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Worst Person In The World: Keith Olbermann?

Kelly Phillips ErbJune 9, 2008

Keith Olbermann’s trademark “Worst Person In the World” segments – usually reserved for Fox News’ Bill O’Reilly – may be coming back to haunt him. After revelations that he owes the state of New York $2,269 in back taxes for his corporation, Olbermann Broadcasting Empire, many of his former targets are turning the tables.

The New York Post and sites like Olbermann Watch are hammering Olbermann for the tax deficiency, noting that Olbermann has been quick to criticize others in the past.

MSNBC has characterized the tax bill as “a bookkeeping disagreement between Keith’s accountants and the state, which was resolved months ago.” Yet, Olbermann Watch reports that there are now five tax warrants which are still outstanding.

This is one of those tax situations that I just don’t get. Unlike the Wesley Snipes debacle, where millions of dollars are at stake, this is a matter of a few thousand dollars. Why not simply pay the disputed tax and file for refund if you are sure that it’s an error? Many taxpayers aren’t in a financial position to simply pay up and fight later – but I am sure Olbermann is. Why would you expose yourself to this kind of negative publicity – unless – maybe – you like it?

Is there something I’m missing here?

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Kelly Phillips Erb
Kelly Phillips Erb is a tax attorney, tax writer, and podcaster.
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4 thoughts on “Worst Person In The World: Keith Olbermann?”

  1. Pierre says:
    June 9, 2008 at 7:38 am

    Who cares about this? Get a hobby. Sell your TV. Dumb people watching dumb people. Have a nice day.

    Reply
  2. Oxnate says:
    June 9, 2008 at 1:28 pm

    In my experience the IRS (or state) are usually (mostly) wrong on stuff like this.

    If he thinks he is right I would tell him to do what he is doing. Don’t pay until we settle this.

    Reply
  3. Chris Ganiere says:
    June 10, 2008 at 5:11 am

    I was under the impression that Keith Olbermann thought that everyone’s taxes were too low. (He is politically aligned with big government taxers) Nice example Keith Olbermann.

    Reply
  4. JT says:
    October 19, 2008 at 8:30 pm

    Obermann is a political hack and a hypocrite. Is anyone really surprised?

    Reply

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