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Winter Won’t Last — Bitcoin’s Next Season Is Near, Michael Saylor Says

Jon Hartney by Jon Hartney
February 20, 2026
in Bitcoin, Blockchain, Business, Market
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Michael Saylor keeps things upbeat. He told a TV interviewer that the current Bitcoin dip feels milder than past crashes and that a quicker rebound is likely. He even said, “Spring is coming, and Bitcoin is winning.”

Bitcoin Institutional Support Strengthens Outlook

According to Saylor, a big reason for his confidence is that banks and big firms are far more involved than they were a few years ago. Reports note fresh banking tools and credit networks aimed at crypto are drawing new capital in.

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US President Donald Trump was mentioned by the Strategy big boss as a political force friendly to Bitcoin — a line that will be picked over by both supporters and critics.

We may be in the middle of a crypto winter, but spring is coming — and Bitcoin is winning. pic.twitter.com/jxvzK3XwSN

— Michael Saylor (@saylor) February 17, 2026

Strategy’s Holdings And Price Math

Strategy holds 714,644 BTC on its books, bought at an average near $76,056 each. At the moment, Bitcoin trades around $67,900. That gap matters. The roughly $49 billion value sitting in the vault is compared to a company market value that trades around $42.80 billion.

Those raw numbers give weight to Saylor’s claim that the company can handle big swings. He went further, saying that even a fall to $8,000 would leave the holdings enough to cover outstanding debt. That is a strong statement. It was presented as reassurance to investors.

Strategy’s Position And Risk Calculations

Reports say Strategy plans to swap its convertible debt into stock within three to six years. The firm has also signaled it will buy more Bitcoin each quarter. How these moves play out depends on markets, financing terms, and timing.

Some analysts think the company’s approach lowers short-term pressure on the share price. Others point out that keeping such a large crypto stash concentrates risk in volatile markets.

Past Cycles

Saylor compared the current episode to deeper downturns that came before. That comparison is useful but needs numbers to be fully judged. Historical drops in crypto have been steep at times, which is why claims of a milder slump invite scrutiny.

Other investors look at on-chain flows, macro cash conditions, and bank behavior to decide whether this time is different. Right now, evidence of a fast, broad institutional inflow is mixed.

Outlook And What Could Shift The Story

Markets could swing on a few catalysts: changes in lending policy, moves by large funds, or fresh regulatory signals from US authorities. News or shocks could tilt sentiment quickly.

Some market watchers look at 10-year trendlines for context, while others focus on shorter trading indicators. Either way, Saylor’s optimism is clearly tied to a long view and a confident read of current market structure.

Featured image from Long Island Weight Loss Institute, chart from TradingView

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