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Tax and Compliance Updates: Maryland's Digital Ad Tax, Global Hiring Risks, IRS Data Sharing, and FBAR Penalties
Recent court decisions, enforcement actions, and regulatory disputes are reshaping the tax and compliance landscape. This post covers Maryland's digital advertising tax ruling, global hiring compliance risks, the IRS-ICE data sharing dispute, and a $19.6M FBAR penalty case, and what each means for businesses and taxpayers.
Maryland Tax Connect: Key Deadlines & What to Do Now
Maryland is replacing its entire individual tax system on September 1, and the transition comes with hard deadlines, an August blackout period, and a platform built with stronger fraud detection. Whether you're an individual filer, business owner, or tax professional, understanding the timeline and keeping documentation during the migration is the difference between a smooth transition and a compliance headache.
Do you have to pay taxes on offshore gambling winnings?
U.S. citizens owe federal income tax on gambling winnings no matter where the gambling takes place, whether it's an online poker site hosted overseas, a foreign casino, or a sports betting platform in another country. If those winnings end up in a foreign bank account, additional reporting obligations like FBAR and FATCA may also apply, and the penalties for non-compliance are significant.