Strategy Leverage Strained As Grayscale Warns Of Limited

By Bena Ilyas | Edited By Ammar Raza,June 5, 2026, 3:49 PM

Strategy leverage is facing increasing pressure as Bitcoin’s decline tests the company’s long-term accumulation strategy. Grayscale analysts believe Strategy may find it more difficult to continue large-scale Bitcoin purchases while the possibility of additional BTC sales is increasing. The company struggles with dropping share prices and stress on its favored equity product, plus there’s growing doubt about its financial flexibility.

Zach Pandl, from Grayscale’s research team, says the recent move to sell 32 Bitcoin impacted how people feel about the market. Though that’s just a small part of their huge 843,706 BTC stash, it caught people’s attention. Normally, Strategy buys Bitcoin all the time, so this sale is pretty unusual.

The company sold around $128 million worth of shares. Afterwards, Strategy’s stock dipped by 12.8%, hitting a two-month low of $126. This drop raises worries about the company handling its financial duties should tough market conditions persist.

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Strategy Leverage Under Scrutiny as STRC Trades Below Target

They focus a lot on Stretch, or STRC, Strategy’s variable-rate preferred equity instrument. Designed to trade at $100 per share, it offers an 11.5% annual dividend yield. Still, STRC is now trading at about $95, showing investors want a better return before putting in more cash.

Goldbug Peter Schiff said something similar on X on Thursday. If STRC increases its dividend to lure investors, it’ll face bigger cash demands. Larger payouts might force the company to sell more Bitcoin, adding stress to both itself and the whole crypto market, say analysts.

$STRC is down to $94.85, putting the current yield at 12.12%. The lower the price falls, the higher $MSTR will have to increase the dividend to bring the share price back up to $100. That means MSTR will run out of cash much sooner, pulling forward Bitcoin sales to fund payments.

— Peter Schiff (@PeterSchiff) June 3, 2026

Pandl said that Strategy leverage is under pressure, and the company might not be able to buy much more Bitcoin now. Also, he thinks having less Bitcoin on leveraged balance sheets could help the wider ecosystem in the long run. So, they’d benefit from easing up on the heavy Bitcoin holdings.

Strategy Leverage Sparks Market Concern

Despite these worries, not everyone predicts a doom scenario. Augustine Fan from SignalPlus says investors keep a close eye on how Strategy manages their dividend promises, cash flow needs, and crypto stash. At the same time, CoinEx analyst Jeff Ko believes the firm’s readiness to offload Bitcoin can boost flexibility and strengthen risk handling.

With Bitcoin still struggling, investors will keep a close eye on the company’s next moves regarding Strategy leverage; it’s a key topic for them right now.

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