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Lauryn Hill

Lauryn Hill
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Grammy-winning R&B artist Lauryn Hill, a former member of the Fugees, made an estimated $25 million at the peak of her career in the 1990s. However, the following years weren’t kind to her.

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In 2001, she paid $5 million to settle a lawsuit with four musicians who said they weren’t properly credited on her critically-acclaimed debut solo album The Miseducation of Lauryn Hill.

In 2013, Hill served a three-month prison sentence for failing to report more than $2.5 million in income and for failing to file tax returns.

At the time of writing, Hill’s net worth was estimated at $9 million.

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Stephen Baldwin

US Actor Stephen Baldwin Visits Kiev
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The American actor, producer, and author, who is known for his films, The Usual Suspects” and Bio-Dome.” He is also a member of the famous Baldwin family of actors, including his brothers Alec, Daniel, and William. He’s also the father of Hailey Bieber.

In 2009, Baldwin’s New York home was auctioned off due to more than $800,000 in defaulted mortgage payments, with tens of thousands in unpaid taxes.

That same year he filed for Chapter 11 bankruptcy and faced a $300,000 back tax penalty for failing to file New York state income taxes for three consecutive years.

Baldwin’s net worth is currently sitting at $1 million.

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Chris Tucker

Chris Tucker
Canadian Film Centre/Flickr

This fast-talking comedian made tens of millions in a flash with the blockbuster Rush Hour franchise, but depleted his fortune just as quickly.

After a series of management mistakes throughout the early 2000s, Tucker reportedly ended up owing more than $11 million in taxes for the years 2001 to 2005, though the exact figure is disputed. The IRS then issued a $2.5million tax lien against him in 2014. Today, he has an estimated net worth of $5 million.

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Tucker spent almost a decade out of the spotlight, but has been working to regain some of his fame. He released a stand-up Netflix special in 2015 that was met with mostly positive reviews.

Now, the comedian is set to make his Hollywood comeback having co-starred in the 2023 sports drama, Air, alongside Matt Damon and Ben Affleck.

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Gary Busey

Gary Busey  poses at The Comedy Chateau
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Oscar nominee Gary Busey got his break in the entertainment industry when he rocked the music scene in the ‘70s as a drummer under the pseudonym Teddy Jack Eddy.

After a string of successful Hollywood films, including action films Predator 2, and Point Break, and his Oscar-nominated lead role in The Buddy Holly Story, Busey fell onto hard times.

In 2008, the star got the boot from his Malibu rental due to months of unpaid rent.

Then, in 2012, Busey made headlines again, this time for filing for bankruptcy with more than $500,000 in debt and less than $50,000 in assets — including a hefty chunk owed to the IRS.

His current net worth sits at $500,000.

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Toni Braxton

Toni Braxton
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During the ’90s, this Grammy-winning artist generated $170 million from the sales of her first two albums. Yet, two years after the 1996 release of Secrets, she filed for bankruptcy.

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The star admitted to an addiction to spending money, but the real problem was that her record label at the time (the now-defunct LaFace Records) was giving her less than 35 cents per album sold. She ended up suing to terminate her contract.

The tough times weren’t over yet. Braxton self-financed a Las Vegas residency to avoid more financial troubles, but the plan backfired. She was diagnosed with a heart condition and lupus, leaving her unable to perform.. As a result, she didn’t earn enough to pay all the vendors. Braxton filed for bankruptcy a second time in 2010.

Still, her popularity and work ethic have endured. She continues to perform regularly and her net worth sits at$10 million.

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Teresa Giudice

Teresa Giudice at the D'Amelio Footwear Launch Party
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One of the OG members of the Real Housewives of New Jersey, Teresa Giudice not only brings the drama to the screen but also shows off her extravagant lifestyle. And it came with quite a high cost.

Back in 2009, Giudice made headlines for filing bankruptcy with a whopping $8 million in liabilities.

However, things got even worse in 2013, when the legal hammer came down, and she and her husband, Joe, were indicted on multiple fraudulent charges. They entered a guilty plea where they were handed a $400,000 bill and 15 months of jail time.

Giudice was still able to bring herself back up after divorcing her former husband, although her net worth sits at only $500,000.

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Meat Loaf

Meat Loaf performing, circa 1977
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The musician and actor (born Michael Lee Aday), who died in 2022 at age 74, was a larger than life personality. He had incredible success over his multi-decade career in the entertainment industry, with more than 100 films and TV shows under his belt. However he also found himself in some steep financial trouble.

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In 1983, he was forced to declare personal bankruptcy after a series of legal battles with record companies. Meat Loaf notes, "It's shameful. I ended up bankrupt. I lost my house and everything — even the publishing rights to my songs, which the bankruptcy court took away. But I'm not the first artist who has ever been screwed."

When his family announced the singer's death in January 2022, Meat Leaf still managed to leave behind a $40 million legacy.

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MC Hammer

MC Hammer
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Dope on the floor and magic on the mic, Stanley Kirk Burrell still boasts one of the best selling hip-hop albums of all time with Please Hammer, Don’t Hurt ‘Em.

The artist known as MC Hammer took home more than $33 million in 1991 alone, when he was still in his 20s. He splurged immediately, buying a private jet, 21 racehorses, a lavish custom-made mansion and keeping an enormous personal staff of 200 people on his payroll.

While he continued to spend, Hammer’s career never reached the same highs as it did in the early 1990s. He ended up filing for bankruptcy in 1996, when he was reportedly in debt to the tune of roughly $14 million.

Today, he is the co-founder of the website DanceJam and speaks about social media marketing at conferences around the world, including the Intel Capital CEO Summit and the Harvard Business School. His current net worth is $2 million.

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Wesley Snipes

Wesley Snipes
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These days, Wesley Snipes is just as famous for fighting the IRS as he is for fighting vampires on screen in the Blade franchise.

After earning nearly $40 million during his career peak between 1996 and 2004, Snipes was convicted of tax evasion in 2008 and sentenced to federal prison in 2010. He spent nearly three years in prison and was fined $5 million for willfully failing to file millions of dollars in tax returns.

After his release in 2013, the IRS moved to collect $23.5 million from him. (His offer to pay just $850,000 was rejected.)

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The IRS may not have been the only source of his money troubles. The New York Post reported in 2009 that Snipes was a victim of an alleged Ponzi scheme.

Snipes continues to act, including 2021’s Eddie Murphy vehicle, Coming 2 America. His net worth now sits at $10 million, according to WealthyGorilla.

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Nicolas Cage

Nic Cage
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Between 1996 and 2011, Nicholas Cage took home $150 million from his acting career. Bizarre roles in films like the The Wicker Man remake helped him earn his fortune, but they were matched by equally bizarre purchases.

In addition to spending $276,000 on a rare Tarbosaurus dinosaur skull, Cage had purchased a wide range of exotic animals, including a cobra. He also bought a private island in the Bahamas, two European castles and a reportedly haunted mansion in New Orleans.

In 2009, Cage sued his former business manager for fraud and negligence. The actor admitted he owed the IRS a total of $14 million in taxes.

Cage’s net worth is now $25 million. Even though he’s lost the majority of his fortune and is now more famous for meme-worthy moments than his Oscar-winning acting chops, Cage is still going strong.

He recently appeared in the DC Comics flick, The Flash, and has four upcoming films set for release in 2024.

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Dennis Rodman

Dennis Rodman
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One of the most colorful NBA players in history, Dennis Rodman made around $27 million through 14 seasons of his basketball career — and that’s just the start. Off the court, Rodman has done it all: professional wrestling, reality TV, promoting marijuana-themed cryptocurrency, even acting as unofficial emissary to North Korea.

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Yet in 2012, Rodman’s attorney said the former baller was “broke” and “extremely sick” and unable to pay more than $800,000 in back child and spousal support. According to media reports, Rodman’s lifestyle was costing him $31,000 a month, and his financial advisor said his earning potential was hampered by struggles with alcohol.

Today, Rodman’s net worth sits at only $500,000.

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Kelly Rutherford

Kelly Rutherford, Actor & Investor, Whyzzer, on Q&A Stage during day three of Collision 2023 at Enercare Centre in Toronto, Canada
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Although we think of her as a wealthy Upper East Side mom thanks for her role as Lily van der Woodsen on the original Gossip Girlactor Kelly Rutherford has experienced multiple financial hardships.

She’s been in numerous legal battles with her ex-husband, Daniel Giersch. They called it quits back in 2008, and from then on, it was a custody battle that drained her of more than r $1.5 million dollars. As a result, she filed for Chapter 7 bankruptcy in 2013.

At the time, she claimed her assets were a mere $24,000, but her liabilities came in at a whopping $2 million. In 2023, Rutherford's net worth sits at $1 million.

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Lenny Dykstra

Lenny Dykstra #4 of the New York Mets leads off of second base during a Major League Baseball game circa
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The ‘80s-era baseball sensation Lenny Dykstra was a star player for both the New York Mets and Philadelphia Phillies. Life took an unexpected turn after a drunk driving incident in 1991 and a string of injuries that sent him into early retirement at age 35.

The retired athlete sought new business ventures, dabbling in car washes and stock trading. But things took a nosedive from there.

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Though the legend had a $58 million net worth in the early-2000s, he had a reputation for being a little too thrifty when it came to business deals and paying his employees. In 2009, Dykstra filed for Chapter 11 bankruptcy, showing that his assets were worth less than $50,000… against a jaw-dropping $10-50 million in liabilities.

Reports claim that his debts have now exceeded $25 million.

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Aaron Carter

Aaron Carter
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Former child pop star Aaron Carter, who died in 2022 at age 34, earned hundreds of millions in his youth.

The younger sibling of Backstreet Boy Nick Carter, the late singer sold more than 10 million albums worldwide during his music career, not to mention his earnings from touring, endorsements and merchandise.

He filed for Chapter 7 bankruptcy in 2013, citing more than $3.5 million in debt. At the time, he listed his assets at just over $8,000, including a $500 television and a $3,500 watch.

Carter claimed his parents’ poor management decisions led to his financial troubles, as they were in charge of his earnings during the height of his money-making preteen years.

At the time of his death, Carter had a net worth of only $550,000 and his estate has been sued by Wells Fargo over credit card debts.

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Mike Tyson

Mike Tyson
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Iron Mike earned more than $400 million throughout his lengthy boxing career. His dominance started early; Tyson still holds the record for the youngest person to win the heavyweight title at just 20 years of age.

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Though Tyson could pick his opponents apart in the ring, he exercised little control over his spending. He blew $4.5 million on cars and motorcycles, $2 million on a gold bathtub and $400,000 on three tigers and other exotic animals.

In 2003, he was $23 million in debt, including a $9million divorce settlement, and was forced to file for bankruptcy.

Since then, Tyson has managed to earn enough to stay afloat, including an appearance in the 2009 mega-hit The Hangover that reignited his Hollywood career, and has been able to bring his net worth up to $10 million.

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Drake Bell

Drake Bell attends the Thirst Project's Inaugural Legacy Summit held at Pepperdine University
Michael Tran / Getty Images

You might remember Drake Bell as the beloved child star from Drake and Josh, but there's much more to the story with this multi-talent entertainer.

Throughout his career, Bell has worn many hats, including stints as a comedian, guitarist, songwriter, producer, and even occasionally dabbling in TV directing.

His career skyrocketed during the Nickelodeon era of Drake and Josh in addition to his unforgettable appearances in Dragonworld: The Legend Continues and A Fairly Odd Movie: Grow up, Timmy Turner!

However, things took a turn in 2014 when Bell filed for bankruptcy, with $600,000 in debts owed to the IRS. His lavish $2 million Los Feliz home met foreclosure as he owed $1.5 million in mortgage payments.

To add to the long list of overdue bills, Bell also spent around $18,000 a month, even though he generated only $2,800 of monthly revenue.

These days, Drake Bell's net worth is currently sitting at $600,000. Since filing for bankruptcy, he’s made headlines for DUIs and various abuse allegations.

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Wayne Newton

Mr. Las Vegas Wayne Newton Makes Special Appearance At 54th Annual World Series Of Poker $500 Salute To Warriors
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Mr. Las Vegas, aka Wayne Newton, is a legendary singer, entertainer, and actor.

His performances have made him a fixture of the Las Vegas entertainment industry, with a popular solo act that appeared throughout the ‘80s and ‘90s. However, Newton's finances were quite the roller coaster back in 1992 when he filed for Chapter 11 bankruptcy, wracking up $20 million in debts during his lawsuit against NBC.

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He’d accused the broadcaster of libel for suggesting the singer had ties to organized crime.Though he was able to bounce back financially, in 2015, the IRS came looking for $1.8 million in back taxes.

In a really bizarre turn of events, he abandoned a $2 million private plane at a New York airport that accumulated $60,000 in unpaid parking fees over three years..

Although Newton has had his share of financial hardships, his net worth is still sitting at $50 million, and he recently announced another Las Vegas residency in 2024.

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Teri Polo

Teri Polo in the
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The actress, known for her role as Pam Focker in the Meet the Parents movies, found herself in a financial whirlwind back in 2014.

Polo filed for Chapter 11 bankruptcy in California, and her financial situation was a little less glamorous than you may have seen on screen. She owed $772,000 to the IRS in back taxes, some of which had accumulated since 2005.

Not only was she in hot water with the IRS, but she also had credit card debts. When it comes to her current net worth, Polo is sitting at $200,000. She continues to work, however, with roles in the Good Trouble TV series and a guest stint on NCIS.

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Young Buck

Rapper Young Buck visits the SiriusXM Studios
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Back in 2005, the rapper-producer was kicked out of the hip-hop group, G-Unit, by 50 Cent after rising tensions between the two. After the falling out, Young Buck went on to drop his first solo album, Straight Outta Cashville, which soared straight to #1 on the Rap Albums chart.

However, in 2010, the IRS raided his home, seizing studio equipment and other valuables. In addition, he owed steep child support payments.

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In 2020, 50 Cent sued Young Buck, forcing the star to declare bankruptcy. 50 Cent cited a $250,000 debt from Young Buck that dated back to a two-record agreement signed back in 2014.

In 2023, it was alleged that Young Buck was auctioning off his catalog to help pay off the debts he owes to 50 Cent. Currently, his net worth sits at just $100,000.

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Abby Lee Miller

Abby Lee Miller speaks on stage during the 2022 Ultimate Women's Expo Houston
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A former pillar of the dance community — and best known for being the ultimate diva on her reality show, *Dance Moms, ​​Abby Lee Miller has fallen on hard times.

The show, which premiered in 2011, followed the lives of young competitive dancers, and their equally competitive mothers.

As it turns out, a year prior to the show’s release, Miller already owed $400,00 in real estate taxes and filed for Chapter 11 bankruptcy. Her case was still under review when Dance Moms catapulted her to fame.

Her spinoff show, Abby’s Ultimate Dance Competition, proved to be her downfall, as both the IRS and FBI took a peek into her finances in 2015 and discovered that she’d smuggled $120,000 in international earnings. She was charged with 20 counts of financial and customs fraud.

In 2017, it was discovered she had an additional $775,000 in a hidden bank account. She served eight months in prison.

Abby’s current net worth is sitting at between $1 to 2 million.

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Lil' Kim

Lil Kim performs onstage during Hip Hop 50
New York Yankees/ Getty Image

New York-born rapper and actress Lil’ Kim, known for her role as a founding member of the rap group Junior M.A.F.I.A. and a successful solo career in the late ‘90s, has gotten herself into financial turbulence.

In 2018, the star filed for Chapter 13 bankruptcy, losing her $3 million mansion in Alpine, New Jersey, to foreclosure.

With a staggering $4 million in debt, her assets include plenty of luxury items, including a Bently and Mercades, and more than $25,000 worth of jewelry.

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Despite her reported average monthly earnings of $18,000, Lil’ Kim was known to splurge —spending $10,00 on monthly travel, $6,600 on her mortgage, $2,200 on her monthly wardrobe upkeep, and $2,300 a month on her staff.

As of now, Lil’ Kim’s net worth has taken a hit, plummeting to $500,000.

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Jose Canseco

Jose Canseco #33 of the Oakland Athletics bats against the Baltimore Orioles during a Major League Baseball game
Focus on sport/ Getty Image

Former MLB star Jose Canseco faced financial challenges throughout his career, earning $45 million from various contracts, with a peak salary of $5.8 million in 1995. After retiring, his controversial book (which included details about steroid use) and overall public image started to strain his relationship with former teammates and friends.

In 2008, he lost $ 2.5 million due to the foreclosure of his Encino mansion. Canseco later commented on his financial standing, “You know my life, this financial thing, is a very complicated issue. Obviously, when you make all that money, people think, 'OK, let's assume it is $35 million.' People have to understand that $35 million, you're paying the government 41 percent. That leaves you with about $17 or $18 million, not even. Then you're taking care of your whole family.”

Currently, Canseco’s net worth is sitting at $800,000.

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David Crosby

Conversations With Musician David Crosby
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Rock and Roll Hall of Famer David Crosby was not only a pioneer in the folk rock movement, but also a founding member of the bands The Byrds and Crosby, Stills, Nash & Young..

Crosby also boasted a successful solo career, crafting popular songs such as “Laughing,” from his 1971 solo album titled If I Could Only Remember My Name.

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In March 2015, David struck a jogger with his car and left the person with a broken shoulder, arm, leg, rib, and kidney damage. Crosby was sued , and allegations were made that he was under the influence. Crosby paid a $3 million settlement.

The singer passed away in January 2023, with a net worth sitting at $10 million.

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Joey Lawrence

Joey Lawrence Listening Party For
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The beloved former child star made a name for himself as Joey Russo in the 1990s sitcom, Blossom, and is known as one third of the Lawrence brothers, which include younger siblings Matthew and Andrew.

In 2015, Lawrence raked in the big bucks from his sitcom, Melissa & Joey, reportedly earning $532,000 that year.

In a shocking turn of events, Lawrence faced financial hardship. In March 2018, he filed for bankruptcy, revealing that he and his wife have had three luxury cars repossessed. Lawrence reported a monthly income of $7,000… but his monthly expenses came in at $25,000.

Today, his net worth now sits at $250,000.

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Cyndi Lauper

Rod Stewart & Cyndi Lauper Perform In Auckland
Dave Simpson /WireImage

Despite the lyrics of her '80s pop megahit, "Girls Just Want to Have Fun," it wasn't always fun when it came to Lauper's finances.

Back in the 1980s, the manager of Lauper's band, Blue Angel, filed a lawsuit against her and her bandmates for $80,000. This legal burden was too heavy for the then-aspiring artist, leading her to file for bankruptcy in 1981.

But her story wasn't over there. Two years later, Lauper made a comeback with the release of her new album, She's So Unusual.

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This album, featuring "Girls Just Want to Have Fun" and "Time After Time" soared to No. 4 on the Billboards 200 chart and remained in the Top 40 for 65 weeks.

Lauper also earned herself six Grammy nominations, winning Best New Artist, that year.

Her success didn't stop at singing. She ventured into Broadway, composing the music and lyrics for the hit show Kinky Boots. Her talent shone through once again in 2013 when she made history as the first solo woman to win a Tony Award for Best Original Score.

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Farrah Abraham

REGARD Magazine's Summer Issue Release Party Presented By BURN180 With Special Guest Host Cover Girl Tricia Helfer
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Everyone's favorite Teen Mom star WAS living it up big time, splurging left and right. Talk about living the high life: from fancy cars, glamorous parties, you name it, she's done it!

But amidst all the luxury, Abraham found herself dancing on the edge of a financial cliff.

Things got difficult when she was sued back in February 2019 for $101,212.50 after she stopped paying rent for her two Lakeway, Texas stores, Furnished by Farrah and Sophia Laurent Children's Boutique, which have both since closed down.

Farrah breached two lease agreements and was ordered to pay the landlord $673,205.72.

Rumour has it, she's now hit rock bottom and is flat broke.

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Kim Basinger

Last Chance For Animals' 35th Anniversary Gala
Phillip Faraone / WireImage

The renowned actress has been on a rollercoaster of financial highs and lows. Main Line Pictures hit her with a lawsuit exceeding $8 million after she withdrew from the movie Boxing Helena. back in the early '90s.

This legal battle pushed her into filing for bankruptcy in 1992, marking a challenging phase in her career.

However, her story is one of resilience: in 1997, director Curtis Hanson saw her potential and cast her in L.A. Confidential.

This role not only rejuvenated her career but also earned her an Academy Award of Best Supporting Actress.

Following this, she graced the silver screen in other successful films including, the critically acclaimed 8 Mile, The Nice Guy, and Fifty Shades Darker.

In a twist to her earlier legal troubles, Basinger eventually settled the lawsuit with Main Line Pictures for $3.8 million, a significant reduction from the original claim.

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Spencer Pratt

Premiere Of MTV's
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The reality star definitely needs to invest in some money management skills... and he admits to it! The other half to Hendi Montag, Pratt admits he's not exactly a financial wizard.

After The Hills was over, Spencer went on a wild $10 million spending spree.

On the LadyGang podcast with the trio, Keltie Knight, Becca Tobin, and Jac Vanek, Pratt spilled the tea about his unorthodox spending habits. He's about to be a dad, but once upon of time, he was handing his friends stacks of cash and was like, "I got you bro."

Pratt says on the podcast, "My ego was so big that I was like, ‘Oh, I’m going to be Tom Cruise, so money’s not a thing.’ And then you listen to gangsta rap about ‘spend, spend, spend,’ all day. I’m like, 'Spend, spend, spend.'"

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Kate Gosselin

Kate Gosselin And Common Visit Extra
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Kate Gosselin's financial situation isn't looking too great these dats, and it might just tip the scale in favor of her ex Jon Gosselin during their ongoing custody battle.

The couple, who have been in a bitter dispute over their eight children, might see a shift in dynamics due to Kate's dwindling finances.

With her show, Jon & Kate Plus 8 long over, the financial strain is becoming increasingly apparent.

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A source close to Kate revealed that her income from TLC is depleting. She also has big bills as she pays $150,000 annually for her eight children to attend private school.

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Isaac Hayes

Isaac Hayes
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The late singer-songwriter found himself in some daunting debt with Union Planters Bank, which was responsible for loans to his music label, Stax Records.

More than $6 million in debt, he faced the harsh reality of bankruptcy in 1976. This financial disaster led to the loss of his home, a significant amount of his personal property, and the rights to all future royalties from the music he created and produced.

Hayes found an unexpected new avenue to fame as the voice behind the beloved character Chef on Comedy Central's longrunning series, South Park.

First appearing in the show's debut in 1997, Chef became a staple character, gracing the show until the end of it's ninth season in 2006.

South Park not only provided Hayes with a new platform for success but he also gained recognition as he was nominated for more than 15 Emmy Awards.

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Jerry Lee Lewis

Skyville Live Honors Jerry Lee Lewis With Live Concert Stream
Rick Diamond/Getty Images

In 1988, the controversial, embattled singer faced a significant financial crisis leading him to declare bankruptcy with a staggering $3 million in debt.

This was due to encompassing medical and personal bills along with tax liabilities.

The late Lee Lewis made a comeback in music with his 2006 duet album, Last Man Standing, which was his most successful album.

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It achieved huge commercial success reaching its peak at No. 26 on the Billboard 200 chart. This resurgence in popularity was further solidified with the release of Mean Old Man in 2010, which also received acclaim, climbing to No.30 on the charts.

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Marvin Gaye

Marvin Gaye At The Holiday Star
Paul Natkin / Getty Images

In 1976, Marvin Gaye filed for bankruptcy due to an inability to keep up with alimony payments. At this juncture, he reportedly owed about $600,000 to his ex-wife.

However, things took a turn for the better in 1982. His Grammy-winning single Sexual Healing soared to the top of Billboard's Hot Black Singles Chart, maintaining the number one spot for an impressive 10 weeks.

This hit wasn't just a chart-topper, it sold more than two million copies in the U.S and peaked at No.3 on the Billboard's Hot 100.

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Lisa Marie Presley

2013 CMT Music Awards - Wonderwall Portrait Studio
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The late Lisa Marie Presley, who was embroiled in a divorce battle with Michael Lockwood, claimed to be $16 million in debt.

Documents revealed her business manager, Justin Stiemeyer, discovered this debt which accumulated under the management of Provident Financial Management.

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Stiegemeyer alleges that Presley was not informed about her financial status, leaving her with less than $20,000 in liquid assets. The debt primarily stems from unpaid income taxes from 2012-2015, amounting to more than $10 million.

Presley also faced nearly $50,000 in credit card debt, despite paying off substantial debt to American Express and Citibank. She also defaulted on a mortgage for $6 million on a U.K property.

Up until her death in January 2023, Presley was still earning a salary from her late father, Elvis Presley's, Graceland estate.

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Dennis Rodman

2022 Revolt Summit
Prince Williams / Wireimage

Dennis Rodman, the NBA Hall of Famer known for his on-court power and off-court controversies, is reportedly facing severe financial and legal troubles.

Rodman, who lost millions in fines during his 14-year career due to various transgressions, now allegedly finds himself broke.

In 2012, Rodman owed $860,000 in child and spousal support. His financial advisor claimed his struggles with alcoholism created a barrier in his ability to work and earn an income.

Rodman, who has an extensive history with legal issues, and has been a prominent figure in the media for his unique fashion sense, including wearing a wedding dress during the promotion of his autobiography, and having high-profile relationships with celebrities, like Carmen Electra and Madonna.

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Sonja Morgan

The Real Housewives Ultimate Girls Trip: RHONY Legacy
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In 2010, Sonja Morgan, a cast member of The Real Housewives of New York City, filed for Chapter 11 bankruptcy protection in New York.

As reported by the Wall Street Journal, Morgan, who joined the Bravo series in its third season, declared $19.8 million in debts against $13.5 million in assets in her bankruptcy petition.

Morgan explained that this decision was a difficult one, made at a pivotal moment in her life.

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Her financial difficulties are largely attributed to a failed movie venture with Hannibal Pictures Inc, involving a project titled Fast Flash to Bang Time that was supposed to star John Travolta.

The project floundered because her production company, Sonja Productions, failed to meet the conditions set by Travolta. Consequently, Hannibal Pictures Inc, sued Morgan's company in California, winning a $7 million lawsuit.

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Mekhi Phifer

Season 3 Premiere Of Apple TV+'s
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Actor Mekhi Phifer, known for his role in ER, has filed for Chapter 11 bankruptcy.

The actor's court documents reveal a significant financial imbalance, with him owing $1.3 million against only $67,000 in assets.

A large portion of this debt, amounting to $1.2 million, is attributed to back-taxes.

Additionally, Phifer faces obligations in back child support, totaling $4,500. He is a father to two sons, Omikaye with his ex-wife Malinda Williams, and Mekhi Jr. with his former girlfriend Oni Souratha.

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Allen Iverson

A Private Birthday Celebration For A Boogie With Da Hoodie
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Allen Iverson was once a top-tier basketball player in the NBA. Known as "The Answer," he has since faced some serious financial troubles despite his hefty paycheck.

According to basketballreference.com, Iverson earned approximately $154 million in NBA salary. However, his financial situation took a downturn.

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A judge in Georgia mandated that Inverson pay $860,00 to a jeweler, but Inverson didn't have the money. Consequently, the court ordered his bank accounts to be seized and his earnings garnished to settle the debt.

These financial difficulties aren't the first that Iverson experienced. Back in 2010, Iverson was found playing in Turkey on a $4 million contract for a non-elite team, which stands in stark contrast to his earning during his NBA career.

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Lindsay Lohan

Christian Siriano - February 2023 New York Fashion Week: The Shows
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Once Hollywood's highest-earning actress, Lindsay Lohan faced bankruptcy after being behind on rent for her $4.2 million flat in London's Knightsbridge area back in 2016.

Lohan landlord wasn't too happy about missing out on $95,000 and was ready to knock on the courtroom's door if she didn't cough up the cash.

The former child star's net worth has been a rollercoaster over the years, but she seems to have found some stability: after six attemps, she's now sober and a new mom to son Luai.

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Scott Storch

BET Hip Hop Awards 2023 - Show
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Onced a celebrated figure in pop music, producer-songwriter Scott Storch lived in a lavish $10.5 million mansion in a prestigious Miami locale, surrounded by high-end cars, and seen with A-list celebrities like Paris Hilton.

But now he's gone from riches to rags.

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In the current chapter of his life, Storch finds himself burdened with more than $500,000 in unpaid real estate taxes and facing legal troubles for missing a court appearance in a child support case.

His once thriving career took a major turn. Though he still owns his grand waterfront mansion, efforts to refinance it are underway through his attorney Guy Spiegelman.

Storch also faces personal troubles having lost contact with his children for several months.