pagan Min in Far Cry 4 (2014), Revolver Ocelot in Metal Gear Solid V: The Phantom Pain (2015) and Higgs Monaghan in Death Stranding (2019) and Death Stranding 2: On the Beach (2025).

He was previously the lead singer and rhythm guitarist for the alternative rock band Tripp Fontaine, with whom he released an album titled Random Thoughts on a Paper Napkin (2004).

He was listed on Entertainment Weekly in their "Best of 2013" issue for "Best Breakout Actor" in the video game industry for his performances in The Last of Us, BioShock Infinite, and as the Joker in Batman: Arkham Origins.

[11] In May 2018, Baker and voice actor Nolan North began hosting the weekly YouTube series Retro Replay.

In April 2020, due to an apparent disagreement on the future direction of the show, Baker left to start his own series.

[15][16] Before pursuing acting, Baker was the lead singer and rhythm guitarist for the alternative rock band Tripp Fontaine, which released the radio single "Burning Out" from their debut album Random Thoughts on a Paper Napkin in 2004.

[19][20][21] On October 6, 2017, Baker and his backing band, also called Sitting in the Fire, released his second album Moving Around Bias under the new name of Window to the Abbey.