Week in Insights: Cross-Border Transfer Tax Rule Has Big Loophole

May 24, 2026, 2:03 PM UTC

The IRS last month proposed rules that would impose a 1% excise tax on remittance transfers—essentially cross-border money transfers—in amounts greater than $15 that are funded with cash or cash-like instruments. There are some exceptions to the tax, including general-use prepaid cards.

This raises the question of what happens when a person seeking to send money overseas simply buys a prepaid card with cash and then uses the card to fund a remittance abroad.

The proposed regulations handle the obvious cases straightforwardly: If the transaction is effectively a cash-to-card, card-to-remittance chain, the IRS may disregard or recharacterize those steps under its anti-avoidance rule.

But the more difficult question is how much time is enough to render a purchased-for-remittance taxable card into a non-taxable transaction. An hour? A day? A week? This is where the policy strays into dangerous territory.

Time is a terrible proxy for intent, because time is cheap for people who have the resources to plan around it. A rule that can be avoided through delay rewards taxpayers who can sequence, document, and wait—while punishing taxpayers who comply with the spirit of the law. A provider could design a “remittance-ready” prepaid product with a built-in delay, sub-$15 chunking of larger transactions, and enough operational window-dressing to make the transaction look legitimate.

The Treasury Department should replace a policy stopwatch with a substance-based integration rule. It should consider factors such as how the card was purchased and for whom, how the card was marketed, and whether its purchase was part of a single plan to send money abroad.

If Treasury wants to avoid opening a loophole that consumes the rule, the taxable and non-taxable line for remittance transfers should turn on substance and transaction integration instead of time.

—Andrew Leahey

A rule that can be avoided through delay rewards taxpayers who can sequence, document, and wait—while punishing taxpayers who comply with the spirit of the law.
A rule that can be avoided through delay rewards taxpayers who can sequence, document, and wait—while punishing taxpayers who comply with the spirit of the law.
Photographer: Andrew Harrer/Bloomberg via Getty Images

Welcome to the Week in Insights for Bloomberg Tax’s latest analysis and news commentary. This week, experts analyzed the Justice Department’s $1.8 billion “anti-weaponization” fund, the SEC’s semiannual reporting plan, and more.

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Technically Speaking design by Jonathan Hurtarte/Bloomberg Tax

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