Lord of the Roths: How Tech Mogul Peter Thiel Turned a Retirement Account for the Middle Class Into a $5 Billion Tax-Free Piggy Bank

Roth IRAs were intended to help average working Americans save, but IRS records show Thiel and other ultrawealthy investors have used them to amass vast untaxed fortunes.

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Over the last 20 years, Thiel has quietly turned his Roth IRA — a humdrum retirement vehicle intended to spur Americans to save for their golden years — into a gargantuan tax-exempt piggy bank, confidential Internal Revenue Service data shows. Using stock deals unavailable to most people, Thiel has taken a retirement account worth less than $2,000 in 1999 and spun it into a $5 billion windfall.

To put that into perspective, here’s how much the average Roth was worth at the end of 2018: $39,108.
And here’s how much $5 billion is: If every one of the 2.3 million people in Houston, Texas, were to deposit $2,000 into a bank today, those accounts still wouldn’t equal what Thiel has in his Roth IRA.
What’s more, as long as Thiel waits to withdraw his money until April 2027, when he is six months shy of his 60th birthday, he will never have to pay a penny of tax on those billions.
ProPublica has obtained a trove of IRS tax return data on thousands of the country’s wealthiest people, covering more than 15 years. This data provides, for the first time, an inside look at the financial lives of the richest Americans, those whose stratospheric fortunes put them among history’s wealthiest individuals.


What this secret information reveals is that while most Americans are dutifully paying taxes — chipping in their part to fund the military, highways and safety-net programs — the country’s richest citizens are finding ways to sidestep the tax system.
One of the most surprising of these techniques involves the Roth IRA, which limits most people to contributing just $6,000 each year.
The late Sen. William Roth Jr., a Delaware Republican, pushed through a law establishing the Roth IRA in 1997 to allow “hard-working, middle-class Americans” to stow money away, tax-free, for retirement. The Clinton administration didn’t want to give a fat tax break to wealthy people who were likely to save anyway, so it blocked Americans making more than $110,000 ($160,000 for a couple) per year from using them and capped annual contributions back then at $2,000.
Yet, from the start, a small number of entrepreneurs, like Thiel, made an end run around the rules: Open a Roth with $2,000 or less. Get a sweetheart deal to buy a stake in a startup that has a good chance of one day exploding in value. Pay just fractions of a penny per share, a price low enough to buy huge numbers of shares. Watch as all the gains on that stock — no matter how giant — are shielded from taxes forever, as long as the IRA remains untouched until age 59 and a half. Then use the proceeds, still inside the Roth, to make other investments.

About a decade after the creation of the Roth, Congress made it even easier to turn the accounts into mammoth tax shelters. It allowed everyone — including the very richest Americans — to take money they’d stowed in less favorable traditional retirement accounts and, after paying a one-time tax, shift them to a Roth where their money could grow unchecked by Uncle Sam — a Bermuda-style tax haven right here in the U.S.
To identify those who have amassed fortunes in retirement accounts, ProPublica scoured the tax return data of the ultrawealthy for IRA accounts valued at more than $20 million. Reporters also examined Securities and Exchange Commission filings, court documents and other records, including a memo detailing Thiel’s wealth that was included in his 2005 application for residency in New Zealand.
Among this rarefied group, ProPublica found, the term “individual retirement account” has become a misnomer. Rather than a way to build a nest egg for old age, the accounts have morphed into supercharged investment vehicles subsidized by American taxpayers. Ted Weschler, a deputy of Warren Buffett at Berkshire Hathaway, had $264.4 million in his Roth account at the end of 2018. Hedge fund manager Randall Smith, whose Alden Global Capital has gutted newspapers around the country, had $252.6 million in his.
Buffett, one of the richest men in the world and a vocal supporter of higher taxes on the rich, also is making use of a Roth. At the end of 2018, Buffett had $20.2 million in it. Former Renaissance Technologies hedge fund manager Robert Mercer had $31.5 million in his Roth, the records show.
Buffett didn’t respond to questions sent by email. Mercer couldn’t be reached for comment, and his accountants and attorneys didn’t respond to requests to accept questions on his behalf. Smith also couldn’t be reached for comment, and an employee at his hedge fund repeatedly hung up when ProPublica reporters identified themselves. Other representatives for Smith and his hedge fund didn’t respond.
In a written statement, Weschler said his retirement account relied on publicly traded investments and strategies available to all taxpayers. Nevertheless, he said he supports reforming the system.
“Although I have been an enormous beneficiary of the IRA mechanism, I personally do not feel the tax shield afforded me by my IRA is necessarily good tax policy,” he wrote. “To this end, I am openly supportive of modifying the benefit afforded to retirement accounts once they exceed a certain threshold.”


A spokesman for Thiel accepted detailed questions on Thiel’s behalf, then never responded to phone calls or emails. Messages left at Thiel’s venture capital fund were not returned.
While the scope and scale of such accounts has never been publicly documented, Congress has long been aware of their existence — and the ballooning tax breaks they were garnering for the ultrawealthy. The Government Accountability Office, the investigative arm of Congress, for years has warned that the wealthiest Americans were accumulating massive retirement accounts in ways federal lawmakers never intended.
At the same time, Congress has slashed the IRS’ budget so severely that the agency’s ability to ferret out abuses has been stymied. Money was so tight that at one point in 2015 the agency couldn’t afford to enter critical data about IRAs from paper tax filings into its computer system.
Over the years, a few politicians have tried, and failed, to crack down on the tax breaks the ultrarich receive from their giant IRAs.

In 2016, Sen. Ron Wyden, an Oregon Democrat, floated a detailed reform plan and said, “It’s time to face the fact that our tax code needs a dose of fairness when it comes to retirement savings, and that starts with cracking down on massive Roth IRA accounts built on assets from sweetheart, inside deals.”
“Tax incentives for retirement savings,” he added at the time, “are designed to help people build a nest egg, not a golden egg.”
But Wyden soon abandoned his proposal; there was no chance the Republican-controlled Senate would pass it.
Meanwhile, Thiel’s Roth grew.
And grew.
At the end of 2019, it hit the $5 billion mark, jumping more than $3 billion in just three years’ time — all of it tax-free.
Thiel, a fan of J.R.R. Tolkien, by then had brought his Roth under the auspices of a family trust company called Rivendell Trust. In “The Lord of the Rings,” Rivendell is a secret valley populated by elves, a misty sanctuary against forces of darkness. Thiel’s earthly version resides in a suburban Las Vegas office complex, across from a Cheesecake Factory, and is staffed by a small group of corporate lawyers.
And thanks to the Roth, Thiel’s fortune is far more vast than even experts in tallying the wealth of the rich believed. In 2019, Forbes put Thiel’s total net worth at just $2.3 billion. That was less than half of what his Roth alone was worth.
 
Our latest from “The Secret IRS Files”:

How did Peter Thiel use a Roth IRA — a tax-free acct meant to help middle class Americans save for retirement — to amass $5 BILLION dollars*?

(*that he'll probably never have to pay taxes on)

A thread
2/ While typical Roth holders stash some post-tax wages into an IRA & hope it grows over time, tax records reveal the @PayPal cofounder has used stock deals unavailable to most people to completely change the game for himself

Here’s the story:
Lord of the Roths: How Tech Mogul Peter Thiel Turned a Retirement Account for the Middle Class Into a $5 Billion Tax-Free Piggy BankRoth IRAs were intended to help average working Americans save, but IRS records show Thiel and other ultrawealthy investors have used them to amass vast untaxed fortunes.https://www.propublica.org/article/lord-of-the-roths-how-tech-mogul-peter-thiel-turned-a-retirement-account-for-the-middle-class-into-a-5-billion-dollar-tax-free-piggy-bank

3/ In early 1999, Thiel was the CEO of a tech startup. He decided to use a Roth to buy dirt-cheap shares of that company; a relatively small gamble.

But, it could result in a huge payout.
4/ Tom Anderson, founder of Pensco, the company that set up the IRA account for Thiel:

“I said, ‘If you really think this is going to be big, you know, you might want to consider this new Roth.’”
5/ The Roth IRA was created in 1997 to allow “hard-working, middle-class Americans” to save, tax-free for retirement.
6/ Unlike a traditional IRA, where taxes are paid when you withdraw funds in retirement, with Roths any cash taken out after you turn 59.5 years old is tax-free.
7/ To prevent the rich from using the Roth as a tax shelter, annual contributions were capped (initially at $2,000) and individuals making more than $110K/year were blocked from using them.
8/ When Thiel started his IRA, his income was $73K, putting him under the income limit. But he had one huge advantage most investors didn’t...
9/ He was using the Roth to buy shares of his own privately held company. What’s that mean? There was no public stock exchange putting a value on those shares.

10/ So. IRS records show that in 1999 Thiel purchased 1.7 million shares of his startup, which would soon become PayPal, for just $1,700 — a tenth of a penny per share.
11/ Even though Thiel's startup received millions in funding within months, Pensco still told the IRS these founders' shares were worth less than $1,700 at the end of 1999.

See where this is going?
12/ After that initial investment, Thiel never contributed any additional money to this Roth.

He didn't need to. It took on a life of its own.

Within a year, that $1700 investment had grown to $3.8 million.
13/
PayPal was sold to eBay in 2002. The proceeds from the shares Thiel sold stayed — tax-free — in the IRA, which grew to $28.5 million.

His financial assistant later described the maneuver:
14/ Had he held those shares in a normal investment account, Thiel would have owed the IRS 20% and another 9% to California.

But, because they were in a Roth, those millions remained untaxed.

15/ Thiel then used the wealth amassed in his Roth to invest in other startups, buying shares of private companies at bargain-basement prices before they went public. Companies like @Facebook and @PalantirTech
@mentions16/ In 2004, he provided Facebook's first large outside cash infusion, investing $500K. His Facebook shares would grow tax-free in his Roth.
17/ With the growth of these and other investments, Thiel's Roth swelled to enormous proportions.

By the end of 2008, records show it had ballooned to $870 million.
18/ While it took a significant hit during the Great Recession, Thiel’s Roth more than rebounded in the subsequent years.

Records show that by 2019, it had grown to $5 billion.
19/
✋ Whether it continues to grow or not, whatever’s in that Roth in April 2027 — 6 months before Thiel's 60th birthday — can be withdrawn entirely tax free.
20/ Anderson, the founder of the company that set up Thiel’s Roth IRA, remembers saying in 1999 that if the PayPal investment ballooned, “‘you’re not going to pay tax on it when you take it out.”’

“It’s a no-brainer,” he recalls saying.
21/ A spokesman for Thiel accepted detailed questions on Thiel’s behalf, then never responded to @propublica’s phone calls or emails
22/ Thiel's IRA was by far the largest we found, but there are other ultrawealthy Americans with hundreds of millions sheltered from taxes in Roth accounts:
23/ Ted Weschler of Berkshire Hathaway had $264.4M in his Roth at the end of 2018. Randall Smith, whose Alden Global Capital has gutted newspapers around the country, had $252.6M

 
 
So I have a few issues here, how can news publication get access to an individual's retirement account with his approval? How can you use your Roth to purchase things without incurring an early withdrawal penalty? What privacy laws can average consumers count on to safeguard our information?
 
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