Celebrities are mainly known for being incredibly rich and buying all kinds of things we could only dream of. Some of them remain rich throughout their careers while others haven’t been as lucky. Whether they spent all their money on the most ridiculous things, made terrible financial choices, or simply didn’t manage to keep their career afloat, these stars can’t afford to live like their Hollywood peers anymore.
At one point in time, it felt like Nicolas Cage was in just about every movie coming out. However, his excessive spending habit did not do any good for him. He bought things like exotic animals, a Gulfstream jet, and a private island, to name a few. All these things landed him in some financial trouble. On top of all that, the actor owed $14 million in back taxes to the IRS.
As if all that wasn’t enough, in 2009, he was sued for $13 million by his ex-wife. After that, he was sued by a real estate company for not paying back millions in loans that same year. If it looked like he was starring in all the movies back then, it could have been due to the fact that he was trying to save up money to pay back all his debt.
Lisa Marie Presley
You would think that the only child of Elvis Presley would be financially set for the rest of her life. While at one point, this was true, in February 2018, Lisa Marie Presley was stuck in $16.7 million debt. This is according to her divorce documents.
It turns out that this debt was the result of unpaid credit card payments and a defaulted mortgage. She ended up getting into a messy legal feud with her financial manager. Lisa claimed it was all his fault that she was in that financial situation due to his negligence and mismanagement of her money. Now, she’s suing him for $100 million!
You might have heard about Tyga. The rapper became even more famous when he dated Kylie Jenner of the Kardashians. Well, he landed himself in quite a bit of trouble over the last few years – both legally and financially. In 2012, he was involved in a lawsuit after three women who appeared in a music video of his sued him for not editing a part where they were seen undressed despite the fact that it had been promised to them.
The very next year, Tyga owed $185,000 to a jeweler in L.A. for an unpaid watch as well as another watch he borrowed and never gave back. From 2015 to 2016, Tyga got into even more trouble after failing to pay rent to multiple landlords and even caused damage to the properties. By 2016, Tyga’s Bentley, Ferrari, Lamborghini, and Maybach were all repossessed.
While Alexis Bellino is famous for her luxurious lifestyle we’ve all witnessed on The Real Housewives of Orange County – in reality, things are slightly different. Alexis recently divorced and has been struggling financially for years now. In 2010, she and her ex-husband Jim Bellino defaulted on their $4.6 million mansion.
As if that wasn’t bad enough, her ex’s real estate company, Global Marine, Inc. filed for bankruptcy that same year. However, since she and Jim broke up, things have been looking up a little for the star. She’s expected to receive $16,000 a month in child support and spousal support after the divorce.
In the late ’90s and early 2000s, Lauryn Hill was one of the reigning queens when it came to hip-hop and R&B music. However, the Grammy-award winner had some challenges paying her taxes. This landed her in some financial trouble.
Between 2005 and 2007, the singer didn’t pay her taxes. The reason? She claimed that things like “climate of hostility” and “manipulation” interrupted her creativity. Sadly, this resulted in her getting sentenced to three months in jail while also paying the IRS $554,000.
It’s no secret that the Harry Potter franchise earned the actors a serious fortune. Emma Watson, Daniel Radcliffe, and Rupert Grint all made a lot of money in the process. However, as Radcliffe and Watson’s careers continued flourishing once their Potter days came to an end, Grint was struggling to find any steady roles.
To make matters worse, Grint took some bad accounting advice in 2016 and was then forced to pay $1 million to the IRS. While the former Harry Potter star has tried to appeal the order, he was denied.
During the 2000s, Chris Tucker starred in a wide variety of blockbuster films like The Fifth Element, Friday, and, of course, the Rush Hour trilogy alongside Jackie Chan. At one point, the comedian was the highest-paid actor in Hollywood! So what happened since?
Sadly, in 2014, as a result of poor financial management, the IRS claimed he owed $14 million in back taxes. However, there were some good news – Chris was able to reach a “deal” to stay out of jail. With no income coming in and his last film being in 2016, he definitely isn’t living as luxuriously as he used to.
If you listened to rap music back in the early 2000s, you probably know who Shad Gregory is. He’s otherwise known as Lil’ Bow Wow. As Lil’ Bow Wow became just Bow Wow, his popularity started plummeting, as did his savings. In 2012, he was ordered to pay $3,000 to his daughter’s mother each month, but he claimed to only have $1,500 to his name.
However, the biggest blow was in 2017. An airline passenger called out the rapper on Twitter when they posted a picture of him on a commercial flight. It might not sound like much, but the rapper had posted a photo of a private jet on his Instagram account that day, saying he’d be traveling. Little did his fans know that he was lying.
Another child star who wasn’t able to maintain their high salary after getting older is none other than Drake Bell. We all remember the iconic show, Drake & Josh. But, we haven’t heard much from Drake in a long while, wouldn’t you say?
When the hit show ended, Drake made the decision to focus on his music but he never made it big. By 2014, he couldn’t keep up with the house payments he bought in 2007. And so, he was forced into foreclosure.
The famous singer and actress had her fair share of tax issues. Beginning in 2012, she made several payments of hundreds of thousands of dollars to the IRS. On top of all that, she lost around $27 million in legal fees.
This might sound like a whole lot of money to most people, but Courtney had a fortune left thanks to her husband, Kurt Cobain. While she had cut down on some expenses, we have a feeling she’s going to be fine.
You might be under the impression that winning a Grammy would be enough to settle your finances for the rest of your life, but that isn’t always the case. Toni Braxton was said to have been given only $2,000 in royalties despite the fact that she had sold millions of dollars worth of albums.
In 2010 and 2013, she had to declare insolvency. Later on, Toni starred on a reality show alongside her sisters, but she later admitted that she has to keep careful track of her spending since she’s on a strict budget.
The Oscar-winning actress is also known for her marriage – and eventual divorce – to fellow actor, Alec Baldwin. However, she’s also famous for having some serious financial problems that she struggled with.
Closer to the start of her career, things were looking bright so she bought a town in Georgia to try and start a tourism hub. However, she ended up backing out of starring in a movie and then had to sell her part of the town. The price of it had gone down from $20 million to just $1 million. She ended up filing for bankruptcy in 1983.
While Mike Tyson’s current net worth is $3 million, that’s nothing compared to the $400 million he used to have. He blew through most of the money on things such as golden bathrooms, huge parties, pet tigers, and one very expensive divorce.
As if all that wasn’t enough, he also owed the IRS, lawyers, and many others who weren’t too happy when he couldn’t pay them back. Nowadays, Mike is doing his best to keep his head above water, but he definitely can’t afford the lifestyle he lived years ago.
Another celebrity who’s proven that being rich, famous, and fabulous doesn’t mean you don’t have to pay taxes is none other than Pamela Anderson. After she got caught owing hundreds of thousands of dollars in taxes, things got somewhat difficult for her.
Still, she didn’t stop living the life she was used to. Apparently, all that debt didn’t affect her all that much. While many tend to believe it’s much higher, Pamela’s current net worth is said to be between $8 and $15 million.
Abby Lee Miller
Abby Lee Miller is most likely the most famous dance teacher, that’s for sure. She’s best known for her time on Dance Moms but she’s also recognized for her very publicized legal problems. In fact, she was caught hiding $775,000 worth of earning when she was trying to file for bankruptcy.
As a result, the reality star served a jail. However, she transferred to a hospital once she was diagnosed with lymphoma. Nowadays, she’s attempting to make a comeback with a $2 million net worth and appearing on Dance Moms season 8.
While LeAnn Rimes was once the talk of the town in the music industry, things have changed when it comes to her and her fame. However, that doesn’t mean that she hasn’t been living a luxurious life.
The only issue is that since she’s not making as much money as she used to, money has gotten tight. Especially since her husband, Eddie Cibrian, isn’t really Hollywood’s highest-paid actor. At least the singer seems to be getting things back on track with her Christmas music and Hallmark movies.
Jon and Kate Gosselin
For those who don’t remember, there was some serious drama on Jon and Kate Plus 8. Let’s refresh your memory, shall we? The couple from the reality show broke up after Jon supposedly cheated on his wife with their nanny.
This resulted in the entire show being canceled as well as a very bitter divorce. While the two have been said to make upwards of $75,000 per episode, they seem to have blown through it all while taking care of their large family.
Even if you aren’t a fan of country music, you’ll most likely know who Willie Nelson is. As someone who’s been making music since 1956, you’d think he isn’t short on cash. However, he got into trouble with the IRS and ended up with a $16.7 million tax bill.
Thankfully, with a talented lawyer and an album called ‘The IRS Tapes: Who’ll Buy My Memories?’ he managed to get out of his debt eventually. All the same, he definitely isn’t living the same life he got used to in the past.
In the 1980s, Cyndi Lauper was a huge success. She had hits such as ‘Girls Just Want to Have Fun’ that were all the rage. Still, Lauper wasn’t always able to have the fun she wanted to after finding herself having to declare bankruptcy. This happened after her first band broke up.
The singer ended up waiting tables and performing in all kinds of bars to try and make a living. While she might be doing better nowadays, it must have still been a tough pill to swallow when she ended up in so much debt.
Janice Dickinson ended up making a name for herself as one of the most famous supermodels in the world. However, it all started going downhill when her plastic surgery addiction began. As you’d expect, it affected her career.
In 2014, it was revealed that the model was over $1 million in debt. Most of it was from unpaid cosmetic surgery bills. The former supermodel had to then file for bankruptcy and ended up having hardly a cent to her name. We have a feeling she’ll stay away from surgeons for a little while.
Most people will recognize Don Johnson for playing Sonny in the hit TV show, Miami Vice. While he was riding high on cop dramas at the time, things took a bad turn in 2002. That year, he was accused of money laundering.
In 2008, he almost lost his Colorado home to foreclosure. However, he managed to find the $14.5 million to pay his debt before the house went to auction. People still aren’t sure about Don’s net worth after these kinds of financial setbacks.
No one can forget the ’90s hit, ‘Ice Ice Baby’ recorded by Robert Matthew Van Winkle. Otherwise known as Vanilla Ice. While he might still be making some serious cash in royalties for his music and TV appearances, it’s not all rainbows and roses for the Texan rapper.
According to reports, Vanilla Ice has been avoiding paying his ex-wife the money he owes her. This led to a judge getting involved and making Van Winkle pay his ex, Laura, hundreds of thousands of dollars in unpaid fees.
Mike “The Situation” Sorrentino
At the top of his career, Mike Sorrentino, aka ‘The Situation’, was fresh off starring the hit reality show, Jersey Shore. He was practically a monster celebrity at the time. In fact, he was even roasted on Comedy Central!
However, after some questionable decisions, such as not paying taxes on his $8.9 million income, he was promptly sent to jail. Still, if you ask him, he’ll tell you how he plans on making a huge comeback soon.
Back in the ’90s, Aaron Carter was the ultimate teen heartthrob for young American girls. After his popular songs, ‘I Want Candy’ and ‘How I Beat Shaq’ came out, he also got even more fame thanks to his famous older brother, Nick Carter. Yes, Nick was part of the Backstreet Boys.
Well, Aaron also ended in some serious trouble after failing to pay his taxes. In fact, he was in a lot of debt. Recently, he appeared on Dancing With The Stars, but he is nowhere near as close to being as famous as he once was.
Joey Lawrence’s story is a rather tough one. He was another beloved ’90s star who appeared on shows like Blossom, Melissa and Joey, and Brotherly Love. However, this turned out to be his peak. Afterward, he had to deal with some serious financial problems.
In 2017, he filed insolvency. It’s said that he and his wife had no more than $8,000 in the bank. In fact, they were forced to sell clothing and various household appliances on eBay in order to make ends meet.
Another celebrity who attempted to trick the tax system is Wesley Snipes. After he made millions off of movies he played in such as Blade, Demolition Man, and New Jack City, his financial situation took a turn for the worse.
After willingly filing tax returns, he was faced with some harsh law degrees that got him into jail for three years. Even once he was out, he owed IRS up to $17.5 million in taxes. That’s a tough pill to swallow for someone who didn’t have to worry about money in the past.
Who wouldn’t remember Heidi Montag from the iconic reality show The Hills? Heidi and her equally famous boyfriend, Spencer Pratt, brought most of the drama to the show. As a result, they made some good money.
However, The Hills ended in 2010, and ever since things haven’t been all that glamorous for Heidi. She attempted to keep her spot in the limelight by joining projects such as Celebrity Big Brother. Public interest in the blonde drama queen slowly disappeared, however, and these days, Heidi isn’t able to splurge the same way she used to.
Lena Headey is, in fact, one of the lucky stars to appear on Game of Thrones. However, that doesn’t mean she’s as rich as you’d think she is. In the years leading up to getting cast on the show, she wasn’t making the steady high income she is now.
Thanks to a very messy divorce and a fierce custody battle, she found herself in a lot of debt. She had to sell her house and even considered participating in a reality show to pay off all her bills and debts.
Once a beloved cult star from the ’70s, Suzanne Somers is remembered by many thanks to her hit sitcom, Three’s Company. While she only starred in the show for a year, she became a fan-favorite in no time. She’s a great example, however, of why actors need to stay on the producer’s good side.
When she left the show, it was in protest since she wanted more money. However, she had breached her contract by doing so. As a newly wealthy star, she found herself struggling to pay her legal bills. Not to mention, getting new offers in the industry was a challenge thanks to her tainted reputation.
It’s difficult to imagine how you can be the most famous entertainer in Las Vegas and still be broke. Unfortunately for Wayne Newton, that was his reality. “Mr. Las Vegas” has worked in the entertainment capital for decades.
All the same, the star had been struggling financially for almost as long as he’d been working. Back in 1992, he filed for bankruptcy thanks to his $20 million debt. Years later, he was sued by the IRS for nearly $2 million in unpaid taxes.
It’s a known fact that successful American TV-show hosts tend to make a lot of money. Normally, they tend to be more financially responsible than the celebrities they happen to interview. However, there are exceptions to every rule.
Larry King is so successful as a host that he won an Emmy for his work. There’s no doubt that he has become an icon in his field. Still, he wasn’t always financially lucky throughout his career. In fact, he was forced to file for bankruptcy in 1978. Still, he became an icon for a reason and has since bounced back.
One 2000s Hollywood It Girl is none other than Mischa Barton. At the time, she starred in the teen-drama hit series, The O.C. After she left the show in 2006 to pursue a career as a serious movie actress, she realized that landing lead roles in blockbuster movies was more difficult than she thought.
And so, as her career began drying up, her bank account followed shortly. All the same, her big financial problems were actually a result of her manager mom defrauding her and taking out huge loans against her house.
Johnny Depp, aka Captain Jack Sparrow from Pirates of the Caribbean, was named the fifth highest-paid actor in Hollywood back in 2016. Well, he’d been doing some serious spending over the years. He’s dropped millions of dollars on all kinds of things like a 150-foot yacht and a failed record label.
In 2017, he claimed his financial stress was a result of his former business managers. He believed they made unwise decisions behind his back. In return, his managers counter-sued the actor. Nowadays, it’s assumed that the actor is about $40 million in debt.
There’s so much to say about Amanda Bynes. She was hilarious and brilliant as a child star on Nickelodeon’s show All That. In fact, she did so well that she got her own show named The Amanda Show.
Throughout the years, her fame grew. However, at one point, she dealt with some mental problems, including addictions and substance abuse. She pretty much fell off the Hollywood map. It’s safe to say that she wasn’t making the same money as she once was.
Curtis “50 Cent” Jackson
50 cent was, without a doubt, one of the most famous rappers of the 2000s. Curtis Jackson was more or less the hip hop king of the decade. He was nominated for several Grammy Awards and even had his own line of clothing.
In 2009, however, he was ordered to pay more than $7 million to Lastonia Leviston after he released an adult video she was in – without her approval. In 2014, the rapper was ordered to pay $16 million to Sleek Audio after a business plan with the company didn’t go through. Ultimately, all these things forced the former rapper into bankruptcy.
A while ago, child star Lindsay Lohan was one of the most sought-after actresses in Hollywood. She became a child actress and later a teen superstar in hit movies like Freaky Friday and Mean Girls. As she got older, however, she got into some legal mishaps which led to her career plummeting. She wasn’t making nearly as much money as she once had.
Even after she tried resurrecting her career with her most recent Netflix series, Sick Note, her net worth is several million less than what it used to be once upon a time. All the same, we can’t help but wish her all the best.
If Teresa thought starring in the reality show, The Real Housewives of New Jersey would save her from her financial trouble, she was very wrong. In fact, her appearance on the show seemed to make things even worse for her as it brought attention to her financial problems.
Her problems began in 2009 after Teresa and her husband were said to owe as much as $10 million. They then filed for bankruptcy and tried recovering their losses through fraudulent activity. This move resulted in jail time. Teresa spent almost a year behind bars before she was released.
There was one point in time when Sinbad seemed to be the comedian who had it all. He had a role on the sitcom A Different World that made him part of the mainstream celebrities. With that fame came financial issues.
Sadly, things didn’t work out in his favor all that much. Now, the mand has declared bankruptcy several times. The main reason for his issues had been business expenses. Reportedly, he was $11 million in debt back in 2013 and couldn’t pay it off since he didn’t make more than $16,000 a month.
Tionne ‘T-Boz’ Watkins
TLC was the one who was responsible for some huge hits in the ’90s. This included songs such as Waterfalls, No Scrubs, and Unpretty. Sadly, however, while the songs and albums were million-sellers, the music group never saw much financial success.
This was mainly due to their management, while the blame isn’t just on them. One reason T-Boz filed for bankruptcy several times is that she bought things like houses that were worth a million dollars. The mortgage payments for the luxury residence forced her to turn to bankruptcy in 2011.
With over 150 film credits to his name, Gary Busey in without a doubt an accomplished actor. Unfortunately, things have been all over the place for the star ever since he had a motorcycle accident in 1988.
While he continued to land work, his finances weren’t in the best position. He filed for bankruptcy in 2012 due to the fact that he owed about $500,000. This was a mix of unpaid taxes as well as other bills. Some of them couldn’t even be covered by his bankruptcy.
MC Hammer became famous for his song U Can’t Touch This, but maybe he should have changed the name of the song to Can’t Fund This… Since he became a mainstream success, he’s been blowing through his money. Naturally, it all came back to bite him.
The rapper was said to have as much as $30 million in his bank account at the height of his success. However, in just a few years, he somehow spent all that money and more on his luxurious lifestyle. In fact, he was $13.7 million in debt.
After all his financial troubles that he faced throughout his career, Meat Loaf was expected to learn his lesson and be smarter with his money. In fact, things got so bad that the singer was apparently facing bills of $80 million at one point.
This was supposedly the result of 45 different lawsuits. Meat Loaf was then forced to declare bankruptcy just so he could stay on top of everything. The singer had problems for years since these lawsuits were relentless. Eventually, however, things picked up when his career had a resurgence.
It took nearly ten years for Michael Vick to pay his way out of bankruptcy after getting into financial trouble in 2008. He owed $17.6 million and also did jail time for his involvement in an illegal dogfighting ring. As a result, the NFL quarterback didn’t have such a great time a few years ago.
Thankfully, he ended up getting his act together and lived on a tight budget in order to pay off his debts. It was not an easy feat to accomplish, especially since he’d gotten so used to spending money so freely. However, he managed it eventually.
Former supermodel, Katie Price is having a rather terrible time with her finances. She’s had money troubles for a while now. Nothing she does seems to be making her situation any better than it is now.
The model now faces going bankrupt by the end of 2019. Especially since she still seems to be living a luxurious life. She’s still dressed extravagantly and lives in a huge mansion despite the fact that she’s supposed to be paying back creditors $15,100 a month. Smart.
When he was younger, Leif Garrett was famous for acting as well as singing. Sadly, once his first round of success dwindled, things went downhill rather quickly. Leif started abusing illegal substances at age 14. His addiction troubles ended up plaguing him for decades to follow.
In fact, he was arrested several times for possession. He’s even got his friend permanently injured after getting into a car accident. This might not come as such a surprise, but these troubles soon led to financial struggles. In 2011, Leif declared bankruptcy. He had a debt of more than $76,000 in unpaid bills.
It’s hard enough when your extravagant lifestyle ends up in financial hardships. However, it’s worse when your money troubles are thanks to your parents draining your bank account. That is apparently what happened with the former Olympic gymnast Dominique Moceneau after her parents allegedly abused her wealth.
Through her success in sports and the release of her autobiography, Dominique amassed a seven-figure fortune. However, it looks like her mother and father blew through it all before she got the chance to use it much. They left her pretty much strapped for cash.
Floyd Mayweather Jr.
Seeing as Floyd Mayweather Jr. got his nickname ‘Money’ as a result of his clean sweep of wins, this took an ironic turn. The man had some major financial difficulties. It turns out that he’d been struggling to pay his taxes for over a decade, resulting in his owing $22.2 million to the IRS.
That’s a serious amount of money, especially since he’s now retired from boxing. That’s what earned him the big bucks in the first place, of course. Here’s to hoping that his work as a boxing promoter will help him out of this mess.
Another sports star whose love for luxury cost him greatly is Dennis Rodman. While he might have been an asset on the court, away from basketball, he’s been seriously struggling. According to his lawyers, there was a period of time in which he couldn’t even afford to cover his living expenses.
In fact, he wasn’t getting anywhere with child support payments. He supposedly owed as much as $800,000 for his two kids. It’s no surprise that there were reports of Dennis stealing from all kinds of stores – although, he did deny these allegations.
Another man who’s struggled to pay for his kids is none other than T-Pain. However, this happened in a different way. It turns out that the rapper landed in such hard times that he couldn’t afford to buy his kids a meal at Burger King.
That’s very shocking considering that the man was reportedly worth $40 million at his peak. Apparently, a series of bad investments and luxury living proved to be his downfall. It taught him a very valuable lesson. Nowadays, the rapper understands the value of money and just how easy it is to lose it all.
On the field, Curt Schilling was one of the best players the Red Sox ever had. After all, he helped his team win in the 2004 World Series. In fact, he gave them this win – they hadn’t won in 86 years by that point.
Sadly, Curt’s ambitions to go from playing baseball to creating video games destroyed all he’d worked for in his career. The man got a $75 million loan from the government for his project, but he squandered it all on a failed game.
La Toya Jackson
There were plenty of rumors regarding La Toya Jackson’s financial situation over the years. In the ’90s, it was thought that she went bankrupt since she owed money to the Moulin Rouge club in Paris.
Other reports said that her troubles were a result of her abusive ex-husband who fleeced her while they were together. Whatever the reason, La Toya didn’t really have much of a career to fall back on. Her music didn’t take off the way her siblings’ did, leaving her in a tricky situation.
Francis Ford Coppola
Francis Ford Coppola is the reason we have iconic movies like The Godfather and Apocalypse Now. However, despite the fact that he created so many successful movies throughout the years, this director isn’t the most financially stable person around.
In just a decade, the director declared bankruptcy three times. All this was because one of his movies was a flop. The director struggled to reclaim his losses after the colossal failure. Allegedly Francis owed as much as $98 million in total.
After the sitcom Full House had become immensely successful, the future looked bright for Jodie Sweetin. Sadly, she ended up hitting a bump in the road once she became addicted to various substances. Her troubles started shortly after the show came to an end. It was years before she got a hold of herself again.
During that time, she and her husband were struggling financially. This resulted in their house going into foreclosure. Jodie also tried to avoid dealing with a $50,000+ tax bill. However, it seems that she has now finally paid it off.
The Baldwin brothers are famous all over the world. However, some are more famous than others. Sadly for Stephen, his career didn’t have the same amount of success as his siblings’ did. That has impacted his finances significantly.
While Alec might be doing well for himself, Stephen had to file for bankruptcy, foreclose his house, and also serve tax-related probation. All this over the past decade. His troubles began in 2009 after he owed money on taxes. He hasn’t improved on much since then. It seems that being a Baldwin doesn’t necessarily pay the bills.
Dionne Warwick has done so much for the music industry. This is why she got the Lifetime Achievement Award at the 2019 Grammys. Unfortunately, it doesn’t matter how much you’ve done or how famous you are – you can still end up in financial trouble.
It turns out that Warwick had money problems for years. In fact, her problems date all the way back to the ’90s. She owed several million dollars in unpaid taxes. The number continually grew due to penalties and interest. Even after she paid off her initial debt, she was still drowning in it.
Tila Tequila was a reality It Girl of the 2000s. She had her own MTV dating show called A Shot At Love with Tila Tequila. Back then, she was making a good amount of money for her hit series. However, after it ended, she kept spending huge amounts.
Eventually, she got herself into a financial drought. In 2016, the single mother of one pleaded to her fans on Twitter to help her pay for her apartment’s rent. She even posted a link to her very own GoFundMe page she started up for herself.
Tori Spelling was pretty much born into a life of wealth and luxury. Her father, the late Aaron Spelling, was one of the most successful TV producers of all time. Following in his footsteps, Tori went on to star in Beverly Hills, 90210.
However, after the teen-drama came to an end, Tori struggled to find any steady work. Despite the fact that she got her own reality series with her husband, Dean McDermott, Tori & Dean, the actress faced several lawsuits from loans she couldn’t pay off.
It turns out that the Queen of Rap of the ’90s has a small problematic habit: not paying her taxes. Reportedly, Lil’ Kim has failed to pay any taxes since 2010. Now, she allegedly owes over $126,000 in back taxes to the IRS.
As if that wasn’t enough, the rapper got sued by her previous legal counsel since she didn’t pay them properly for five years of service. The firm ended up winning and summing Kim to pay $186,217. This ultimately left her with no defense and no money.
Once one of TV’s most famous faces, Todd Bridges had his role on Diff’rent Strokes. At one point in time, he was said to be making between $15,000 and $30,000 a week for his role as Will Jackson. Unfortunately, following the series, the young actor got into serious trouble with illegal substances. As a result, he got into trouble with the law on numerous occasions.
Thankfully, he overcame his issues but has still struggled to find stable acting work. Since then, all he’s found were some low-budget projects. In 2013, he admitted that he was only earning about $22,500 a year as an actor. That’s less than what he used to make in one week.
Another big TV star who struggled financially after his success is Dustin Diamond. The actor became famous for playing the loveable geek, Screech, on Saved By the Bell. The actor faced difficulties after being typecast after the show was over. Since then, he’s been unable to find a solid acting job since.
By the time 2001 came around, Diamond ended up filing for bankruptcy. In 2006, he sold T-shirts with his picture on them in an attempt to try and raise $250,000 so he wouldn’t lose his home to foreclosure.
Willie Aames starred in the popular ’70s sitcom, Eight is Enough. He’s yet another actor who’s since struggled to stay afloat over recent years. Sadly, one bad investment in a coal mine deal left the former teen heartthrob without millions of dollars.
Willie once earned about $1.6 million a year. However, he ended up owing the IRS $400,000 and was even homeless at one point. In 2019, he was spotted holding a garage sale after declaring bankruptcy in the hopes of making some extra cash.
Former Baywatch star, Nicole Eggert, admitted to facing some financial struggles back in 2015. In fact, it got so bad that she had to file for bankruptcy not once, but twice. She owed over $800,000 on her mortgage.
Ultimately, she had no choice but to sell her house in Los Angeles for $1.15 million just to cover her bills. Things seem to be getting better now for her, however. She even started her own mobile ice cream truck business which she named Scoops.
This might just be one of the most extreme cases of riches to rags. Brett Butler from Grace Under Fire went from being an A-list celebrity to living in a shelter – in a matter of years. Unfortunately, the TV star battled with illegal substances behind the scenes. This ultimately ended her career and sucked up the rest of her funds.
Things got so bad, in fact, that Brett ended up with no place to live. However, she’s been clean for some time now and has had a variety of roles here and there. Unfortunately, she’s still nowhere near as successful as she used to be.
People might assume that winning one of the country’s most popular singing competitions – American Idol – would guarantee fame and fortune. Alas, that isn’t always the case. For season 3 winner, Fantasia, things went south after her win. Eventually, she was over her head in debt due to failed payments towards a $1 million loan.
In 2015, it’s been said that the Grammy-nominated artist owed more than $92,000 to the IRS. Recently, it seems like she’d been able to clear up some of that debt. However, she still allegedly owes about $47,000.
If you happen to be familiar with the National Lampoon Vacation movies, the odds that you’re familiar with Randy Quaid are quite high. He did play the hilarious Cousin Eddie, after all. Sadly, the Academy Award nominee found himself in a tough financial situation over the years. From running away from law enforcement to owing thousands in unpaid hotel bills, Quaid is definitely not the A-lister he used to be.
To make matters worse, or rather, weirder, he and his wife Evi have claimed that their money problems are a result of so-called ‘Hollywood Star Whackers’. It’s a secret cult that supposedly defames and takes the lives of movie stars to embezzle off their fortunes.
The famous frontman of Sly and the Family Stone partially has someone else to blame for his financial difficulties. While some of his problems were most likely due to his use of illegal substances, a lot of the singer’s troubles came from the fact that he wasn’t allowed to collect songwriting royalties for decades on end.
In 2011, Sly confessed that he was living out of a small camper. His situation only got worse after the judge ruled that while his royalties were unfairly stolen, he technically assigned them to a production company who still owned them.
In the late ’90s and early 2000s, DMX was one of the most popular rappers out there. Everything was going great for the multi-platinum artist. That is until he found himself in over his head in debt. In 2015, he was sentenced to six months in jail for not paying $400,000 in child support.
In 2017, the rapper got arrested for conducting a scheme to hide millions of dollars in income from the IRS and to get about the $1.7 million he owed in taxes. He wound up spending two years in prison as a result.
Danny Bonaduce is another former child star who seemed to struggle once his television fame came to an end. While Danny became a household name after playing Danny in The Partridge Family, by the time the show ended in 1974, he was left broke, without a home, and using illegal substances as a way to cope.
His struggles continued for years after that. However, nowadays, he’s staying clean. While his acting career seems to have disappeared, he’s been thriving as a radio disc jockey for a Seattle station since 2011.
Kelly Rutherford is most famous on Melrose Pace and Gossip Girl. Well, she’s faced financial problems of her own in recent years. In 2013, she was driven into bankruptcy after a brutal custody battle with her ex-husband, Daniel Giersch.
A judge in Monaco granted the actresses’ ex full custody of their two kids after she had fought for seven years. Overall, she racked up legal fees that were said to total in $1.5 million dollars. That’s heartbreaking when you think about it.
Evander Holyfield had a career that spanned over 20 years. The professional boxer was titled the World Heavyweight Champion four times during that time and even took home an Olympic bronze medal. At the height of his career, he earned an incredible $240 million in prize money solely.
Unfortunately, his net worth now stands at just $500,000 due to big spending habits and issues with paying child support. Eventually, Evander lost his $10 million Georgia mansion and even his bronze medal.
After her American Pie days, Natasha Lyonne was left without a home after going through issues with illegal substances that left her broke and jobless. Eventually, she had to be hospitalized as a result of health issues that came up as a result of her use.
Thankfully, she was able to get clean and make a great comeback with Orange Is the New Black. More recently, she co-created and starred in an Emmy-nominated series, Russian Doll. It seems that there are happy endings after all.
At one point, Charlie Sheen was the highest-paid actor on network TV. This was back when he was getting paid $1.8 million per episode on Two and a Half Men. Since he was kicked off the show in 2011 for ‘self-destructive conduct’, he’s been racking up millions in debt. In 2016, he owed $12 million in mortgages, legal fees, and taxes.
Currently, he reportedly owed $5 million in unpaid taxes. This caused him to try and sell his Beverly Hills mansion for $10 million before he lowered it to $8 million. We wonder what will happen next for the Hollywood bad boy.
Despite the fact that the Star Wars franchise is worth nearly $10 billion, its original star, Mark Hamill, is only enjoying a very small fragment of that pie. While his net worth is now rising again thanks to the recent sequel trilogy, the actor faces some challenges after 1983’s Return of the Jedi. For three whole decades. Mark struggled to get out of the shadow of the character he was famous for – Like Skywalker.
He tried dramatic roles to shake off the teen hero image but wound up taking on voiceover work for animated series and video games for years. This was until he got to revive Skywalker for 2015’s The Force Awakens.
Over the years, Andy Dick’s net worth had done nothing but dwindle. He was once a well-known TV host and actor. However, the comedian has gotten himself a reputation for his eccentric behavior and legal debacles. These include misconduct and grand theft accusations.
Andy has also struggled with using illegal substances for many years. This, along with his poor reputation and his tendency to get into public fights with strangers, have not really helped his career stay stable.
The kid who was made famous from Terminator 2, Edward Furlong, was only 12 years old when he played John Connor opposite Arnold Schwarzenegger in 1991. Unfortunately, things only went downhill for the actor from there.
By the time he was 15 years old, he filed for emancipation from his aunt and uncle who raised him – and won. Sadly, life became difficult on his own, and while he made appearances in s few movies, none were as successful as the Terminator was. He struggled with illegal substances and also had some trouble with the law. Eventually, everything he had was taken as a result.
Emmy-nominated actor Malcolm-Jamal Warner got his big break on The Cosby Show, where he played Theo Huxtable throughout all eight seasons. Even once the show ended, Malcolm and his co-stars got some nice residual checks for all the reruns. However, once Bill Cosby’s charges and conviction happened, a lot of networks pulled the sitcom off the air.
He’s said that his co-star’s legal troubles were “literally taking money out” of his pockets. Thankfully, his recurring role in the Fox medical drama, The Resident, has been helping him bounce back to where he’s been.
Here we have another former Cosby Show actor who suffered financially thanks to the networks’ decisions to pull the series’ reruns off the air. Geoffrey Owens played Sondra’s boyfriend, Elvin Tibideaux. His fans were absolutely shocked when a photo of the former TV star working at a Trader Joe’s supermarket went viral in 2018.
Later, the actor revealed that he found himself in a “dark wood of unemployment and debt” but that the ‘shame’ he got online actually caused many people, including Tyler Perry, to approach him for casting opportunities.
If you’ve watched movies in the ’90s, you most likely will recognize Mena Suvari. She became a global star thanks to her performances in American Pie and American Beauty. However, in the 2000s, she had already become a thing of the past. In fact, she found it more and more difficult to land steady roles.
Things only got worse for her after her ex-husband, Simone Sestito, asked her to pay $17,000 a month in spousal support. This was after just 18 months of being married to one another. Does that make sense to you?
An actor who seemed to have fallen off the face of the earth is Josh Harnett. He used to be the hunk of the ’90s and 2000s and brought in some massive checks thanks to his starring roles in blockbuster hits such as Pearl Harbor and Black Hawk Down.
However, in recent years, Josh has been likely taking much smaller salary amounts since he’s been starring in indie movies like She’s Missing and The Long Home. Have you seen any of these movies?
After being cast to play the lead role in the newest Aladdin live action film, Mena thought he had made it and all his dreams had come true. While the role did cause the actor to become famous and the movie even made $1 billion in the box office, it’s been said that Mena has had a hard time finding work since.
In an interview in 2019, the actor said he hadn’t gotten a “single audition” since Aladdin came out. Since then, the actor had turned to TV and has been starring as a gang member in the Hulu drama, Reprisal.
Alfonso won hearts all over the country thanks to his role as the sweater-loving Carlton Banks in The Fresh Prince of Bel-Air. Back then, the fan-favorite was one of the most beloved characters on TV. In fact, he even had his famous ‘The Carlton’ dance that became a ’90s phenomenon. While his co-star, Will Smith’s career took off, Alfonso faced a problem many actors seemed to deal with: he couldn’t get past Carlton.
Even though he landed a variety of roles here and there, including an appearance on Dancing With the Stars (which he won) and as a director for multiple TV episodes, the actor never was really able to resurrect his acting career.
George Forman definitely had his fair share of ups and downs throughout his career in boxing and business. The Olympic gold medal champion and world heavyweight title holder was making some serious cash back in the ’70s. So, he decided to retire from the sport so he could fulfill his dream of becoming a Christian minister. He then moved to Houston, Texas, and opened a center for troubled youth.
Sadly, his fortune eventually dwindled and he was no longer able to keep up with the high costs of the center. With no other choice, he filed for bankruptcy in 1983. Thankfully, a lucrative endorsement deal selling grills brought his net worth back up again – and then some.
Back in the ’90s, Alicia Silverstone was more or less the equivalent of the prom queen of the generation. This was all thanks to her memorable performances in Clueless, Crush, and the iconic Aerosmith music video for Cryin’. Sadly, however, her career came to a stop after starring in 1997’s Batman & Robin as Batgirl.
Aside from the fact that the movie tanked, it also got Alicia plenty of harsh criticism. In fact, it landed her the Razzie for Worst Supporting Actress. Ever since that happened, she pretty much retired from her teen idol days and is laying low as an animal rights activist and vegan cookbook writer.
One of the founding members of the legendary Fleetwood Mac, you’d think that Mick would be set financially for life. However, despite all his musical success, Fleetwood had to file for bankruptcy in 1984 after he used too much of his wealth on real estate investments.
Later, he told Rolling Stone that he had “bought too much real estate” and discovered that he was “too far into debt.” Luckily for him, however, he was able to get out of that mess. Despite all that, his net worth is still not as high as it could have been.
Back in 2010, things got complicated rather quickly for The Real Housewives of New York City’s Sonja Morgan. After she ended up in $19.8 million of debt with only $13.5 million in assets, Sonja had no other choice but to file for bankruptcy.
The reality star and producer went on to blame her money problems on a failed movie venture with John Travolta, a $7 million lawsuit from a Hollywood production company, as well as a bitter divorce. All these things left her penniless.
After the Suite Life of Zack & Cody came to an end, Cole Sprouse had stayed relevant thanks to his steady role on the popular Netflix teen-drama, Riverdale. His twin brother, Dylan, on the other hand, has been having a hard time finding a job that compares to his famous Disney role.
At one point in time, rumors spread that Dylan had gone broke after he was spotted working as a host in a New York City restaurant. While he denied struggling financially and claimed that he was simply looking for a ‘new experience’, we don’t doubt that the actor’s standing isn’t what it used to be.
Back in 2007, Nikki landed the leading role as Tracy Turnblad in the remake of the popular musical, Hairspray. While the movie was a huge box office hit, Nikki did earn critical acclaim for her on-screen debut. However, her career never really took off after that.
Instead, she ended up working in a New York City shoe store and as a cosmetologist at a hair salon in her home town in Long Island. In 2018, she made a brief comeback in the late Burt Reynolds’s last movie, The Last Movie Star. All the same, the movie got mediocre reviews.
Rapper T.I. enjoyed some serious success in the early 2000s with hits like Whatever You Like and U Don’t Know Me. However, when the Grammy winner’s music sales started decreasing, T.I.’s excessive spending habits stayed the same.
Along with some poor long-term investments, he was left in a financial pit for years. However, he is gradually paying back all he owes. In 2018, he settled a tax debt of $1.4 million. Reportedly, he still owes about $5 million.
Jonathan Taylor Thomas
Jonathan Taylor Thomas was more or less the famous kid actor in the ’90s. He was known as the iconic voice of young Simba in The Lion King as well as Tim Allen’s on-screen son in Home Improvement. Unfortunately, the teen’s career didn’t go on for as long as he had hoped.
By the early 2000s, he was taking small guest appearances on TV shows. While he did reunite with Tim Allen in Last Man Standing for a brief time, the actor who once made millions had since retired and has completely fallen off the grid by now.
Chris Owen became a household name when he starred as Chuck in ‘The Shermanator’ Sherman in American Pie. He’s another actor who unfortunately disappeared from Hollywood once his fame fizzled out. Ever since then, the famous and adored ’90s geek wasn’t able to find another successful role.
In 2013, the actor was seen working as a waiter in an L.A. sushi restaurant. He’s since taken several roles here and there. His latest role was in 2018’s The Last Sharknado. We hope we get to see him make a comeback soon!
Ashley Greene rose to fame thanks to her appearance in the Twilight movies. She played the fan-favorite psychic vampire, Alice Cullen. Naturally, all good things must come to an end. It was true for Ashley after the Saga came to an end in 2012.
Later, she admitted that she felt typecast at auditions. She claimed that some casting directors would reject her since they ‘don’t want anyone from Twilight.’ After a bunch of failed TV shows and minor roles, Ashley made a comeback in 2019’s highly-acclaimed Bombshell.
Amateur-boxer-turned-actor Mickey Rourke became famous in Hollywood thanks to starring in movies like Sin City and Iron Man 2. However, once his acting career started suffering, his bank account did as well. One thing that did stay the same was his spending habits.
Of course, a cycle of reckless behavior and illegal substance use also took part in his eventual debt. In fact, his overspending got so bad that he admitted to once buying six Cadillacs and giving them all away to his friends.
In the ’90s, Family Matters was one of the most-watched sitcoms thanks to the loveable and hilarious Steve Urkel. Of course, other stars on the show became famous as a result. Jaime Foxworth included. She played the youngest member of the Winslow family, Judy.
She was on the show for just four seasons before getting cut by the producers as a result of ‘budgetary considerations.’ Unfortunately, the actress turned to illegal substances to help her pain, and ended up completely broke by 19 years old.
Family Ties was one of the most popular sitcoms back in the ’80s and for good reason. In season five of the show, a new character was introduced: Andrew. He was the Keatons’ youngest child. Brian Bonsall was the actor who played him.
After three years on the show, Brian went on to get a role in another successful series, Star Trek: The Next Generation. After that, however, his career began plummeting. He retired at a very young age and then lost all his money. He even got arrested several times for all kinds of altercations with the law.
Here we have another actor from the Twilight Saga. Jacob Black was played by Taylor Lautner, who also seems to have some trouble finding work in recent years. After his immense fame that he got from the role, the actor found himself struggling to land roles without people always seeing him as Jacob.
Since he last appeared on the BBC comedy series, Cuckoo, in 2018, Taylor has been enjoying a much, much less glamourous life away from the spotlight. We can’t help but wonder whether we’ll see him in anything anytime soon.
Michael Cera became famous in the cult comedy series, Arrested Development back in 2003. However, it wasn’t until he starred in a role opposite Jonah Hill in the 2007 movie Superbad that he became a true household name.
2007 proved to be a great year for the actor. He went on to play a leading role in Juno, followed by Nick & Norah’s Infinite Adventure, the next year, and then Scott Pilgrim vs. the World a couple of years later. Recently Michael became one of those actors who simply faded away from their fame. Instead, he’s been working on obscure independent films and indie-folk music.
Sarah Michelle Gellar
One actor who looks like she’s just fine with living a modest and less glamorous life in Sarah Michelle Gellar. After she finished the show that made her famous in 2003, Buffy the Vampire Slayer, she tried making her transition to the big screen in a series of horror movies.
While some of those movies were somewhat successful, others failed. There’s no doubt that the actresses’ career simply wasn’t what it once was. Nowadays, the lifestyle and cooking guru is enjoying a more private life with her husband Freddie Prinze Jr. He retired from acting in favor of becoming a WWE producer and director.
Gaby Hoffman is the daughter of two actors. She followed their footsteps in order to pursue a career in acting when she was very young. She starred in all kinds of successful movies, like Fields of Dreams and Sleepless in Seattle. However, in 2013, she told the New York Times that she only had a few thousand dollars to her name and she was having a hard time getting work.
Not long after that interview, however, things started looking up for the actress. She landed a recurring role on Girls followed by a leading role in the Amazon series, Transparent. So, we hope to see more of her!
Those days when Brendan Fraser would appear on the poster of every upcoming Hollywood action movie are long gone. However, after he and his wife divorced in 2007, his career began taking a bad turn. That’s when Brendan found himself in a bad financial situation.
In 2013, he struggled so much that he petitioned the court to reduce his yearly spousal payments of $900,000. He claimed that he didn’t have enough of an income coming in to afford that amount.
After she starred in the daytime hit soap opera, General Hospital, Tia Carrere got a prominent role in Wayne’s World. That’s when it seemed as if her career was really taking off and going up. However, things changed.
When she tried getting out of her General Hospital contract so she could take a role in The A-Team, Tia claimed that General Hospital wasn’t paying her enough. And so, she filed a lawsuit. When she lost the lawsuit, however, she also lost her chance at becoming a star.