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Monopoly’s tax connections

September 17, 2011

When the classic board game Monopoly was created during the height of the Great Depression, its streets were named after the thoroughfares of Atlantic City, N.J.

The residents of Monopoly City are proud of their game-related fame. In 1972, when the Commissioner of Public Works threatened to change the names of Baltic and Mediterranean Avenues, public outcry in the barrier island resort put an end to that bad idea.

Nowadays there are hundreds of Monopoly editions specialized for other cities, as well as tweaked to tie into movies, television shows, sports teams (we own a NASCAR version) and other pieces of pop culture. There's even an electronic banking Monopoly game.

While Hasbro (yes, the original Parker Brothers manufacturer was long ago subsumed into corporate entities that bought it and its games) might be working on a version for today's stressed economy — Chance cards dealing with foreclosure, perhaps? — it's fun to look at how the game started, especially when there are some tax connections.

Dana Fred Ryman has a collection of vintage Monopoly game cards. Before the game's makers settled on the Rich Uncle theme, Uncle Sam had a pretty prominent role.

He pops up for some who land on Community Chest bearing an income tax refund.

Vintage Monopoly Community Chest tax refund card

School taxes also appear in the early version of the game.

Vintage Monopoly Chance school tax card

Another financial life event gets a nod from a Community Chest card awarding game players a $100 inheritance.

Vintage Monopoly Community Chest inheritance card

Remember, inherited assets aren't taxable on the federal level, but some states do levy inheritance taxes. And Uncle Sam does get his due via capital gains taxes when you sell your bequest for a profit.

Speaking of taxable profits, the very early Monopoly game had a card for stock sales, too.

Vintage Monopoly Community Chest asset sale

And don't forget about the tax you owe on earnings from other investments, like this Chance card's bank dividend.

Vintage Monopoly Chance bank dividend card

If, however, your portfolio goes bust, you might have to pay the poor tax, at least in the Atlantic City of Monopoly.

Vintage Monopoly Chance poor tax card

And while it's not referred to as a property tax, players who own houses and hotels and who draw this Chance card are assessed for street repairs.

Vintage Monopoly Chance street repairs card

The early version of Monopoly had many of the cards that modern day players still see, such as Go to Jail, Advance to Go and Bank Error in Your Favor.

But it had a lot that were representative of the era, such as Your Building and Loan Matures (it makes me want to see It's a Wonderful Life again), as well as a card that gold bugs then and now hate:

Vintage Monopoly Community Chest off the gold standard

Thanks Charles B. Darrow and Parker Brothers for such an enduring game.

Thanks Dana Fred Ryman for sharing your wonderful Monopoly vintage game cards. Thanks, too, to Dan Ray of CreditCards.com for bringing them to my attention.

And thanks Atlantic City, N.J., for being the inspiration for so many hours of non-gambling fun.

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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. 

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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.)

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