He began training as a wrestler under veteran Joe "El Tejano" Ortega, a former student of Jose Lothario and the founder of the LsWO, in Holland, Michigan in March 1999, and wrestled his debut match on May 1, 1999, at the age of fifteen as "Jimmy Jacobs", losing to Michael Stryker.

Scoville completed his training in August 1999 and went on to wrestle for various independent promotions in the Michigan area on the weekends, while attending high school and working as a furniture mover during the week.

On September 17, 2004, Jacobs defeated Delirious in a ladder match to win the vacant IWA Mid-South Light Heavyweight Championship.

On April 2, 2005, Jacobs and Whitmer defeated Samoa Joe and Jay Lethal for the vacant ROH Tag Team Championship.

In one match at the Dragon Gate Challenge on March 30, 2006, Whitmer slipped on the top turnbuckle while attempting a super powerbomb that dropped Jacobs head and neck first on the ropes and edge of the ring.

It later progressed when Daizee Haze joined forces with Whitmer, and Lacey, in turn as the leader of the group, hired an "assassin", Mercedes Martinez.

At The Chicago Spectacular: Night 2, Lacey was injured after Whitmer accidentally struck her in the face with a spike when Jacobs moved out of the way.

On March 31, 2007, in his native town of Detroit, Jacobs battled B. J. Whitmer in what the Pro Wrestling Torch Newsletter called an instant classic.

Later on in the event, Tyler Black and Jack Evans faced off in a dark match until both Jacobs and Necro Butcher got involved.

[9] A woman named Allison Wonderland would also become a follower of Jacobs on November 30, debuting in Dayton during a 4-Way Tag Team Scramble match.

At Unscripted III, Jacobs defeated former ROH World Champion Bryan Danielson with his new finisher, the End Time.

At Final Battle 2007, Jacobs and Tyler Black defeated the Briscoe Brothers to win the ROH World Tag Team Championship.

[7] On January 25, 2008, Jacobs teamed with the returning Joey Matthews, the newest member of The Age of the Fall, in a losing effort against Roderick Strong and Rocky Romero of the No Remorse Corps.

The following night, Jacobs and Black lost the ROH World Tag Team Championship to the No Remorse Corps' Davey Richards and Romero in an Ultimate Endurance match, also involving Brent Albright and B. J. Whitmer of The Hangmen 3, and Austin Aries and Bryan Danielson.

The group at this time had an open invitation for Austin Aries to join them, writing blogs and posting YouTube videos about and directed at him.

"The Vulture Squad" (Ruckus, Jigsaw and Jack Evans) were then beaten by the combination of Matthews, Black and Gowen (who replaced Jacobs).

A video package was shown on Ring of Honor Wrestling, where Jacobs announced that he was leaving, and he later confirmed his departure in an interview on July 14.

[13][14] On September 15 at Death Before Dishonor X: State of Emergency, Jacobs and Corino defeated Charlie Haas and Rhett Titus in the finals of a tournament to win the vacant ROH World Tag Team Championship.

On December 14, 2013, at Final Battle 2013, Jacobs turned heel again, alongside BJ Whitmer and Roderick Strong; the trio attacked Eddie Edwards, explaining they were sick of people being celebrated for leaving the company, while the constant wrestlers in ROH went unappreciated.

Jacobs made his first appearance for World Wrestling Entertainment (WWE) on May 10, 2005, when he won a match against Eddie Guerrero via disqualification on SmackDown!.

[23] On January 1, 2011, at Showdown In Naptown, Jacobs defeated Jon Moxley to win the IPW World Heavyweight Championship in a dog collar match due to referee stoppage.

After the match, The Messiahs of a New Age attacked Jimmy Jacobs until The Irish Airborne hit the ring to make the save.

[24] The next month at Uprising Jacobs would defeat Dave Crist for the IPW World Title by DQ when the Messiahs interfered in the match.

[24] On December 15, 2009, the promotion Evolve posted a video on their YouTube page called "Unknown", hyping someone named "Abstract Wrestler".

Since joining the Cleveland based promotion, Jacobs won the Prime Wrestling Heavyweight Championship from Matt Cross, only to lose it shortly after to a returning Gargano.

Jacobs debuted in Juggalo Championship Wrestling (JCW) on Insane Clown Posse's 2007 "The Tempest Release Party" tour.

[1] On October 11, 2017, it was reported that Jacobs had been let go by WWE for posting a photo on Instagram with members of Bullet Club, during their "invasion" of Raw.

[36] On October 28, 2017, Jacobs made his independent circuit return by debuting for WrestleCircus at CircusMania by interrupting Sami Callihan's promo.

[6] On November 3, 2017, Jacobs returned to AAW: Professional Wrestling Redefined challenging Rey Fénix to a title match.

Jacobs made his return to ROH (now the sister promotion of AEW), for the first time since 2015, on the May 23, 2024 edition of Ring of Honor Wrestling, facing Satnam Singh in a losing effort.