Opens in a new tab

Tax troubles for Keith Olbermann …
and others

June 10, 2008

State taxes certainly are a pain for some prominent
people. The latest celebrity to run afoul of state collectors is
MSNBC’s Keith Olbermann.

keith_olbermann_bookAs the host of the cable TV program Countdown,
he regularly cites the screw-ups of others in his "Worst Person in the World" feature. Now Olbermann is catching
heat for apparently being one of the worst New York state taxpayers.

OlbermannWatch.com, which proclaims that it has been "persecuting Keith since 2004," broke the story that a New York state tax warrant is still outstanding for Olbermann in connection with $2,269.50 in unpaid Empire State taxes. The money was due not from Olbermann personally, but from his Olbermann Broadcasting Empire Inc.

Soon after that revelation, the anti-Olbermann Web site reported that it had confirmed that "the New York State Department of Labor filed an
Industrial Commission Warrant against Olbermann Broadcasting Empire on
April 1, 2008 for $1,039.15 with the New York County Clerk’s office."

According to The New York Post’s gossip column Page Six, an MSBC spokesman called the situaiton "a bookkeeping disagreement
between Keith’s accountants and the state which was resolved months
ago."

Other celebrity tax travails: Accounting issues also were the reason given by Senatorial candidate Al Franken for his run-ins with several state tax collectors.

Those tax troubles apparently didn’t dissuade Minnesota Democrats from endorsing Franken’s bid to unseat incumbent Republican Norm Coleman.

Then there is musical royalty, the Queen of the Blues (Koko Taylor) and the Queen of Soul (Aretha Franklin), who have had property tax payment problems.

Federal tax follow-up, too: On the federal level, the naked fat guy from the first season of CBS’ Survivor show has now taken his tax conviction to the Supreme Court.

Survivor_logo1
Richard Hatch
was convicted in 2006 of evading taxes on his $1 million prize, as well as on his income from co-hosting a radio show and rental properties he owned in Rhode Island.

In his appeal to the nation’s highest court, Hatch’s attorney argues  that the district court violated Hatch’s rights by curtailing his explanation of why he believed the TV show producers had paid the taxes on his winnings.

Share:

The More Tax Posts tab at the top of this page will take you to, well, more tax posts. You also can search below for a tax topic. 

Latest Posts
How to avoid being haunted by ghost tax return preparers

October 28, 2026

Some ghosts this Halloween are cool trick-or-treaters. But when it comes to taxes, beware of…

Read More
TAX-SAVVY WAYS 
TO WRAP UP 2026

It’s over! With October’s extended filing deadline behind us, it is now time to focus on year-end moves to reduce your 2026 tax bill. 

You’ll find ways to do just that on the Tax Tips page (see the More Tax Posts drop-down menu at the top of the blog), as well as the separate tax tip pages for each month, notably October through December. If you’re on the Tax Tips page, you’ll find a monthly list at the end of this column. If you’re on another blog page, you can head straight to the October tips; at the bottom of that tips page you’ll find links to all the other 11 months’ collections of tax advice.

Not to spoil what you’ll find in that tax advice, but it does cover such things as tax deductions for charitable donations, investment moves that could reduce tax due, and ways to max out your tax-favored retirement savings. 

Finally, as the year winds down, things get hectic. There are lots of other things to occupy our time, like the much more fun upcoming holidays. But don’t lose sight of taxes, since timing is key. To be of use, most tax moves must be made by the end of the tax year. That’s Thursday, Dec. 31, which also is the last business day of the year. 

So that you don’t miss that final tax year deadline, also keep an eye on the countdown clock below. It will keep you on top of just how much time is left to make important, tax-saving moves. (Note: I’m in the Central Time Zone, so adjust accordingly for where you live.)

Comments
  • Tax troubles to the tune of $1,000 or $2,000 is not a bad tax problem to have; I would not even consider it a problem at that level. Wesley Snipes? That is a tax problem!

Leave your comment