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Trending News:12-year-old girl falls from lift at Mammoth Mountain ski resort in CaliforniaHow the security guards of the 2026 Winter Olympics prepare for the opening ceremonyLee David Eric, Wintrust financial vice chair, sold $82k to WTFCTop officials from self-driving car companies are due to testify before a key Senate committeeMeta’s Quest 3 Has First VR Keyboard That Doesn’t Fully SuckFrom Virat Kohli to Babar Azam: All-time leading run scorers in T20 World Cup‘Broken her hand’ – WWE star’s shocking injury updateGhana pauses passports for diasporaThe Trump administration’s new tax rule puts Social Security at riskMicrosoft promotes sales chief as company pursues AI growthLevi Strauss SVP Jedrzejek sold $44k in sharesXcode moves to agentic coding with deeper OpenAI and Anthropic integrationsWBC lightweight title vacant after Stevenson transfersSri Lanka vs England, T20 3rd: Harry Brooke’s side sweep series 3-0 ahead of T20 World Cup | Cricket NewsSiTime confirms discussions with Renesas regarding the timing of the commercial agreementRights groups say China has detained two journalists over corruption reportingVerizon EVP Russo sold $429k in stockThe Betfred brothers have been named the UK’s biggest taxpayers for the first timeMohsin Naqvi links Bangladesh elections to India boycott in U-turn, determined to wipe out Pakistan cricketChihiro Sawada Keeps It Simple After Defeating Natalie Salcedo’s Perfect Streak at ONE Fight Night 39India says US trade deal ‘best in region’, but silent on Russian oilVoters concerned about the affordability of home ownership, a new survey showsBus collision in Alagoas state, Brazil, killing at least 16 people Traffic NewsGrowth in the UAE’s non-oil private sector was boosted by a jump in demand in January, the PMI showedHow much do VPNs cost?“Absolutely shocking!” | England U19 star made a wonderful diving catch!Doberman Penny wins the 150th Westminster Kennel Club Dog ShowKevin Warsh’s Fed will end the war on high street and trucksLions fans name DK Metcalf, Steelers, Ford Field in $100M defamation lawsuitBoeing expects to begin delivering the upgraded 787 Dreamliners in the first half‘Fallout’ Season 2 Finale Explained: Dissecting the Biggest Moments From the FinaleConnor Benn tells Shakur Stevenson to pay weight clauseONE Championship: “Chasing that Belt”The US military shot down an Iranian drone near an aircraft carrierTianqi lithium miner opens door to full divestment of SQMBig Oil Companies Face Struggling Earnings, Shareholder Returns at RiskAsia FX steady as dollar rebound stalls; the yen weakened with the election in focusSpain to Ban Under-16s on Social Media as World Goes All in on Age VerificationFrom winner to leading wicket-scorer: Glenn McGrath’s bold predictions for T20 World Cup 2026Kingsley Ibeh: ‘Jarrell Miller’s hair fell out, that’s a big let down too! ‘I’m shocked’ | Boxing NewsThe crisis in Greenland made the Danes laugh, in their own wayCostco Tillamook Cheese Bargain Makes Membership Worth It For Shoppers: ReportChappell Roan says showing off Grammys outfit wasn’t ‘that outrageous’Exclusive-South Korea is looking at issuing a dollar bond for the pension fund this yearRising Temperature Harms Sleep HealthTexans QB Heading into Offseason, NFL Fans React to C.J. Stroud’s New Hairstyle‘A huge honor’: Top takeaways from Trump’s meeting with Petroleum Colombia | Donald Trump NewsSupporters of Maduro gathered in Caracas a month after the US-led ousterMichael Saylor’s strategy is now underwater in Bitcoin. Is the outlet open?Asian stocks mixed as tech rally cools Wall St losses; The KOSPI hit a record highSkyryse lands another $300M to make flying simple and safe, even helicoptersIND vs AFG, 2026 U19 World Cup Semi-final 2: Harare pitch report, weather forecast and dew factorWarrington captain George Williams to leave Wolves for NRL at end of 2026 Super League season | Rugby League NewsWhite House approves award of Medal of Honor to Army Chief of Staff Gen. Michael OllisBrothers of Renee Good, woman fatally shot by ICE, tell public forum ‘what a beautiful American woman we lost’EGain sets FY2026 revenue target of $90.5M to $92M as AI knowledge ARR rises 27%The US urges its citizens in Cuba to prepare for protests, destruction, fuel shortagesReferrals to problem gambling have doubled in Northern Ireland, with an increase in requests from womenDana White’s Boxing Mount Rushmore Is Good for Star PowerAI developers use diffusion management to generate 3D Minecraft builds in real timeNintendo shares fall 10% as gaming giant faces memory shortage concernsA 13-year-old boy swam for hours to save a family that was washed away by the sea off the coast of AustraliaRussia has burdened Ukrainian energy with a diplomatic snub, Zelenskiy saidFrench police raid Elon Musk’s X Paris offices amid algorithm probeThe best gifts for coffee lovers in 2026Restored angel mural resembles Italian PM Meloni sparks investigationThe son of the future queen of Norway is going to trialDown Arrow Button iconShould you buy, sell or hold?Live commentary – St Mirren vs HeartsDyson’s Thinnest and Lightest Cordless Vacuum is Finally Available for Purchase in the USPalestinian woman recounts ‘horror trip’ to Gaza Sarafa crossing Gaza NewsDigital sovereignty: ‘an opportunity for technology to serve society’Saif al-Islam Gaddafi, son of the late Libyan leader, was killed, sources saidColumbia Sportswear outlines net sales growth of 1% to 3% and operating margin of 6.2% to 6.9% for 2026 amid tariff headwinds and emerging brand momentumScripts for David Lynch’s Unmade Netflix Pitch May Be Published SoonShedeur Sanders makes it clear Todd Monken marks Browns QB1 role as ‘TBD’First Asian elephant baby born at Smithsonian’s National Zoo after 25 yearsC3.ai executive chairman Siebel sold $298k of sharesHow Data Brokers Increase Violence Against Public Servants2/3: CBS Evening NewsMcDonald’s is offering McNugget caviar kits with a free Valentine’s Day giftIND vs AFG, 2026 U19 World Cup Semi-final 2, Match Prediction: Who will win today’s match between India and Afghanistan?St Mirren 1 – 0 HeartsNvidia denies feud with OpenAI, software and asset management stocks plungeDollar steady, yen wobbles ahead of Japan’s electionHomeland Security is trying to force tech companies to hand over data about Trump criticsNepal arrests 6 officials, accusing them of fake Everest rescueIs Wall Street Bullish or Bearish?Old probation case reaffirms control over Gervonta DavisFans mock NFL security chief Cathy Lanier for bold claim of ICE presence at Super BowlReport says 7 million cases of cancer are preventable every yearChubb’s earnings beat by $0.80, earnings topped estimatesEssex County accountant accused of stealing $1.6M to allegedly fund sports betting habitPoland will investigate possible links between Epstein and Russia, Prime Minister Tusk saysGlencore halts $300 million plan to cut emissions at Quebec smelter“The ultimate climax!” | Havertz scored the winning goal in the last moment of Arsenal’s game against ChelseaRussia-Ukraine War: List of Key Events, Day 1,441 | Russia-Ukraine War NewsServices activity in China rose in January, hiring at a 6-month high, the survey showedTake-Two hit pause on the Switch 2 port of Borderlands 4
Michael Saylor, the advocate of Bitcoin (BTCUSD) and Executive Chairman of Strategy (MSTR) (formerly known as MicroStrategy), started his aggressive accumulation strategy in 2020 when BTC was around $11,000. Undeterred by volatility, he ramped up buying through bull and bear markets, piling up holdings even as the cryptocurrency soared to a high above $126,000 last October.
Today, Strategy holds 712,647 Bitcoins with an average purchase price of $76,037. But overnight, Bitcoin fell below $75,000 amid a broader crypto selloff, marking the first time the company’s huge treasury has been underwater with unrealized losses exceeding $900 million. That reversal erases recent gains and raises alarms about Saylor’s leveraged bet. How far does it have to go before the strategy runs into real financial trouble?
www.barchart.com
Strategy is a provider of business analytics and AI-powered business intelligence software, enabling organizations to make data-driven decisions using cloud-native platforms. Headquartered in Tysons Corner, Virginia and listed on the Nasdaq under MSTR, it has become the world’s largest Bitcoin treasury company, holding BTC as a primary reserve asset to protect against inflation and drive shareholder value. This dual identity combines traditional software operations with cryptocurrency exposure.
In 2026, MSTR shares are down 4% year-to-date (YTD), underperforming the S&P 500 ($SPX) by 1.7% over the same period. Over the past year, however, MSTR has plummeted 56%, in stark contrast to the S&P 500’s 15% rise, reflecting the overflow of Bitcoin volatility.
Valuation metrics show a mixed picture: the trailing P/E ratio stands at 6.7, well below the software industry average of 28, indicating potential undervaluation based on earnings, especially if BTC rebounds boost profits. The forward P/E is even lower at 2, suggesting weak expected growth. However, the price-to-sales ratio of 89.4 is extraordinarily high compared to the industry’s typical 5-10, driven by MSTR’s market price as a Bitcoin proxy rather than software revenue alone, compared to its historical average P/S of around 100 during the height of BTC enthusiasm. Overall, MSTR looks overvalued even for risk-tolerant investors betting on a crypto recovery, let alone more conservative investors.
Strategy’s aggressive Bitcoin strategy, while innovative, carries inherent risks tied to price fluctuations, as seen with the recent drop below $75,000, causing $900 million in unrealized losses. But the real financial ruin, which can force asset sales or bankruptcy, probably won’t occur until Bitcoin falls to $25,000 or less. At that level, the value of Strategy’s holdings would drop to about $17.8 billion, potentially insufficient to cover its outstanding debt obligations, which include convertible notes totaling several billion dollars due in the next few years.
This “point of no return” could trigger margin calls, liquidity crunches or covenant breaches, especially given the company’s reliance on rising equity and high-interest preferred stock dividends, which were recently increased to 11.25%, to fund new purchases.
Analysts are divided on Bitcoin’s trajectory. Most forecast stabilization in the mid-$70,000s in early 2026, citing possible Federal Reserve rate cuts and institutional inflows as supportive factors. For example, projections from sources like Changelly suggest an average of $134,000 by the end of the year, with highs still expected as high as $153,000 amid regulatory clarity.
However, a growing chorus of bearish voices is warning of steeper declines to $30,000 or less, driven by macroeconomic headwinds such as Fed policies, geopolitical tensions and reduced momentum from retail and ETF buyers. Crypto analyst Ben Cowen has even come up with scenarios for a prolonged bearish phase through the summer of 2026, potentially testing $10,000-$20,000 lows if correlations with stocks intensify.
Such a fall would compound Strategy’s problems, slowing its ability to raise capital at premiums and straining cash flows from dividends and operations. While the company holds no immediate risk of a forced sale (thanks to untouched BTC and cash reserves), leverage amplifies its downside. If BTC holds above $70,000, Strategy could weather the storm, but below $50,000 and dilution of share sales becomes inevitable, eroding shareholder value.
Consensus analyst ratings for MSTR remain bullish, with an overall “strong buy” based on data from Barchart. Coverage includes 16 analysts, which are split into 13 “Strong Buys,” one “Moderate Buy,” two “Holds,” and zero sells, reflecting strong confidence in their Bitcoin treasure play despite recent volatility. This rating has remained fairly stable as a “Strong Buy” for the past three months, with no notable downward shifts in consensus opinion amid the crypto winter, although some have slightly trimmed targets to account for near-term pressure.
Their average target of $464.36 represents a potential upside of 211% from the current share price around $146. This implies significant recovery potential if Bitcoin rebounds, positioning MSTR as a leveraged bet on the crypto’s resurgence.
www.barchart.com
As of the date of publication, Rich Duprey had no positions (either directly or indirectly) in any of the securities mentioned in this article. All information and data in this article is for informational purposes only. This article was originally published on Barchart.com
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