Opens in a new tab

Are you ready for some tax-deductible football fines?

September 21, 2007

It looks like case closed on the New England Patriots’ illegal videotaping of the New York Jets’ defensive
coaches signals in the teams’ Sept. 9 season opener. The Patriots won 38-14.

Pats Coach Bill Belichick was fined $500,000
and the Patriots $250,000. The team also will lose a 2008 first-round draft
choice if it makes the playoffs; if it misses the playoffs, the draft costs will be its 2008 second- and third-round
choices.

But we still have an important matter hanging out there. Specifically, can Belichick deduct his fine on his next tax return?

Paul Caron, aka TaxProf and a lifelong Boston sports fan, raised the issue after the fine was announced. It sparked quite a conversation among his tax-teaching peers. You can read these legal tax eagles’ thoughts and reasons for their positions here, here and here.

The consensus is "yes," it’s an ordinary and necessary cost to conduct — or, in Belichick’s case, misconduct — the business of NFL coaching.

I found the whole line of discussion quite interesting and not just for tax reasons.

Cowboys_helmet_2
I’m a lifelong Cowboys fan — that’s right, still America’s team, baby! — so I’m hoping the pro-deduction tax professors are correct and T.O. can write off his $7,500 fine for using the football as a "prop" when he made fun of the Belichick situation following a touchdown in the ‘Boys’ 37-20 victory over the Dolphins.

Yes, it’s true. I support tax breaks for disgustingly rich, annoying arrogant folks … as long as they play, and play well, on my favorite sports teams!

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
Leave the first comment