The late night talk show host is usually a pro at making segues on his show, however things took a turn for the worse when the TV personality made an error in judgement that nearly cost someone their life.
Jimmy Kimmel was set to host the Academy Awards this March, but now this could be in jeopardy as he finds himself seemingly at fault for a head-on collision on the famous Los Angeles highway.
Police officials and firefighters were on the scene to examine the damage and determine how the accident could have occurred.
Kimmel was driving in his BMW when witnesses say he attempted to make a left hand turn onto the Sunset Strip, however the exit was "right turn only" in this case.
While the host is usually very active on his Twitter account, he has made no mention of the accident that left his car in a mangled heap.
TMZ released footage of a frantic Kimmel making calls with the victim of the crash as police arrive on the scene.
TMZ received the video showing the aftermath of the crash not long after the authorities arrived on the scene.
In it, we can clearly see the crash in the center of the highway, as well as a "Right turn only" sign in plain view.
Kimmel is standing next to the owner of the car he crashed into, and then later both parties are giving their accounts to police officers.
In several pictures taken by witnesses, the airbag of the victims car has clearly been deployed.
No serious injuries have been reported.