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The Worst Celebrity Tax Problems

This article was written by in Taxes. 10 comments.

It’s with a tinge of schadenfreude that people are fascinated with the failures and foibles of famous celebrities. Every year, the IRS chases people who evade or underpay federal income tax, and actors and popular figures in the media, who often don’t manage their own finances, make the news.

The latest is Lindsay Lohan. You may remember her from such films as Mean Girls, Freaky Friday, and Herbie Fully Loaded. TMZ has discovered that the IRS has obtained against Lindsay for almost $100,000, representing tax she didn’t pay for her income in 2009. Like many busy people, Lindsay employs an accountant to handle her finances, and she says the oversight will be handled immediately.

Lindsay LohanThe sum Lindsay owes is small compared to the problems other celebrities have had with the IRS.

Wesley Snipes failed to pay up to $17 million to the IRS for his income taxes, not including penalties and interest. After his trial and a failed appeal, he was sentenced to prison for three years.

Nicolas Cage also blamed his accountant for his failure to pay a $14 million tax bill in 2010; even more recently, Nic failed to pay over $600,000 for a gift tax.

Pamela Anderson owed $2 million to the IRS and to the state of California.

Annie Leibovitz isn’t a movie star, but she is at the top of the list of famous modern photographers. She owed $2.1 million in back taxes, and pledged to sell her ownership of her photography to pay the bills.

Martha Stewart owed $220,000 to New York for taxes, but she believed she didn’t need to pay this tax because she didn’t spend time in that state.

Celebrities often have tax situations that differ from people who aren’t performers or professional athletes. They need to handle state tax returns for every state in which they’ve earned income each year, just like all taxpayers, but in any given year, performers may have earned income in a large number of states. Celebrities will almost always be too busy to handle their own tax returns, so they trust accountants to handle the paperwork and the payments.

On the other hand, it’s safe to say that some famous individual who owe the government money for failure to pay their tax bills are aware of the situation and are trying to skirt the law as much as possible, until they are forced to pay.

Photo: Rafael Amado Deras
TMZ via Don’t Mess With Taxes, New York Times, UPI, Back Taxes Help

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A typical professional athlete may be a prime example of the situation in which an individual might find himself suddenly wealthy. The idea that a person could consider himself middle class or lower one day and wealthy the next is a recipe for financial disaster. It’s easy to look at athletes because their trials and tribulations are often front page news. Michael Vick had some problems with the law, but now he’s dealing with financial fall-out. He has declared bankruptcy, and for the first time, the public is getting to see the choices he made with his money.

Vick listened to the wrong people and was perhaps a little gullible and trusting. His seemingly unlimited income gave him the opportunity to spend with zeal. He paid $223,000 a year for dubious financial advice, $78,000 a year for allowances for his family members, and an extra sum of $209,000 for his mother. His obligations included various house payments for his family in addition to the allowances, salaries for his entourage, $10,000 per month on jewelry for a period of 20 months, payments for his own houses (four), boats (five), cars (eight), and horses (unknown).

Gold Bars MoneyAnd then he wasted his money on failed business ventures for which his friends and advisers convinced him to part with more of his money, like a rental car franchise, janitorial operations, a restaurant, and of course the issue that eventually landed him in jail, the dog fighting ring.

The result of all his money missteps was bankruptcy, with a variety of companies staking claim to his future earnings. At least in Vick’s case, he is getting a second chance. With his new contract, and with a new approach to managing his money, he should be able to meet all his financial obligations.

The thought of having a sudden influx of cash, particularly if it puts you in a significantly different financial situation that those who are closest to you, is frightening. Suddenly, friends and strangers might approach you with investment ideas or pleas for help. Many suddenly wealthy individuals are grateful for their situation and want to help others, but responding to these requests can be a quick road to losing everything.

Ron Lieber, columnist for the New York Times, offers a three-pronged approach for people, not just professional athletes, whose financial situation changes significantly, quickly: slow, small, and scrutiny.

Slow

Don’t make decisions right away, and keep the money invested safely in cash or bonds from the outset. Don’t give in to the immediate pressure you may receive from friends, family, and strangers looking for investment capital or financial help, even though you may strongly desire to help those closest to you. Decisions made quickly could end up hurting your financial security later, so slow down your approach and resist the temptation to immediately go after investments that promise to pay off handsomely. It’s true that the wealthier you are, the more access you have to potentially lucrative, but complicated, investments, but keeping money invested safely for a while helps you wait until you can make more rational decisions.

Small

The good-hearted among us will want to use newly-acquired wealth, particularly if there is more money available that any one family could use in a lifetime, to make grand gestures with large amounts of money, making the world a better place. The adviser quoted in Lieber’s article points out that many athletes invest in a city only to find out they would be traded to another city the next year. Keeping gestures small would make more sense.

Additionally, if we’ve seen anything from celebrities in Hollywood, there’s often a temptation to use wealth to buy a massive house. Many people, even the wealthy, aren’t prepared for the expenses involved with maintaining a house, particularly if that house is large. There’s always a chance that it proves to be a good investment, if another celebrity makes the risky decision to buy the mansion at a higher price down the road, but there are never any guarantees. In the case of athletes, many become wealthy at a very young age — and they may have never even lived on their own before. The article suggests buying a small home to start, perhaps even a condo.

Scrutiny

Shady advisers appear out of the woodwork when there’s money to be made. The article says it’s a good idea to have an adviser, but be very selective. I’ve written a series about selecting and working with financial planners, and weather you’re suddenly wealthy or looking to build wealth over time, the same concepts apply. The most important factor is finding a fee-only financial planner to serve as a fiduciary, which means they are bound to advise in your best interests only. Even this doesn’t prevent an adviser from taking advantage of a client, though.

I would also argue that a good, solid education about basic money management can go a long way in reducing the need for outside “expert” opinions about how to hold or invest your money.

An athlete signing a professional contract, a lucky individual who wins the lottery, or an entrepreneur selling his company to Apple all might have to deal with a sudden influx of wealth. Keep cool and don’t make any sudden moves. Wait before offering any financial help or investment capital to friends, family, and advisers. From a practical point of view, these are likely to be good priorities:

ESPN, New York Times

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For people in certain businesses, perception is more important than reality. A real estate agent who sells high-value properties generally tries to impress his or her clients by looking the part of a high-value property real estate agent. Fancy cars, fancy meals, and fancy clothing are all part of this facade. While the American Centurion “Black” card built up a bit of high-end reputation among celebrities thanks to some clever marketing, the business equivalent is the Business Platinum Card® from American Express OPEN. Don’t rush to jump in, though. Owning this card costs money. Although it’s likely deductible as a business expense, the $450 annual fee only makes sense for a select number of businesses.

The Business Platinum Card® from American Express OPENUnlike most small business cards, The Business Platinum Card® from American Express OPEN is a charge card, and a feature of charge cards from American Express is the lack of a pre-set spending limit. When it comes time to make a purchase, American Express will determine immediately whether or not to approve the charge. For small purchases, transactions are all but guaranteed to be processed. For larger purchases, American Express takes the business’s credentials into account.

Charge cards don’t have interest rates because monthly bills are due in full by the due date. If your business has a charge card in mind, make sure it has the cash to back up every purchase. If a business gets into trouble with this card, the individual, not just the business, can be responsible for the balance and can suffer the consequences, whether debt collection, negative remarks on the credit report, or worse.

Business owners of The Business Platinum Card® from American Express OPEN will receive a variety of cash back perks as well as a personal concierge. For that sizable fee of $450, business cardholders receive these benefits:

  • A $200 airline fee annual reimbursement.
  • Savings of 3% to 10% on business expenses with merchants like FedEx, Hyatt Hotels and more
  • Airport Club access for you and two companions
  • Anytime personal concierge service
  • Guaranteed late checkout at hotels and continental breakfasts

Platinum Card® from American ExpressOnly business owners with excellent credit will be approved for the Business Platinum Card® from American Express OPEN. In some cases, that $450 fee pays for itself in the value of collected rewards and perks. To determining whether this card is right for your business, visit The Business Platinum Card® from American Express OPEN.

Disclaimer: This content is not provided or commissioned by American Express. Opinions expressed here are author’s alone, not those of American Express, and have not been reviewed, approved or otherwise endorsed by American Express. This site may be compensated through American Express Affiliate Program.

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This is the third giveaway for Giveaway May at Consumerism Commentary, and I’m just getting started. I have a pile of Amazon.com gift cards to offer to readers and I’ll be doing so every weekday this month. The giveaways are short, though. To reward those who visit every day, the giveaways are announced at 6:00 AM Eastern time and end at 10:00 PM Eastern time. If you missed Monday’s or yesterday’s giveaway, here’s another chance. If you don’t win today’s, you’ll still have more opportunities the remainder of this month.

The rules pertaining to how to qualify will change from one day to the next, but they will always be somewhat simple. The giveaway today focuses on Twitter, a website that lets you stay in touch with your friends. Sign up for Twitter if you’re not currently a member and find friends and celebrities to follow.

Here is what you need to win a $50 Amazon.com gift certificate today, to be delivered via email within the next few days.

  1. Follow @flexo on Twitter. This is my Twitter account, where I point out interesting new items pertaining to finance and some of my other interests, as well as commenting on the latest articles on Consumerism Commentary.
  2. Tweet this message: Pls RT! Follow @flexo for personal finance and to win $50! http://flexo.me/giveamay (when you’re logged into Twitter, you can automatically enter that text by clicking here).
  3. Comment on this article below and include your Twitter user name.

All of the above steps must be complete in order for you to enter in today’s giveaway. You must be following @flexo, you must tweet the message, and you must comment below. In addition, you have to meet the eligibility requirements outlined in the Giveaway May introduction. The deadline to enter is 10:00 PM Eastern Time, so all steps must be completed by then.

I will choose the winner randomly and notify him or her as soon as possible.

As a side note, I will be appearing on WIOX radio at 9:30 am Eastern Time today, so tune in or visit the website.

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Sensuous Value is the Worst Kind

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This is an article by The Weakonomist, an anonymous blogger responsible for everything at Weakonomics.com. As a banking insider he’s witnessed the economic implosion from inside the bubble. You can usually find him at the corner of Wall Street and Main Street throwing rocks at traffic. If I presented a monkey with two choices: a ... Continue reading this article…

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Are Groupon’s Super Bowl Ads Offensive?

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50 Cent Plugs Stock to 3.8 Million Followers on Twitter, Stock Soars

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Here’s a fun experiment. You don’t need many materials, just a little bit of work. Here are the steps: Create a huge following on Twitter. Put your money into a little-known stock with low trading value. Write several messages on Twitter to almost 4 million followers about how good the investment is. Watch the valuation ... Continue reading this article…

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