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Your Crypto News Today > Market > The looming tax bill of Strategy preferreds
Market

The looming tax bill of Strategy preferreds

November 13, 2025 5 Min Read
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  • ROC dividends delay, not scale back, tax
  • Technique preferreds can’t delay taxes without end

On a number of current TV interviews, Technique (previously MicroStrategy) founder Michael Saylor has boasted about the advantages of tax-deferred dividends that it pays to most popular shareholders. Sadly, there may be by no means a free lunch on Wall Road. These Return Of Capital (ROC) dividends are ballooning a tax debt onto most popular traders at an accelerating progress price.

Tax deferred doesn’t imply tax free. Though Technique’s peculiar type of ROC dividends don’t impose fast taxes, their mounting obligations enhance at an ever-faster price as future deadlines close to.

Technique advertises beneficiant, “tax equal” yields as excessive as 21.6% for its most popular dividends beneath the belief that the corporate will preserve ROC standing. Removed from a minor footnote, the corporate has prominently featured ROC assurances on its most up-to-date quarterly earnings report, dedicating a complete slide and several other minutes of its presentation to ROC steering.

Learn extra: Technique must pay $689M a yr to not promote bitcoin

It forecasts greater than 10 years of ROC dividend standing – a formidable feat in and of itself. Requiring cautious avoidance of optimistic taxable earnings or earnings to legally return capital relatively than pay certified disbursements to shareholders, Technique should adhere to a prolonged record of prohibited company actions.

The corporate has disclosed the dangers and significance of sustaining ROC standing in SEC filings. For instance, on July 21, it admitted, “To the extent that the quantity of a distribution with respect to the Most popular Inventory exceeds our present and collected earnings and earnings, the distribution shall be handled first as a tax-free return of capital to the extent of the holder’s adjusted tax foundation within the Most popular Inventory.”

In different phrases, the corporate should hold its earnings and earnings low sufficient to pay out ROC dividends.

ROC dividends delay, not scale back, tax

Even assuming Technique can preserve ROC standing for dividends, tax authorities just like the IRS will nonetheless gather on these Return Of Capital dividends ultimately.

Because the saying goes, it’s unimaginable to make certain of something however dying and taxes.

Particularly, ROC dividends scale back traders’ tax foundation. Fairly than receiving money as a professional dividend disbursement, ROC dividends merely scale back the idea at which a taxpayer calculates their value foundation when reporting their revenue and loss on the time of sale.

For instance, Technique intends to pay $10 value of ROC dividends yearly to each STRD and STRF shareholder, i.e. a ten% annual dividend price on their $100 Said Quantities. (Technique’s two different most popular shares, STRK and STRC, pay 8% and a variable 10.5% price, respectively.)

Nonetheless, shareholders don’t really obtain $10 as money of their brokerage account per share of STRD or STRF. As a substitute, Technique points a non-taxable, Return Of Capital to shareholders of report as of dividend snapshot dates.

This reduces the tax foundation, translating – by the corporate’s personal admission – “into elevated taxation for the holder as soon as the holder’s tax foundation is solely depleted or the holder sells the shares.”

Technique preferreds can’t delay taxes without end

A $10 ROC dividend on a $100 said quantity is a ten% tax foundation discount within the first yr, lowering the price foundation to $90, but the second yr’s $10 dividend on a $90 foundation turns into an 11% tax foundation discount because it reduces the price foundation to $80, and so forth.

Every successive yr turns into extra tax-deferred, growing the tax burden for the ultimate yr at an ever-higher price.

Ultimately, the tax foundation of an funding may change into depleted solely – akin to after ten years of $10 value of annual foundation discount on STRD or STRF, making all subsequent dividends absolutely taxable regardless of Technique’s ROC standing.

This whole foundation depletion additionally makes the complete Said Quantity value of dividends (i.e. $100 for many preferreds) instantly taxable each time the shareholder sells.

The tax will ultimately come due.

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