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
6 tax moves to consider this June

June 3, 2026

Definitely take a break this June. But taxes don’t take vacations. So, you also should…

Read More
Tax Season 2026 Continues!

We made it. Tax Day 2025 is finally over. For most of us. When the filing season started on Jan. 26, millions who were expecting refunds filed immediately. Most of us got our returns to the Internal Revenue Service by April 15. But plenty of taxpayers also got extensions. They are looking at an Oct. 15 filing deadline.

Those procrastinating filers aren’t a problem. In fact, the IRS appreciates taxpayers who take time to fill out their 1040 forms correctly. It also is grateful that tax submissions are spread out a bit, especially now that the IRS is a leaner agency. Processing returns is easier when they arrive throughout the year instead of in massive bunches.

But enough about Uncle Sam’s tax collection issues. The focus now is on all y’all who filed for extensions, giving you another six months to complete your return. Since your new mid-October due date will be here before you know it, let’s get started now on meeting it.

The ol’ blog is here to help you finish up your extended Form 1040. You can start with January’s tax tips page, which has links to the rest of the year’s tips by-month collections. You also can peruse various tax categories for more tailored advice by clicking on the More Tax Posts drop-down menu at the top of this (and every) page.

And to make sure you don’t miss your new filing deadline, the count-down clock below will let you know just how much time you to file by Oct. 15. At the latest.e. (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!

Comments are closed.