Ichabod was the first in his family to go to college. He was able to go because of the scholarship that his high school wrestling granted him. At Clemson University he was able to wrestle for the varsity 
team while studying psychology. He graduated and jumped right into a career in wrestling. Ichabod began his wrestling career in IPWF. There, he started as your good all-American wrestler. But the domination of the ORS, led by Bigg Wafer angered him and he decided to attack them with a stable of his own. The Revelation originally consisted of Reverend, Ichabod's brother, and Higher Power, an associate. The Revelation made waves, but none so big as the one at Beach Clash, when Reverend and Ichabod joined rAw, and destroyed Bigg Wafer. 

It was during his time in IPWF that Ichabod was out partying with his brother and met Selena, a beautiful and dangerous Tejano who would later become his valet. After winning the Intercontinental Title from Lobster of the ORS, Ichabod had to watch the IPWF fall to differences of opinion in the ranks. Ichabod's next stint came from RCW where he met his old opponents the ORS, only in different form. He tried in vain to begin a new war with his arch nemesis Bigg Wafer. But Ichabod faced a new challenge in the form of Velocity. Velocity gave Ichabod a hell of a feud, never revealing why he targeted him. The feud ultimately culminated when Velocity joined the ORS and Bigg Wafer helped him destroy Ichabod for a short time. 

Ichabod's stardom gave him the gusto needed to join Nuclear Wrestling, where he wrestled for a short time against its top competitors, but never gained the world title. Ichabod's first World Title finally came in the Real Deal Wrestling, where he served as Vice President. He defeated Tim Gorder and gained his most sought after prize, but also won United States title. Serving as a double champion proved an arduous task, so he lent the title to his new found friend in the Revelation, Wicked D, who, along with his brother Rage, was formerly one of Ichabod's childhood enemies, the Harley Boys. Ichabod also faced his greatest challenge yet, his own brother Reverend. After four long months of fighting, and losing his world title, Ichabod met Wicked D and Reverend in the ring at Born Again ppv, along with Thugster, Hunter Schultz, and Jade Jeckell. 

He ultimately turned on Wicked D and rejoined his brother, unveiling his plan of destroying the rival under the guise of partnership.  But Wicked got his revenge. Ichabod was out of action for three long months due to a back injury sustained by Tim Gorder and Wicked D. Ichabod made few appearances during his injury to comment on events that were in motion in the RDW. Ichabod made his glorious return to professional wrestling in the XCW, where he faced his old enemy Wicked D, and a new challenge, his former and new boss, Chris Conner. 

Ichabod's life made a complete shift when Conner kidnapped his girlfriend and valet Selena, dropping her from twenty feet in the air inside of a car. After the near death of his beloved Selena, Ichabod went on a rampage, punishing the entire federation. The rage was fueled by contacts from RDW hurling insults at him, trying to lure him back with the promise of great feuds. The events ultimately came to a head when Selena turned on Ichabod herself, blaming him for a tumultuous life that she had not been ready for, but he had more or less dragged her into. The sudden change of life drove him to win the Run of the Mill match, and as another surprise, the one man who stood by to clear up the confusion of enemies for Ichabod was the one and only Bigg Wafer. 

Bigg Wafer and Ichabod joined up as a team in WoW, looking for the former turncoat ORS member Justin Payne and their former rival Smoke Dawg. But Bigg Wafer experienced a car accident which put him out of commission for a long time. Ichabod was forced to go at it alone, and even began some historic fueds with names such as Arctic Fox, Mastermind, and Ti Konflict. With the help of his old Revelation trainer Steve Parke, he was finally getting the attention he deserved, and after three months was on his way back to the top. It was then that Selena reappeared in Ichabod's life, joining the WoW. 

When Reverend showed up, this time seriously challenging Ichabod, it was too much. Ichabod went insane with the pressure of  facing his former love and his brother. He blew up his own condo and 
disappeared for a long time After what seemed like an eternity out of the ring, nine months later, Ichabod returned to WoW with a new beauty at his side, Deidre, and a new mission to punish all the people in the world who didn't understand him. He sent Deidre to train in rDw, and in WOW began his campaign by first destroying Selena, and then her boyfriend Rage. He took his job back as VP in rDw but eventually took over as Prez. After winning the world title in WOW, Ichabod took over WOW as prez and closed rDw's doors. Ichabod took on Justin Payne in a world title match and secured the victory, then retired the title and held an invitational for the coveted gold. 

His itch for the ring was satisfied when he joined WXW along with Galahad, Phantom, Necron, Brimstone, The Foxes, Anastasia, and a few others to form Broken Halo. Politics ruined that fed and Ichabod left due to creative differences. During this time, a blast from the past, SAM, was able to take over Ichabod through mind 
control and put him through some very chaotic episodes. Deidre found some of Ichabod's old friends and enemies, including Wicked D, and a stop was put to SAM, but not before SAM had gained the Brutality Championship from Justin Payne and Bigg Wafer and formed his own stable: Forsaken. Ichabod was still in control of WOW, but it became apparant that he and Darren were in league against a man named Jecht, who turned out to be Smoke Dawg. Smoke Dawg and Bigg Wafer formed the ORS with BPac and Ichabod returned to the ring while Darren reclaimed his federation. 

Ichabod fought a heroic battle at Ring Wars and was able to 
become the first ever Undisputed Champion. Ichabod regrouped the 
Revelation in perhaps its most deadly form and Deidre rejoined him in WOW. It seemed he was back on the road to evil glory when the fed suddenly closed due to a huge financial loss. Ichabod had just been named VP, but sensing a problem with James, Ichabod took off on a much needed vacation with Deidre. Through a lot of negotiations, Darren was able to secure a contract with Ichy in nWo, and it is there that he hopes to continue his legacy.