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You gotta splash the cash. Fling the blings. Spill them bills. It don't matter, just splatter the batter!
~ Jay G tricking Montgomery Burns.
Used to be the man Burns, now you just a bad joke. Used to be about to die, now you only dead broke. I gave you the card, Burns and you spent your mind out. It was all a trap, yo as you 'bout to find out. Jay G is CEO of Obsidian! Bioootch! Now your bank account is withering, your bottom lip is quivering, you're Hufflepuff, I'm Slytherin, there's no one doin' your Smitherin'. This is where your money went, evict you from the one percent, now watch me as my fingers tent, 'cause I own you, it is excellent!
~ Jay G singing about Burns going broke

Jeremy Gilroy, better known as his alias "Jay G", is Mr. Burns's billionaire arch-enemy who first appeared in The Simpsons Season 28: The Great Phatsby Volumes I and II. He is overjoyed to meet Burns as his book The Rungs of Ruthlessness inspired to become what he was. Despite being a villain, he cares very much about his company's mascot, Goosius.

He was voiced by Kevin Michael Richardson.


Jay used to be a member of a musical band called "The Five Boyfriends" alongside Jazzy James, Snoop Dogg, RZA and Common until he stole Jazzy's money and girlfriend. When he stole a bus, he found a copy of the book The Rungs of Ruthlessness by Monty Burns. He referred to the book as his Bible and followed it's tips to become what he was.

The Great Phatsby Vol. I

Burns and Homer find a party at a huge mansion. They ask who the host of the party was and were taken to Jay G. Jay told them to leave but relents upon realizing that Monty Burns is there. He thanks Burns for inspiring him to become what he was. Jay and Burns begin a large friendship. Jay gives Burns one of his company's Obsidian Credit Cards. He and Burns go on a spending spree which ends when Burns ends up broke. Burn's property is sold and he is forced to sign a contract that gives Jay control over Burns' hounds, leaving him with nothing.

The Great Phatsby Vol. II

Burns goes into a state of depression while Homer is forced to go back to work at the power plant, which is now owned by Jay's company, The Golden Goose. Jay bribes Homer with cobbler in order to remove the last trace of Monty's presence. Homer gets an idea to get back Burns' fortune and recruit Bart, Jazzy, Jay's ex-wife, Praline, RZA, Snoop Dogg and Common to write a revenge rap to ruin Jay G. However at the rap's unveiling, Jay reveals that he has bribed his friends with his wealth and destroys the rap's USB. However it's not long before Burns gets a new plan to get back at Jay G: he captures and makes a roast goose out of Goosius. Jay G finds out and is horrified when finds out what Burns has done. Jay breaks down into tears saying "I don't want to live in a world without the mascot of my multinational empire!". Jay finds out that Goosius is alive and an attempt on Gooosius' life results in both Burns and Jay hanging from a chandelier. Jay reveals that he made Burns broke because of a line in The Rungs of Ruthlessness, saying "You will never be truly ruthless until you destroy the one who made you.". The chandelier breaks but the fall is broken when Smithers having been ordered to get fresh lake ice from Canada arrives, the ice having now turned to slush. It is unclear whether or not they remained enemies.


               The Simpsons Logo.svg Villains

Springfield Republican Party
Mr. Burns | Birch Barlow | Lindsey Naegle | Count Dracula | Blue-Haired Lawyer | Waylon Smithers

Terwilliger Family
Cecil Terwilliger | Dame Judith Underdunk | Francesca Terwilliger | Gino Terwilliger | Robert Terwilliger Jr. | Robert Terwilliger Sr.

Springfield Mafia
Fat Tony | Fit Tony | Johnny Tightlips | Legs | Louie | Don Vittorio D'Maggio | Frankie the Squealer | Johnny the Snitch | Nicky Bluepants Altosaxophony | Joey | Dante Calabresi Sr. | Dante Calabresi Jr. | Primo | Shotgun Pete

Environmental Protection Agency
Russ Cargill

Globex Corporation
Hank Scorpio | Miss Goodthighs

Recurring Characters
Agnes Skinner | Artie Ziff | Baby Gerald | Constance Harm | Dolph Starbeam | God | Hans Sprungfeld | Herman Hermann | Itchy | Jessica Lovejoy | Jimbo Jones | Kearney Zzyzwicz | Jack the Ripper | Mr. Largo | Nelson Muntz | Patty & Selma Bouvier | Senator Mendoza | Snake Jailbird | Space Mutants | Wainwright Montgomery Burns | Gina Vendetti

Treehouse of Horror
Bart (Fly) | Burnsiverse | Count Burns | Zombies | Gremlin | Groundskeeper Willie | Homer's Clones | Hugo Simpson II | Jonathan Frink Sr. | Kang and Kodos | Killer Toupée | King Snorky | Killer Krusty Doll | Lard Lad | Muttonchop Murderer | Ned Flanders | Seymour Skinner | The Blob | The Devil | Dr. Julius Hibbert | Bill the Kid | Moe-Looking Satan | The Grand Pumpkin | Witch Marge | Rachel | Maggie Simpson

Guest Star Characters
Simon Cowell | Will Wright | Bill Cipher | Variant L1130

Other Characters
Adil Hoxha | Adolf Hitler | Andy Hamilton | Baby Button Eyes | Bart Simpson's Creatures | Blue-Eyed Man | Bob Arnold | Captain Mordecai Barrows | Cesar & Ugolín | Chett Englebrick | Clownface | Cooder | Comic Book Guy (Brick Like Me) | Devan & Quenley Woosterfield | Dexter Colt | Dwight Diddlehopper | Frank Grimes, Jr. | Francine Rhenquist | French Chef | Glamorous Godfrey | Howard K. Duff VIII | Ironfist Burns | Jack Crowley | Jack Lassen | Julia | Hell's Satan | Kindergarten Teacher | Larry Kidkill | Lucille Botzcowski | Sparklemon | Lyle Lanley | Les Moore | Jim Hope | Mav & Portia | Molloy | Movementarians | Mr. Dirt | Nigel Bakerbutcher | Officer Krackney | Professor Werner Von Brawn | Rex Banner | Robotic Richard Simmons | Shadow Knight | Stanley DeGroot | The Leader | William Shakespeare | Jay G | Kostas Becker

Video Games
Simpsons Arcade
Hench Dogs | Robot Burns | Mr. Smithers

The Simpsons Game
Matt Groening | Lard Lad | God | King Snorky | Patty & Selma Dragon | Stubborn Ape

The Simpsons: Tapped Out
Mr. Burns | Russ Cargill | Frankie the Squealer | Sven Holly | Evil Homer | Bandits | Count Dracula | Rich Texan | Fernando Vidal | Grampasaurus