MSTR: The Bitcoin Bet Gone Wild? Schiff Says ‘I Told You So’

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Oh darling, it’s all going down faster than a Bridget Jones’s New Year’s resolution! Analysts are waving red flags like it’s a bullfight, and Peter Schiff’s cackling louder than Mark Darcy at a bad karaoke night.

MicroStrategy shares are under more pressure than a single girl at a family wedding. Analysts are pointing to further downside risk, because apparently, the only thing going up is our collective anxiety.

Bearish technical signals? Check. Criticism of their Bitcoin-focused strategy? Double check. Market participants are linking MSTR’s performance to Bitcoin like it’s a toxic ex they can’t quit. Spoiler alert: it’s not a rom-com, it’s a financial drama.

Analysts: MSTR Stock is Basically a Sad Tinder Date

Several market analysts have spotted a bearish setup on MicroStrategy’s weekly chart. Chartered Market Technician Aksel Kibar (yes, that’s his real name) pointed to a long-developing topping structure. Translation? It’s all downhill from here, like a ski trip with no snow.

Kibar’s chart projection suggests a potential move toward the $120 level. Because nothing says “I’m thriving” like a stock price that’s cheaper than a month’s worth of Pinot Grigio.

Oh, and the stock has broken below a multi-month support band. Recent price action shows lower highs forming across successive swings. Basically, it’s the financial equivalent of trying to revive a dead houseplant.

At the time of writing, MSTR was trading near $146, according to TradingView data. It rebounded slightly from a recent 52-week low near $143. But let’s be real, it’s still down more than 7% year-to-date. Someone pass the emergency chocolate.

Longer-Term Bottom? More Like a Never-Ending Rabbit Hole

Other analysts are focusing on longer-term cycle behavior. Market analyst Ted Pillows (yes, really) observed that MSTR has lost its prior monthly upward trend. He added that the stock is now trading below key trend and momentum indicators. Translation? It’s as stuck as Bridget Jones in a too-tight party dress.

Michael Saylor’s baby has lost its monthly uptrend.

This is really bad for Bitcoin.

– Ted (@TedPillows)

Crypto analyst Benjamin Cowen referenced historical cycle data for MicroStrategy. He noted that the previous major cycle required 98 weeks to reach a bottom. Using a comparative model, he suggested a possible cycle low could form around late 2026. Because who doesn’t love a good cliffhanger?

A trader known as The Great Mattsby (yes, he’s a character) identified a nearer technical level of interest around $130. The zone was derived using Fibonacci retracement levels and horizontal support. Traders are watching this area like it’s the last slice of pizza at a party.

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Schiff: ‘I Told You So’ Never Gets Old

Economist Peter Schiff renewed his criticism of MicroStrategy’s Bitcoin treasury strategy. In a post on X, he stated that MSTR shares are nearly 70% below their peak. He attributed the decline to the company’s heavy exposure to Bitcoin. Because apparently, Bitcoin is the financial equivalent of a bad blind date.

MSTR closed down 9.5% today, a new 52-week low. The stock is down nearly 70% from its high. Saylor spent $54 billion over the past five years buying over 712K bitcoin at an average price of just over $76K. His total unrealized gain is less than 11%. Too bad he didn’t buy gold!

– Peter Schiff (@PeterSchiff)

According to Schiff, the company spent more than $52 billion acquiring over 700,000 Bitcoin. He cited an average purchase price above $76,000 per coin. Schiff added that the company reported an unrealized loss of $17.44 billion during the fourth quarter of 2025. Ouch.

Schiff also compared Bitcoin performance with gold. He said the firm’s reported gains from Bitcoin over five years were limited. He argued that gold would have delivered stronger results. Because apparently, gold is the Mark Darcy of investments-reliable, timeless, and never lets you down.

Schiff added that central banks continue to favor gold as a reserve asset, citing its historical role during periods of market stress. So, maybe it’s time to swap the Bitcoin for a nice, shiny bar of gold? Just a thought.

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2026-01-31 10:45