The first season of I Love Money premiered on VH1 on July 6, 2008 and the casting special aired on July 1. The show was created by The Surreal Life executive producers Cris Abrego and Mark Cronin. The contestants on this series are from the first two seasons of Flavor of Love, I Love New York and Rock of Love, and are competing in physical and mental challenges in an attempt to win $250,000. Production started in early February 2008, and concluded in March 2008.

Contestants NameOriginal ShowTeamEliminatedNicole "Hoopz" AlexanderFlavor of LoveGoldJoshua "Whiteboy" GallanderI Love New YorkGreenMegan HausermanRock of Love 2GreenAhmad "Real" Givens †I Love New YorkGreenBrooke "Pumkin" ThompsonFlavor of LoveGoldJennifer "Toastee" ToofFlavor of Love 2Gold (6th)Brandi "Brandi C" CunninghamRock of LoveGreen (7th, QUIT)Frank "The Entertainer" MarescaGold (8th)Heather ChadwellRock of LoveGold (9th)David "12 Pack" AmermanI Love New YorkGold (10th)Cindy "Rodeo" SteedleRock of LoveGold (11th)Kamal "Chance" GivensI Love New YorkGreen (12th)Destiney Sue MooreRock of Love 2Green (13th)Lee "Mr Boston" MarksI Love New YorkGreen (14th)Jason "Heat" RosellI Love New YorkGreen (15th)Domenique "Nibblz" MajorsFlavor of Love 2Gold (16th)Torrey "Midget Mac" SamuelsI Love New York 2 (17th) The contestants competed as teams (Green and Gold) from Episode 2 to 7, and competed as individuals from Episode 8 to 13 (Episode 12 excluded). Toasteee was eliminated during the night that began in Episode 10 and concluded in Episode 11. Her actual elimination was shown in Episode 11, as Episode 10 ended on a cliffhanger. Brandi C & Megan quit the competition.

Episode Progress ContestantEpisode123456789101113Hoopz WIN SAFE WIN WIN WIN WIN BTM2 SAFE SAFE WIN WIN BTM3 SAFE WINNER WhiteboyWIN WIN SAFE SAFE SAFE SAFE WIN BTM2 SAFE SAFE BTM2 WIN SAFE VOID Megan SAFE WIN BTM2 SAFE SAFE BTM2 WIN SAFE BTM2 BTM2 BTM3 BTM3 VOID Real SAFE WIN SAFE SAFE BTM2 SAFE WIN SAFE SAFE BTM3 SAFE VOID JURY Pumkin SAFE BTM3 WIN WIN WIN WIN SAFE SAFE SAFE SAFE VOID JURY Toasteee SAFE BTM2 WIN WIN WIN WIN BTM3 WIN SAFE VOID JURY Brandi C. BTM2 WIN SAFE BTM2 BTM3 BTM3 WIN SAFE BTM3 VOID SAFE SAFE WIN WIN WIN WIN SAFE BTM3 WIN VOID JURY Heather SAFE SAFE WIN WIN WIN WIN SAFE SAFE VOID JURY 12 Pack SAFE SAFE WIN WIN WIN WIN SAFE VOID JURY Rodeo SAFE SAFE WIN WIN WIN WIN VOID Chance SAFE WIN SAFE SAFE SAFE VOID Destiney SAFE WIN SAFE BTM3 VOID Mr. Boston SAFE WIN BTM3 VOID Heat SAFE WIN VOID Nibblz BTM3 VOID Midget MacVOID Teams The contestant was chosen to be on the Gold Team by Hoopz. The contestant was chosen to be on the Green Team by Whiteboy. Team captains are noted by bold text.

Competition The contestant won the competition. The contestant was Paymaster. The contestant was part of the jury. The contestant was on the winning team and was safe. The contestant did not win the challenge, but was not chosen to be in the Bottom 3. The contestant was at risk of not being picked for a team or they were voted into the Bottom 3, but was not eliminated. The contestant was eliminated, thus their check was voided. The contestant was last in the challenge and was automatically eliminated. The contestant quit the competition. Notes Episode  1 — The team captains (Hoopz and Whiteboy) were the only ones who were safe from elimination. Episode  7 — Craig announced that there would not be any more teams. Episode 10 — The contestant coming in last place in the challenge (The Entertainer) was automatically eliminated. Episode 10 — Toastee was voted into the Bottom 3, after Brandi C. quit the competition. Episode 12 — This was a recap episode Episode 13 — Brandi C. would have been part of the jury, but by quitting she left the competition completely.

Episodes

A Very 'Short Trip' First aired July 6, 2008

The 17 contestants competing for the ultimate cash prize of $250,000 arrive at a beach where they must jump into the water to get to shore. Immediately, Midget Mac is targeted for being unable to get off the boat because he is unable to swim, but 12 Pack lifts him up and puts him safely on the beach. The contestants then walk up a beach where they find host Craig Jackson. They are told to run into the mansion and make themselves comfortable. Upon entering the mansion, alliances start to form. Destiney, Heather, Heat and 12 Pack form an alliance and old friends Whiteboy, Chance, and Real do the same. Megan and Brandi C. soon form an alliance, and hide Mr. Boston's bed, not wanting him in their room because they think he is "a disgusting pervert". Mr. Boston later finds the bed that Megan and Brandi C. hid from him. Next Jackson calls them up one by one and asks them what they would do if they won the grand prize money of $250,000. After they all answer, he signs the check with their name on it for that amount. Jackson then tells the contestants that they must dress in a bikini for their challenge. Hoopz and the other women in the house ask Midget Mac why he has not dressed in a bikini yet, and he says he refuses to. Hoopz suggests it is because he is too insecure, and Midget Mac becomes angry and calls her a "hoe", which angers both the men and women in the house. Once outside, the challenge is revealed that contestants must get the most money from a money machine. Midget Mac and Chance choose not to participate in the challenge. The first two to compete, Megan and Brandi C., are disqualified for grabbing money off the floor of the machine. Place Contestant 1Hoopz 2Whiteboy 3Destiney 4-13Rest of the Cast 14Brandi C.Megan 16ChanceMidget Mac

The contestant won the challenge and became the Gold Team captain. The contestant placed second in the challenge and became the Green Team captain. The contestant did not win the challenge. The contestant was disqualified. The contestant chose not to participate in the challenge.

After everyone competes, the top 3 "money grabbers" are revealed as Hoopz, Destiney, and Whiteboy. Hoopz grabbed the most money, making her Gold Team captain, and Whiteboy places second, making him the Green Team captain. Once back inside the house, Rodeo attempts to convince Midget Mac to apologize to Hoopz for calling her a hoe and other degrading names, but to no avail. Meanwhile, contestants attempt to make deals to remain in the competition. Mr. Boston approaches Whiteboy and says that they should remain allies because they are both Jewish. At the elimination ceremony, Jackson reveals that Hoopz and Whiteboy will take turns choosing contestants "dodgeball style". After many rounds of selecting contestants, Hoopz has Rodeo, 12 Pack, The Entertainer, Heather, Toastee, and on her team and Whiteboy has Chance, Real, Mr. Boston, Heat, Destiney, and Megan on his team. Heat is unhappy to be on Whiteboy's team, because he wanted to be on the same team with 12 Pack. The bottom three were Brandi C, Midget Mac, and Nibblz. Nibblz and Brandi C. try to show off their strength by giving speeches and doing push-ups. Brandi C. hurts her ankle while attempting the push-ups, while Nibblz does ten perfect ones. Midget Mac refuses to give a speech or show his strengths. Hoopz then picks Nibblz, because she's more physically strong, leaving Whiteboy with the final decision of whom to choose last. He ends up choosing Brandi C., saying he would rather have someone mentally stable. Midget Mac therefore is not chosen by Hoopz or Whiteboy, being the first eliminated and having his check voided. Challenge: Money Booth Challenge Winners: Hoopz (1st), Whiteboy (2nd) Gold Team: Hoopz, Rodeo, 12 Pack, The Entertainer, Heather, Toastee, , Nibblz Green Team: Whiteboy, Chance, Real, Mr. Boston, Heat, Destiney, Megan, Brandi C. Bottom 3: Brandi C., Midget Mac, Nibblz Eliminated: Midget Mac

Reason For Elimination Midget Mac - Midget Mac was rude to Hoopz, refused to participate in the money grabbing challenge, and didn't bother to give a speech on why he should be picked.

Only the Weak Survive First aired July 13, 2008

The cell phones the teams received by Craig at the previous elimination ceremony rang with the message that they must choose different captains. Chance insists on being the captain for the Green team, while the Gold team unanimously selects Rodeo. Destiney witnesses the Green team poorly strategizing, and asks if she can step up as captain, and then they make her the captain instead of Chance. The challenge was a reference to the event on Flavor of Love 2, when H-Town and Saaphyri were involved in a fist fight over a bed. The bed was to be suspended over water, and when someone steps over a certain line, one half of the bed drops. The object was to use giant sticks to knock the opponent off the bed. If a contestant grabs onto the cables, or their flower stick gets knocked into the water, the contestant will be disqualified and the opposing contestant gets a point. The team that received the most points out of five rounds would be crowned the winning team. Whiteboy and 12 Pack battle, and Whiteboy wins after 12 Pack is disqualified for grabbing onto a cable, giving the Green Team the first point. The Entertainer and Heat are up next, where The Entertainer knocks Heat's stick out of his hands which results in a disqualification. The Gold team therefore ties with the Green team. Real and Hoopz battle next, and Hoopz ends up victorious although Real states it was because he did not want to harm a girl and he realizes he has feelings for Hoopz. Rodeo and Chance were next to compete, and Rodeo got her head stuck in the wires, choking her, and instead of continuing to beat her, Chance freed Rodeo. Chance still receives the point for his team and the Green team was a point away from winning. The next two were chosen as Mr. Boston and Nibblz. Mr. Boston won the match, much to the dismay of Nibblz and her team, giving the Green team the win.

Round Match Up Winner 1 12 Pack vs. Whiteboy Whiteboy 2 The Entertainer vs. Heat The Entertainer 3 Hoopz vs. Real Hoopz 4 Chance vs. Rodeo Chance 5 Mr. Boston vs. Nibblz Mr. Boston The contestant won a point for the Green Team. The contestant won a point for the Gold Team.

In the vault, The Gold team selects , Nibblz, and Toastee as the bottom three because of their apparent weakness. Destiney, as the captain of the winning team, became the first Paymaster. Before meeting with Destiney, and Toastee form an alliance in hope of eliminating Nibblz. The four go on a power-outing, and watch a Mexican dance ensemble perform. They decide to join in with the dancing and while dancing along, Toastee pretends to trip and hurt her ankle severely, and she begins to cry hysterically, even asking for medical attention. Destiney chooses for the one-on-one time. Destiney asks why she had gained weight after Flavor of Love. So , wanting to make Destiney to feel bad for her and feel like she's weak, makes up the story that she has an eating disorder and begins to cry. At the elimination ceremony, Destiney, believing was weak, saves her leaving the bottom two as Nibblz and Toastee. Coincidentally, this was the same bottom two during Flavor of Love 2, when Toastee was eliminated once Nibblz told Flavor Flav about Toastee's pornography career. Destiney decides that because of Toastee's supposed ankle injury, Nibblz was the biggest threat and voided her check. Challenge: Bed Battle Winner: Green Team Pay Master: Destiney Bottom 3: Nibblz, , Toastee Eliminated: Nibblz

Reason For Elimination Nibblz - Destiney believed that Nibblz would be more of a threat to her than Toastee or . Also, Toastee and made a deal with Destiney to save her if she ends up in the bottom three.

Heat's a Crowd First aired July 20, 2008