Billionaires Buy the Dip, Florida Goes Tax-Free, and the Short Squeeze Countdown Begins

Bitcoin is rising, billionaires are buying, and states are racing to offer tax-free havens. In this high-octane episode of The Bitcoin Street Journal Podcast, host Anna unpacks a whirlwind of bullish Bitcoin news that signals the orange coin isn’t just surviving — it’s dominating. From MicroStrategy scooping up another 4,020 BTC to Florida pushing to eliminate capital gains tax on Bitcoin, the message is clear: the game is changing fast. If you’re not paying attention, you’re missing history in real time.

We begin with a BTC price check — hovering just above $110K, with a major milestone looming. If Bitcoin hits $115K, over $8.5 billion in short positions are set to be liquidated. This massive short squeeze could catapult Bitcoin into a new parabolic phase. Anna also notes that Bitcoin market dominance remains strong at over 54%, as institutional inflows hit historic highs.

Michael Saylor’s conviction is on full display yet again. With the latest $427 million buy, MicroStrategy now holds over 580,000 BTC — that’s 2.7% of the total supply. Saylor has even joked that when BTC hits $1 million per coin, he’ll buy a billion dollars worth — in a single day. That’s not just a bet; it’s a strategy. And he's not alone. NYSE-listed DDC Enterprise just acquired 21 Bitcoin with plans to purchase 5,000. Remixpoint in Japan is buying another billion worth, while The Blockchain Group is issuing over $60M in convertible bonds to expand their treasury strategy.

This corporate momentum is paired with political tailwinds. Former UK Prime Minister Liz Truss has endorsed Bitcoin for decentralizing power, and Florida has introduced a bill to eliminate capital gains tax on Bitcoin. If passed, it would make Florida the first U.S. state to offer such a benefit. Combine that with the world’s largest Bitcoin conference starting tomorrow, and it’s clear Bitcoin is not just back — it’s leading.

Standard Chartered projects BTC will hit $200K in 2025 and $500K by 2028. Meanwhile, Rosenblatt Securities says we’re already at all-time highs but far from the top. Add to that the macro backdrop of rapidly loosening U.S. financial conditions, and you’ve got the perfect storm for another leg up.

Anna also shares breaking comments from Jamie Dimon, who now claims he supports your right to buy Bitcoin. That’s a full pivot from the man who once called it a fraud. Meme coins on Solana are rallying, ETF inflows continue, and liquidity has returned with a vengeance. Even traditionally risk-averse institutions like Thailand are embracing crypto, now allowing tourists to spend crypto via credit card.

Value-for-value remains the engine powering this show. Anna calls on listeners to support the podcast through Zaps or on Fountain.fm — a platform powered by Bitcoin and Nostr that allows direct boosts to creators.

Today’s pleb shoutout goes to @btcproof, who’s been posting fire on-chain stats and ETF flows. You’re doing the work. We see you.

To close the show, Anna reminds us why we do this. As Michael Saylor recently posted, “I only buy Bitcoin with money I can’t afford to lose.” It’s not just about wealth; it’s about sovereignty, truth, and opting out of broken systems.

Don’t miss the full episode on Spotify, Apple Podcasts, RSS.com, and more. For the charts, articles, memes, and real-time updates referenced today, head over to TheBitcoinStreetJournal.com — and sign up or log in to Nostr at the top of the page to join the conversation.

“See you on the next block.” — Anna The Bitcoin Street Journal Podcast Powered by Bitcoin and Nostr.