As we stand on the precipice of the 2023 World Series of Poker (WSOP), an event that stirs the hearts of many with anticipation and excitement, we are reminded of the intricate interplay between fortune and responsibility. The allure of the game is undeniable, the prospect of victory tantalizing, but it is essential to remember that significant winnings also come with substantial obligations, particularly in the realm of taxation. The labyrinth of tax-related issues is something that every poker player should bear in mind.

The Dichotomy of Professional and Amateur Tax Classification

The first consideration is the distinction between professional and amateur gamblers, which carries significant tax implications. This distinction is not merely a matter of semantics but reflects a deeper divergence in the way gambling is perceived.

Amateur gamblers engage in gambling activities out of personal interest or recreation. For them, gambling is not a livelihood but a pastime, a diversion from the mundanity of everyday life. Their winnings are a bonus, a pleasant surprise to be savored.

On the other hand, professional gamblers treat gambling as their primary occupation. They do not merely play the game; they live it. Their winnings are not a surprise but a necessity, the bread and butter of their existence. Because they earn income from gambling, they are subject to self-employment taxes. However, much like a business owner can deduct expenses related to their business, professional gamblers can write off various expenses related to their gambling activities.

In certain instances, professional gamblers may choose to set up an S corporation to manage their gambling activities and tax liabilities more effectively. This strategy is akin to a poker player calculating their odds; they use every tool at their disposal to tilt the game in their favor.

The Sovereignty of State Taxes

The tax laws of the state you either are from or play in, much like the rules of poker, set the stage for navigating your fiscal responsibilities. Each state, in its sovereign capacity, has the authority to establish its governing laws and regulations regarding gambling and its taxation. This diversity in tax law is a testament to the pluralistic nature of the United States, where each state can tailor its laws to its unique circumstances.

Some states, in their generosity, allow the deduction of gambling losses. This provision enables individuals to offset their gambling winnings with losses when calculating their taxable income, thereby reducing their overall tax liability. 

However, not all states are so generous. Some only allow partial deductions, placing limitations or restrictions on the amount that can be deducted. The rules are more challenging in these states, requiring a more strategic approach to managing winning and losing.

There are also states that do not permit any deduction for gambling losses. In these states, the poker player stands alone, unable to offset their winnings with their losses for tax purposes. Their taxable income remains unaffected by their gambling activities, and they are required to pay tax on the gross amount won.

The Imperative of Documentation

In the world of taxation, as it is in the world of poker, information is power. Keeping meticulous records of your gambling activities is not merely a good practice; it is a necessity for maintaining proper tax documentation.

This includes recording the date and time spent playing, the type of gambling, buy-in, cash-out, and receipts or bank statements of expenses. Each bit of information is a piece of the puzzle, contributing to a comprehensive picture of your gambling activities.

International Players – Is there a Tax Treaty?

Are you one of the myriad of international players who grace the WSOP with your presence? If so, your participation introduces a new layer of complexity in the realm of taxation. The taxation on winnings for international players depends on whether their country has a tax treaty with the United States.

Players from tax treaty countries enjoy a certain privilege. They can provide the casino with their Individual Taxpayer Identification Number (ITIN), allowing them to receive their entire winnings without any withholding taxes. This provision is a testament to the power of international cooperation, a reminder that even in the competitive world of poker, there is room for mutual benefit.

However, players from non-tax treaty countries face a different scenario. Regardless of whether they have an ITIN, 30% of their winnings are withheld by the casino. It is as if they are playing with a handicap, their winnings reduced by nearly one third before they leave the table. Even in this seemingly disadvantageous situation, there is an opportunity for these players to recoup the withheld amount by filing a Tax Return.

Having an Individual Taxpayer Identification Number (ITIN) for non-tax treaty gamblers allows these players to file a US tax return and potentially re-collect the taxes that were withheld from their winnings; however, it does not exempt them from having money withheld initially. Regardless of having an ITIN, non-tax treaty players will still have a portion of their winnings withheld by the casino.

Obtaining an ITIN is not merely a bureaucratic requirement; it is a crucial tool that enables non-tax treaty gamblers to fulfill their tax obligations in the United States. With an ITIN, they can file a US tax return and report their gambling income, losses, and expenses, to receive a refund if applicable.

The excitement and thrill of the 2023 WSOP is upon us, but let’s remember the intricate web of responsibilities that come with the prospect of victory. Poker, much like life itself, is not merely about the cards we are dealt but how we play them.