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Retirement Planning
German-US entrepreneur, venture capitalist and conservative political activist Peter Thiel arrives on the red carpet for the Axel Springer Award. Tobias Schwarz/AFP via Getty Images

Peter Thiel’s Roth IRA grew from about $1,700 to $5 billion, leaked data reveals — and he may never owe tax on it

IRAs have long been one of the most popular financial vehicles to help Americans save for retirement, providing a way to safely invest wealth to access down the line — without as much taxation on your earnings as other types of accounts would have along the way.

While traditional IRAs are most common, Roth IRAs are a staple for about 25% of residents who presumably anticipate being in a higher income bracket later in life, and thus prefer to invest post-tax income rather than have the amount taxed upon withdrawal.

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And while the average IRA contains $57,450 to $225,413, depending on which type, there are select individuals who have tens of thousands more than this amount, quietly compounding vast profits in these tax-advantaged funds. Take Peter Thiel, as one example — former CEO of Paypal, current chairman of Palantir Technologies, and billionaire kingmaker in the tech world.

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The executive, who co-founded Palantir a year after eBay bought his former firm for $1.5 billion, has had decades of time at the helm of enormously successful companies to amass (and expand) his nest egg.

Leaked tax records showed just how much he’s been able to take advantage of a Roth IRA — to the tune of a staggering $5 billion. But how is this possible, given the contribution restrictions that the Internal Revenue Service imposes on high earners?

Potential IRA tax workarounds

ProPublica, which exhumed the documents a few years back, reported that Thiel’s IRA was worth under a mere $2,000 in the late 1990s, prior to the big Paypal acquisition that made him a multi-millionaire.

Roth IRAs were first launched around that time, with stringent cutoffs: no one with a salary of more than $110,000 per year, not any couple with a household income amounting to more than $160,000 annually, could open one. In addition, the most that account holders could contribute was $2,000 per year.

(Of course, these guidelines have since changed; as of 2026, annual contribution caps sit at $8,600 for those 50 or older, and $7,500 for those under 50. The Modified Adjusted Gross Income threshold is up to $153,000 per individual per year, or up $242,000 per couple for full contributions.)

Executives such as Thiel, just like anyone else, would have to fit the criteria to be able to open these types of accounts, and would not be able to contribute to them during years that their income surpasses the limits, or contribute more each year than the stated limits.

The very rich also often have very little income on paper, as they hold most of their wealth in illiquid assets, and have the opportunity to borrow against it to generate cash. They also may enjoy certain other benefits that the average person would not have access to.

For one, high-net worth individuals that qualify as accredited investors and perhaps have particular industry knowledge (such as in tech) may be able to nab shares in a new startup before they’re made public, or at least before many know about their potential, and while they’re still extremely cheap. If and when that company makes it big, that stock is now worth a pretty penny more — and money within an IRA can be moved strategically to other interests, so the cycle can repeat.

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Earnings in a Roth remain tax-free if conditions are met, as the contributors’ income was taxed up-front before it was deposited (unlike in a traditional IRA, in which gains are taxed as income upon cashing in). This includes upon withdrawal, but only if the holder is at least 59.5 years old at the time and the account has existed for no less than five years. And one can only imagine the compounded gains on tech stocks bought early in the game and held for years.

It should be noted that employee stock options are not permitted to be directly deposited into an IRA (though cash from sales of this stock is), nor are investments in any entity that the account holder or their kin have substantial stake in or control over. Additionally, private stock must be in a self-directed account.

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Avoiding tax drag while growing a fortune

While the Roth IRA was conceived to help the middle-class American, like with many investment products, when the rules of the account are applied as evenly to people with immense wealth as they are to people with meagre wealth, they can feel unfair — especially so in this case, when riches can potentially swell to unfathomable levels simply by virtue of skyrocketing stock valuations, rather than through someone’s hard work that has benefitted the economy and society.

It is something that lawmakers are aware of, and legislation has been proposed to even the playing field. Still, other loopholes that the uber rich use to offset or ease their tax burdens remain, including something referred to as a “backdoor Roth IRA,” as Roth conversions — not contributions — are not restricted by income.

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Becky Robertson Sr. Staff Reporter

Becky Robertson is a senior staff reporter at Moneywise and a lifelong writer. Along with more than a decade covering news at outlets like blogTO and Quill & Quire, she's attended writing residencies around the world. With 33 countries visited, she finds travel to be among her greatest inspirations.

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