Big Music Man Has Big Money Troubles


[BlindGossip] This music guy is in big trouble. Although he has had an impressive number of hits over the past 10+ years, he never got the hang of managing his money. He is now so broke that he is turning to his famous ex for a handout.

Unfortunately, she’s not exactly jumping up to help him. She’s been down this road with him before, she knows that they don’t belong together, and she’s not going to spend another penny of her own millions to bail him out of trouble again.


It’s Jermaine Dupri! The famous ex is Janet Jackson. Source:

Little man, big mess.

Jermaine was the producer behind Destiny Child’s first album, and has worked with everyone from Kriss Kross (“Jump” was one of your hints) to Mariah (“We Belong Together” was another one of your hints).

He dated Janet Jackson on-and-off, from August 2001 to March 2009. Dupri has two children, one with ex-girlfriend Pam Sweat, and the other by a stripper, which led to Dupri’s breakup with Janet Jackson.

Jermaine has had money problems for years. Janet bailed him out for a long time, but since the stripper incident. We don’t know who bailed him out this time around. He’s finally cut down on the huge entourage, but not before he ran into a multitude of tax problems, watched his restaurant go belly up, and faced foreclosure twice in two years. Oh, and if you need a DJ for your wedding or bar mitzvah, you can now get Jermaine Dupri to spin at your event for the bargain price of $10k. (For the sake of comparison, it would cost you $25k to hire Pauly D from Jersey Shore)

From TMZ:

Jermaine Dupri Barely Rescues Mansion From Foreclosure

Jermaine Dupri’s giant Atlanta home is safe … for now — because the music producer successfully rescued the place from foreclosure auction this week, after allegedly failing to pay $193,000 in mortgage debt.

Dupri’s home was scheduled for auction September 4th — after Dupri’s bank claimed the rapper failed missed $193,404 in payments on his mortgage.

Dupri filed an emergency motion in response, asking the court to block the auction, claiming he only owed $89,901 … and he paid the bill in full by the time he filed the motion.

The house was yanked from the auction at the last minute.

Dupri’s lawyer, James Kane, tells TMZ, “There was no foreclosure sale of the property … We are presently working with the lender to reconcile our disagreement over the [mortgage amount due].”

Congrats to Cyanna George, who was first with the correct answer!

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116 comments to Big Music Man Has Big Money Troubles

  • TheYellowDart

    Tommy Mottola and Mariah Carey – “they don’t belong together” is a reference to her song “We Belong Together.”

    • cocobeannns

      Like it.

    • LolaVee

      I would agree that the guy in question isn’t necessarily a musician (it could be a producer, song-writer etc), but Tommy’s career doesn’t fit the time frame. His biggest success was in the 80’s & 90’s, and he left Sony almost 10 years ago. It seems unlikely for him to blow that much money and then crawl back to an ex-wife from 2 decades ago.

    • amagod121

      I like your guess! Notice that the blind says, “this music guy,” instead of “musician.”

      Also, “not exactly jumping up to help him” seems awkwardly worded, so I’m guessing that “jumping” is another clue. Mariah worked with Jump Smokers, so that would fit.

    • MissFaye

      Took the words out of me mouth!

    • mrsjaymack

      My first thought too.

    • MissTearsForFears

      Tommy Mattola’s married to Thaila, she’s probably got enough money to support him with all the success she gets from her fashion ventures and music career.

  • fallendrow

    John Mayer and Jennifer Aniston/Jessica Simpson/any of the other famous girlfriends he’s had?

  • KlatschHund


  • liberache

    P Diddy (or whatever he calls himself these days)??

  • up2trouble

    Marc Anthony

    • up2trouble

      I guessed based upon Marc’s IRS issues; however, after finding out about Jermaine’s issues, I like him better for this one.

  • Cyanna George

    Maybe Jermaine Dupri and Janet Jackson?

    • gumbii2662

      My first thought as well. I just read that one of his uber-expensive cars got repossessed.

    • schadenfreddy

      Yes, I agree with this, bc of what gumbii said. Also, he has been on the music scene for years and been involved with a ton of successful projects.

    • Rafael

      I don’t think Janet is doing very well these days herself… She isn’t poor, but I don’t think she is as well off as she was..

      • KWDragon

        Yes, but if he thought he could get his hands on some “Michael” money, he would certainly ask. Also, only “well off” by Jackson standards is still more than I will make in my lifetime!

      • islandlife04

        Janet just came off a successful world tour, just announced as a spokes person as Nutrisystem and has a billionaire boyfriend. She is definitely living comfortably lol

      • northdallas40

        Wrong! Janet is worth $250 million, according to Forbes Magazine. She’s heavily invested in real estate. And she has a billionaire, hot boyfriend!

        Totally Dupree!

    • iammeme

      My first thought was JLo and Marc A but this fits too. And I like amagod121’s observation of “this music guy,” instead of “musician.” That description seems to fit Jermaine Dupri pretty well.

    • cocobeannns

      Like this guess better.

    • Hawgtied

      yup, bet it is them. He just got his Lambo repo’d a few days ago. My money is on them.

    • PinkFlamingo

      I’m on board with this guess. Everything fits, and the word “penny” is a clue. Janet played a little girl named Penny on “Good Times.”

    • doodadoo

      Agree. Dupre wrote and produced “We Belong Together” which is one of the biggest songs of all time. I think that’s what that line is in relation to and is just a red herring illuding to Tommy and Mariah.

    • Slammi

      Ooooh, I didn’t know that happened. I like this guess a lot more than mine.

  • dee123

    I know it’s not him, but i thought about it possibly being Justin Timberlake because i would just love, love, love that irony…..

  • boomboompow

    J Lo and Skeletar Marc Anthony

    • ineedtoknowwho

      I agree. Marc Anthony had tax problems…..earlier this year.or last year I believe. It was all over the news so Im going with these two.

  • kangaroov

    JLo as famous ex.

  • toosie

    Jermaine depree and janet jackson.

  • hotel57

    Soddy and JLo now that she’s back on the market. He always did have extravagant spending habits.

  • DinkinFlicka

    Big Music Guy – Tommy Mottola
    Famous Ex – Mariah Carey

    The big clue being “…she knows they don’t belong together…”

  • kitteekat

    I totally want to say John Mayer

    • leshabe

      and maybe the famous ex is Jennifer Aniston. Or Jessica Simpson. Or Jennifer Love Hewitt. Or any of the other famous exs he has!

      My guess would be Aniston

  • HeidiEverett

    Bobby Brown & Whitney Houston?

  • ohnohedidnt

    Tommy Mattola and Mariah Carey

    “dont belong together” being a clue from her song We Belong Together.


  • MamaCat

    Diddy turning to JLo

  • marsci

    The only person that comes to mind is Billy Joel. He has had previous financial problems but his big hits came more than 10 years ago.

    • PandoraWolf

      He came to mind when I read the title and the blind hadn’t even popped up. He just divorced (again), has a problem drinking (I believe?) and Christie Brinkley is famous as well — and has enough bad luck with her OTHER exes to say HELLS NO to bailing out Billy Joel. “Music Man” reminds me of “Piano Man” without being too obvious.

    • Okayeah

      I don’t think Billy Joel’s number of hits over the past ten yeras is particularly “impressive”. His peak time was the late 70s to early 90s.

  • ButterflyLove

    Sean cumbs, or Diddy!
    The famous ex Jennifer Lopez

    Or billy Joel and christie brinkley

  • hotmama

    Chris Brown ?

  • slimfast10

    Sounds like Mark Anthony and JLo, he has been long rumoured to have had financial problems which was one of the reasons JLo took the American Idol gig…

  • raylight

    Marc Anthony and J-Lo ?
    Doesn’t he owe $3.4mil for tax ?

  • kc from tx

    Billy Joel

    • PoniTayl

      It’s not Billy Joel. My brother worked on his crew for over ten years up until he had hip surgery, he’s loaded for life.

  • leesa30

    Sounds like Piddy, Diddy, Puffy, Sean Combs or whatever he goes by now and his famous ex J-Lo, J-Ho, Jennifer Lopez.

  • BitterBlondin

    Marc Anthony?

  • jljames12

    Jermaine Dupri
    famous ex: Janet Jackson

  • algernon

    diddy and jlo

  • bhar48069

    Tommy Mottola? The ex would be Mimi.

  • woka0802

    J T? John Mayer?

  • 4sixx2

    I think the “current” guess might be JLO & Marc Anthony. But I’m going Old School and my guess is:
    Cher & Gregg Allman. She’s worth $600 million. He’s been married 6 times, has Hepatitis, had a liver transplant, and STILL tours.

  • LolaVee

    Derryck Whibley?

  • Megley

    Jermaine Dupri, panhandling Janet Jackson.

  • countesslurkula

    Jermaine Dupri
    ex = Janet Jackson

  • CTKJM11

    My guess
    Music Guy: Jermaine Dupri
    Famous Ex- Janet Jackson

  • Slammi

    Tommy Mottola and Mariah Carey? “They don’t belong together” reminded me of her song “We Belong Together”. Making an impressive number of hits doesn’t have to mean that HE made hits…could it mean that people he signed made a lot of hits? Because he signed a lot of people like Diana Ross, Mariah Carey, Gloria Estefan, Shakira and Jennifer Lopez…and on Wikipedia they list 9 “hits” (10 if you split Hall & Oates into two).

  • rajahdeux

    Jermaine Dupri?

  • ZuzuBee

    John Mayer

  • AdiosContaminos

    Timberlake and Diaz? The guy in the pic is wearing a suit, JT is the first person I think of…

  • stretch

    With the 10+ clue, I’m going to say Tommy Lee.

  • bananas

    Whitney and Bobby B??

  • bananas

    Duffy and Jlo…but they’re both filthy rich, no?

  • bananas

    Stupid autospell …that was supposed to say *diddy

  • redwow12

    Bobby Brown

  • dedhamguy

    Billy Joel & Christie Brinkley??

  • vjamalama

    Marc Anthony seems the obvious guess.

  • ILoveDlisted

    Puff Daddy, Ex JLo

  • EvaDiva

    Could it be Eric Benet/Halle Berry?

    Lots of emphasis in “big”, so could it be JayZ (Big Pimpin’)?? Nah. No famous ex and I doubt he’d doing poorly.

    How about Sean Combs (Biggie Smalls) asking JLo for money? He hasn’t been that big lately and his last album flopped miserably.

    OR, what about Marc Anthony and JLo?? They did a duet titled “Tribute (We Belong Together)”, he had some big hits in the early 2000s, and had some problems paying his taxes last year.

    That’s all I got.

  • EvaDiva

    Disregard my “Tribute” tidbit. I am not a good Googler. LOL. Still think it’s JLo and Marc, though.

  • fparker

    Jermaine Dupree and Janet Jackson

  • Marina

    Billy Joel and Christie Brinkley

  • hannavas

    the only two couples I can think of to fit this are Eddie Van Halen/Valerie Bertinelli or Tommy Lee/Pam Anderson. I don’t know that either Valerie or Pam has millions though and I think Valerie just got remarried.

  • hannavas

    oooh, just read it again and maybe it is Eddie Van Halen/ Valerie Bertinelli with the clue being “jump”, one of Van Halen’s biggest hits.

  • kkluke

    Jermaine Dupree

  • sapphire27

    I think the title might be a clue to Puff / Diddy or whatever he calls himself now. “Big” music man could refer to Notorious B.I.G. who is really the reason Puffy got famous.

  • chrissy1

    Jermaine Dupri produced we belong together

  • islandlife04

    this has to be Janet Jackson and Jermaine Dupri, Dupri is getting sued for a lamborghini he hasnt paid off which he stopped making payments for back in 2009 which was when he and Janet broke up. Jermaine also produced 2 of the biggest albums of the last decade, Usher’s “Confessions” and Mariah’s “Emancipation of Mimi”

  • Queen of the Harpies

    This is Dupri and Jackson.
    1. He’s supposedly having money issues
    2. He’s credited with a string of hits
    3. The clue ‘penny’ refers to Janet’s character Penny on Good Times.
    4. The clue ‘not belong together’ refers to ‘We Belong Together’, which Dupri produced.

    • LolaVee

      Okay, I said Deryck Whibley before, but I’m officially switching my guess to this! Nice work on the clues :)

  • Camembert

    I don’t think it’s Tommy Mattola because he’s still a music executive and likely has a steady flow of cash. Plus his current wife, Thalia, is still active in the Latin music scene. Mariah Carey, his ex-wife, famously hates him; he’d have to be very down on his luck (maybe sleeping in the back of his big red Cadillac, oh my honey) for him to approach her for help.

    I am on board with the Jermaine Dupri and Janet Jackson guess.

    • LolaVee

      I agree, and most of Mottola’s biggest stars (John Mellencamp, Hall & Oates, Celine Dion, Diana Ross etc) peaked WAY too long ago to fit the timeframe of this blind.

    • MissFaye

      That’s why it says she’s not exactly jumping at the prospect of giving him money. Because of their acrimonious split.

  • DesertGhost

    Mutt Lange.

  • mocha2009

    I totally agree with the Jermain Dupri/Janet Jackson guess. He’s been in the news lately for his money issues and I haven’t heard of any projects he’s got going on that have charted.

    The Tommy Mattola/Mariah guess doesn’t make sense; he’s still a big time music exec and their divorce was anything but amicable. I can’t imagine Mimi helping him at all.

  • ChattyCathy

    Billy Joel/Christie Brinkely

  • liberache

    and JLo I meant….

  • SallytheSnoop

    Definitely not Diddy who’s been in the game since the 90’s so it would read 20+ yrs. He also has Biggie money, Mary J Blige money, Jodeci money, Total money, 112 money, Faith money, LOX money and everybody else ever signed to Bad Boy Records. Diddy owns all the publishing from albums that sold millions upon millions. He’s also currently on your tv screen with his multimillion dollar endorsement deal with Ciroc. His cologne has been a top seller and if his money got low he would just find more artist to rob blind. TRUST me.

  • SallytheSnoop

    I’m going with Jermaine, my dumb a*s got a stripper pregnant so Janet left me, Dupri.

  • iknowitall89

    Jermaine Dupri and Janet Jackson

  • Mermaid

    There’s no way it could be Tommy Mottola. He basically tried to destroy Mariah’s career when they split – via badmouthing her all over town. It almost drove her to a mental hospital, etc. There is NO WAY Tommy could be so deluded as to even THINK OF ASKING her to help him. No way. It’s not a question of Mariah dissing Tommy, it’s a question of I doubt the kind of person who tried TO DESTROY another person would then ask that same person for help. Does not make sense to me.

    I’m on the Dupri & Jackson train.

    • Mermaid

      Also, seeing as this is a BG blind and seeing how BG has been so sarcastic lately, I could see their titling this blind “Big Music Man Has Big Money Troubles” as a tongue-in-cheek reference to Dupri’s diminutive size. Dupri is of very short stature.

  • tangerineboy

    Couldn’t resist to comment on this post. I don’t think it’s Leo, king for “King of the World” is just too obvious for some reason. You know how Ted C. is. Hasn’t Leo been in a relationship with a follow American/German actor like forever?

    George also starred in Three Kings in 1999 if that means anything. He already got the golden statue though.

  • Outlineboy

    Dupri sounds like a good guess from all the clues commented on, but “impressive number of hits”? I couldn’t name a single song he was involved with if you paid me. I’m still not sure if he’s a producer or a performer or both. I just know him from the Janet connection.

  • HotTeacher88

    I must have been Christmas shopping when this blind came out, ’cause it had JD all over it. It’s not that he didn’t have the money; he just spent it recklessly on cars and women, making it rain in stripclubs. If you watch some of his older videos, they are about nothing but spending money on women. If he got Janet,he didn’t need to do this as much as he thought. I hope he sits his little azz down away from the strip clubs, gets some therapy for that insecurity and spending problem, and begins to live within his means. He’ll be OK.