Deal with Malcolm DreyfussEdit
The Devil and his demons have been ruling Hell ever since but also punish the souls of mortals and also make deals with them in exchange for there Souls. Around the 1980s, the Devil sent Jobe to go and make a deal with the drunk and desperate Malcolm Dreyfuss, who had just crashed a car that contained all his life's work after having a breakdown for not getting enough credit in the company he and his partner Ansel built. The reason of this breakdown is because his partner rather unfairly became the face of the company, leaving Malcolm to live in the shadows, unrecognized. Jobe offered to get rid of Ansel and leave Malcolm to manage the company in exchange for his soul when he dies. Malcolm, after seeing what Jobe had in store for him if he didn't agree, took the deal and Ansel was dragged to hell, where demons branded their marks on his body for years.
Deal with Ichabod CraneEdit
Lara and Crane, in a desperate attempt to find a way to stop an immortal Malcolm from raising his new world with the aid of the Four Horsemen of the Apocalypse, follow the lead Jobe gave them and enter Hell itself with the intention to have the the Devil aid them in their duty. The devil senses their arrival in hell and greets them casually yet visibly intimidating even Ichabod with his words. After casually telling Ichabod to not confuse himself with definitions on the devil, the witnesses demand they help him kill Malcolm but he refuses as while he is aware that Malcolm has found a way out of his deal, he has no worries about it, as his new world will bring him more souls for him to torture for all eternity. He then expresses anger on being unable to torture a witness after saying he is bored of their conversation but Ichabod bravely told him to stop intimidating them as hell has rules and even the devil is bound to said rules, therefore he can't trick them into staying through cheap intimidation, much to his disappointment. Ichabod then puts up a very serious face and tells him to stop pushing around and to strike a deal, causing Lucifer to look almost angry before quickly laughing. As it turns out, the only thing that Ichabod has that interests him more than the fact he could torture the souls killed by Malcolm's Apocalypse is his eternal soul. Crane follows the footsteps of Abbie and sacrifices himself for the greater good, offering him a deal that if he aids them in putting a stop in Malcolm for good, then his Eternal Soul will be his upon Ichabod's death. The Devil, delighted with the fact that he gets to torture a Witness for the first time, happily and willingly takes the deal and gives them a piece of the Philosopher's Stone which was destroyed, but he somehow acquired, as it would render Malcolm mortal so that he could be fatally wounded and killed.  Crane is later forced to tell Diana, but they both agree to find a way to get him out of his deal.
- In Christianity as also in the Bible that were featured and exist in Sleepy Hollow Tv series the Devil is also known as the one responsible for downfall and exile of humanity's common ancestors Adam and Eve from Garden of Eden while in that time he took the form of a Serpent to deceive Eve.
- He is often described as Father of Lies and Demons or Prince of Darkness in Bible as well he is described in Book of Revelation as a seven headed dragon.
- It is very likely that the name of character Surtur or Surtr the Fire Demon of Norse Mythology could be the Devil because both figures in these religions have been described as rulers of Inferno-Fire like realms Muspelheim and Hell, but also both Satan and Surtur could be same character.
|"Columbia"||"In Plain Sight"||"Heads of State"||"The People vs. Ichabod Crane"||"Blood from a Stone"|
|"Homecoming"||"Loco Parentis"||"Sick Burn"||"Child's Play"||"Insatiable"|
|"The Way of the Gun"||"Tomorrow"||"Freedom"|