Crypto tax avoiders face IRS roulette: Confess, or try to hide

Crypto tax avoiders face IRS roulette: Confess, or try to hide
What should taxpayers do if they get an IRS letter warning that they may owe taxes on their digital holdings?
AUG 01, 2019
More than 10,000 cryptocurrency investors face a decision as they open letters from the Internal Revenue Service informing them that they may owe taxes on their digital holdings. Should they quickly file amended tax returns correcting prior omissions or mistakes and hope that's enough to avert an audit? Should big-time dodgers come forward and acknowledge their actions — all while risking that the IRS might audit them or charge them with criminal tax evasion? What about investors who didn't get a letter, but think they might have failed to report some cryptocurrency investments? Should they quickly sneak in an amended or delinquent return? "For 90% of people it's not worth the time or the effort to fight or hide from the IRS," said James Creech, a tax lawyer in San Francisco. "Amend the returns, take the lumps, pay the tax and penalties, and consider yourself lucky to have crypto gains instead of crypto losses." The warning letters, which the IRS started sending in late July, represent a new front in the agency's attempts to curb tax evasion involving virtual-currency transactions. The IRS has been slow to stay abreast of the evolving industry as it has exploded in size and value.

Top priority

But cryptocurrency tax compliance is now a priority. IRS criminal chief Don Fort has described digital and virtual currencies as a "significant threat" to tax collection and said the agency will soon announce criminal tax evasion cases involving them. In 2017, the IRS won a lawsuit that required digital currency exchange Coinbase to hand over data on customers who bought or sold at least $20,000 in cryptocurrency during any year from 2013 to 2015. It's unclear how much in unpaid taxes is owed by crypto investors. The $11.1 billion collected from more than 56,000 Americans who voluntarily confessed to dodging taxes through offshore bank accounts over the previous decade "is one analogy, which I don't think is a crazy one," said Robert Wood, a tax lawyer in San Francisco. The agency's likely goal is to force crypto tax evaders into compliance rather than prosecute them, said Guinevere Moore, a tax litigator at Johnson Moore in Chicago. But future criminal cases could be levied against some of the 10,000 letter recipients. The IRS took two distinct tones in the letters. Some mailings informed recipients that they may have tax obligations of which they weren't aware and simply urged them to file an amended or delinquent return. Another version took a harsher approach. Those letters give recipients a deadline to respond in writing and reveal everything about their crypto dealings from 2013 through 2017. And they must do so under penalty of perjury — a sign that the nation's tax collector may think they're concealing high-dollar transactions that the agency could potentially turn into a legal test case. (More: Why cryptocurrency could be your worst tax nightmare)

'Strong cases'

The letter also warns that the agency will cross-check the taxpayer's response against information "received from banks, financial advisors, and other sources for accuracy" and warns of the potential for audits. People with lots of virtual-currency transactions they haven't previously reported shouldn't amend their returns — that's basically admitting that you committed a crime, Mr. Creech said. Those taxpayers should immediately talk to a lawyer, he said. "The IRS generally looks for very strong cases at the outset if they are considering criminal prosecution," said Mark Matthews, a tax lawyer at Caplin & Drysdale and a former deputy IRS commissioner. "Anyone who got the harsh letter and who doesn't respond truthfully and completely could become a test legal case." (More: IRS takes on cryptocurrencies)

'Big fish'

"Most of the big fish" are disclosing their crypto transactions on tax returns "because they know they have a lot to lose" if they don't, said Sean Ryan, chief technology officer of Node40, a blockchain accounting and tax software company. Still, some aren't putting details on their returns. "When you have millions of dollars on the line, sometimes people are willing to take on that risk." Those who got the gentler letters likely include parents of dependent high-school and college-age children who may have bought and sold crypto without their parents knowing or understanding how to report it, Ms. Moore said. Such people should file an amended return, she said. Other taxpayers who got letters may occasionally dabble in bitcoin and might not even owe any tax because they're holding on to their virtual currency. The IRS requires taxpayers to report all crypto sales, even if no tax is owed because they produced a loss.

Crypto's infancy

The IRS's only real guidance came in 2014, when bitcoin was in its infancy and trading at a fraction of its current value of about $10,000. IRS commissioner Charles Rettig said in May that further guidelines would be coming soon. But in the meantime, investors and their tax advisers have had to make educated guesses about how to report income and pay taxes from virtual-currency transactions. Bitcoin and other crypto assets aren't currencies but property, the IRS said in 2014, and thus taxable at capital gains rates. Whether you're the investor or the tax accountant, tallying crypto tax bills is difficult. Virtual currencies operate on blockchain technology, which links computers to verify and record transactions. To calculate a taxable gain or loss, investors need the ledger of every transaction between a crypto asset's purchase and sale date. Separately, the crypto industry has long trumpeted the values of decentralization and lack of government control, so some investors simply may not disclose their holdings.

Shown leniency

The IRS occasionally has shown leniency if taxpayers voluntarily disclose that they've evaded taxes, including U.S. citizens who hid income in offshore accounts. That program has since ended and the IRS doesn't have one specifically for cryptocurrency noncompliance. However, the agency says it makes a practice of taking into account whether a delinquent taxpayer comes forward on their own accord when levying penalties and fines. "Either you reported the income or you didn't — there's not really a way out, other than for a lawyer to potentially negotiate less prison time," said Jason Tyra, a certified public accountant focused on cryptocurrency. "The IRS does not lose on this issue."

Latest News

Mesirow acquires part of flexPATH in second retirement deal of 2026
Mesirow acquires part of flexPATH in second retirement deal of 2026

Chicago-based Mesirow Fiduciary Solutions adds flexPATH's plan-level outsourced fiduciary book, boosting its retirement market reach to $164 billion.

Advisor moves: LPL lands $350M veteran advisor duo in Florida
Advisor moves: LPL lands $350M veteran advisor duo in Florida

Also, Raymond James's employee advisor channel adds breakaways from Wells Fargo and Stifel, while UBS welcomes an ex-Morgan Stanley duo in Indiana.

SEC accuses crypto firm founder of running $425 million Ponzi scheme
SEC accuses crypto firm founder of running $425 million Ponzi scheme

It promised guaranteed principal and 10% monthly returns. The SEC says it invested nothing.

MassMutual Ascend tops $2 billion in RIA annuity sales as advisors warm to income products
MassMutual Ascend tops $2 billion in RIA annuity sales as advisors warm to income products

Ten years after entering the fee-based annuity market, MassMutual Ascend says nearly half its lifetime sales came in the past two years alone – but barriers remain among fee-only advisors.

Fintech bytes: Wealth tech firms target advisor productivity with new integrations
Fintech bytes: Wealth tech firms target advisor productivity with new integrations

Amplify, WealthReach, Zeplyn and Zocks have unveiled partnerships aimed at automating portfolio management, content creation, account opening, and client communication.

SPONSORED Direct indexing webinar targets tax-loss harvesting amid market swings

Northern Trust’s Ken Lassner shows advisors how to convert volatility into after-tax portfolio gains

SPONSORED Who builds the income when the pension disappears?

Dan Biagini of American Equity says the steady decline of pensions, longer lifespans and a reset in interest rates are rewriting how advisors build retirement income