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When Sports Bettors Win, So Does the IRS

When Sports Bettors Win, So Does the IRS

October 7, 2024

When Sports Bettors Win, So Does the IRS

By: George Calhoun

Sports betting and adjacent industries have exploded in the United States.  One area that continues to cause confusion is the taxation of these businesses – both for the companies and the individual players. For individual bettors, the IRS has clear rules on gambling income that predate the recent explosion of the sports betting industry. In short, the proceeds from a successful sports wager are taxable income and taxed like any other ordinary income.  Losses can be deducted if you file an itemized return, but such deductions cannot exceed winnings.  Unfortunately, each bet is treated separately.  You cannot lump bets together to net your transactions.  That means bettors must keep records of their wins and losses to file an accurate return.[1]…

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Real Experience. Real Results.

Stories of successfully resolved iGaming client issues and challenges.

Illinois Expanding Regulations over Gaming Ads

October 2, 2024

Illinois Expanding Regulations over Gaming Ads

By: Jordan Briggs

The Illinois Gaming Board (“IGB”) adopted a new proposed uniform advertising regulation for sports wagering, casino gambling, and video gaming operators at its September meeting. Sports wagering is already subject to certain advertising and marketing restrictions, captured in “Rule 340.”[1] IGB proposed amendments to strengthen Rule 340 for sports wagering, and, for the first time, proposed to extend Rule 340 to casino gambling and video…

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Maryland Regulators Pick Away at Latest Fantasy Offerings

September 6, 2024

Maryland Regulators Pick Away at Latest Fantasy Offerings

By: Robert Ward

On August 29, just as football fans were gearing up for the 2024-2025 NFL season, the Maryland State Lottery and Gaming Control Agency issued a new round of proposed regulations for both sports betting and daily fantasy sports. The proposed sports betting regulations address a wide range of topics, from geolocation and multifactor authentication to wind-down procedures for sportsbooks.[1] The proposed daily fantasy sports regulations,…

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iGaming Company Takes on State Licensing Commission’s Rejection – Achieves Rare Victory

November 20, 2023

iGaming Company Takes on State Licensing Commission’s Rejection – Achieves Rare Victory

By: Jeff Ifrah

Ifrah Law’s litigation experience and broad knowledge of gaming licensing laws and procedures rescued a client from an unfair application denial, which would have frozen the company out of a major state’s market and tarnished the CEO’s reputation among licensing boards in other states. A successful iGaming company had nearly completed the rigorous registration process required to operate in one of the most populous states…

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Maryland Report Supports iGaming Expansion – Should More States Start to Consider Legalization?

November 17, 2023

Maryland Report Supports iGaming Expansion – Should More States Start to Consider Legalization?

By: Sara Dalsheim

In its effort to legalize online slot machines, table games, and poker (“iGaming”), the Maryland Lottery and Gaming Control Agency (“MLGCA”) hired the Innovation Group to create a wide-ranging report that would analyze the projected Maryland market, provide legislative and rule recommendations, and summarize both best practices and pitfalls to avoid in launching iGaming in Maryland (“Report”). The Report, released on November 15, 2023, reviewed…

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DraftKings Should Prevail in NFT-Securities Litigation

October 13, 2023

DraftKings Should Prevail in NFT-Securities Litigation

By: Jake Gray

In February 2022, we wrote about the extent to which NFTs could raise novel securities laws questions, invoking the case of Friel v. Dapper Labs and utility-based NFT offerings conjoined to ownership-based privileges associated with securities. A year later, in February 2023, a judge from the U.S. District Court for the Southern District of New York denied Dapper Labs’s motion to dismiss, holding that the…

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Surging Sportsbook Signups Illustrate Need for Ubiquitous Legal Gaming Markets

September 29, 2023

Surging Sportsbook Signups Illustrate Need for Ubiquitous Legal Gaming Markets

By: Sara Dalsheim

The kickoff of the NFL 2023-2024 season has held many surprises: drastically favored teams lost to their underdog opponents; surprise rookies broke out like Bijan Robinson and Puka Nacua; sports media outlets aggressively reported on the Taylor Swift-Travis Kelce courtship; and much more. What has not been surprising, however, is the surge of signups on legal sports betting websites. Indeed, the influx of new users…

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A Cautionary Tale Courtesy of Fortnite

September 21, 2023

A Cautionary Tale Courtesy of Fortnite

By: Steven Eichorn

A fast-growing segment of online gaming is the in-game purchase on (sometimes free) games/apps in exchange for virtual items. The virtual items can be mere cosmetic game enhancements, features that increase a player’s likelihood of success, and many other options. Because these virtual items are purchased with real world funds, companies must be vigilant in employing good practices such as clear and conspicuous disclosures of…

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Articles and Presentations by Our Firm Attorneys

When Sports Bettors Win, So Does the IRS

When Sports Bettors Win, So Does the IRS
By: George Calhoun

Illinois Expanding Regulations over Gaming Ads

Illinois Expanding Regulations over Gaming Ads
By: Jordan Briggs

Maryland Regulators Pick Away at Latest Fantasy Offerings

Maryland Regulators Pick Away at Latest Fantasy Offerings
By: Robert Ward

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