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Trader James Wynn Goes All In On $1B Bitcoin Short As Saylor Teases Another Strategy BTC Buy

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A crypto trader on the platform Hyperliquid named James Wynn has opened a nearly $1 billion short bet against Bitcoin with 40x leverage, while Michael Saylor hints at another Strategy BTC buy. According to a May 25 X post by on-chain analytics platform Lookonchain, Wynn “opened a $BTC short position of 1,038.7 $BTC($111.8M) at $107,711.1 an hour ago, with a liquidation price of $149,100.” With this recent trade, Wynn has put almost his entire wallet, which holds nearly $50 million, on the line. Wynn Closes His Massive Bitcoin Long Position At A Loss  The move by Wynn comes just hours after the trader closed a massive long bet.   With that long bet, Wynn opened a $1.25 billion position with 40x leverage as well. He even predicted that Bitcoin would soar to $110K on May 24 Saturday. I think $BTC shoots to $110k today — James Wynn 🐳 (@JamesWynnReal) May 24, 2025 However, Bitcoin’s price only rose from around $107,300 to about $108...

Why is MicroStrategy nowhere close to its all-time high, unlike bitcoin?

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As bitcoin (BTC) surpassed $100,000 and hit an all-time high on December 4, many MicroStrategy (MSTR) investors were hoping for their bags to levitate. Unfortunately, their shares — along with those of the company’s CEO Michael Saylor — dipped considerably the following morning. MicroStrategy is a BTC acquisition company that is primarily valued on a multiple of its BTC holdings. Its shares trade independently of BTC in the market based on sentiment, supply, and demand. MSTR closed at $406 on Wednesday but fell another 4.8% by Thursday. That close logged an embarrassing 28% retracement from the company’s $543 all-time high on the same day that BTC achieved its own peak. Granted, that decline roughly matched BTC’s decline over the same period. However, price tracking doesn’t reassure investors who hope for MSTR’s outperformance. MicroStrategy is supposed to, in the minds of many investors who knowingly bought its shares at a premium m...