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How MicroStrategy and Others Are Taking on Billions in Debt to Buy More Bitcoin

Michael Saylor has raised $6 billion in convertible bonds, with $18 billion more to come. His strategy is unprecedented — here’s how it works.

Have Michael Saylor and MicroStrategy (MSTR) stumbled onto an infinite money glitch?

It would be hard to blame anyone for thinking so. While the Saylor-led company began buying bitcoin (BTC) more than four years ago, over the past 10 months MicroStrategy has used a unique strategy to raise over $6 billion for the express purpose of adding more bitcoin to its balance sheet, which as of Dec. 15 footed to 439,000 tokens worth $46 billion at the current price of about $106,000.

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MicroStrategy did not raise these funds by taking out loans or by issuing more company shares (though it has separately issued billions of dollars worth of equity). Rather, the firm sold convertible notes — debt securities which can be converted into equity on specified dates or under special conditions. And it’s not done yet: Saylor and company intend to raise at least another $18 billion through such bonds over the course of the next three years, according to a plan laid out in October.

Demand for this convertible paper has been so high that other companies, bitcoin miner MARA Holdings (MARA) among them, have adopted a similar playbook to raise billions to add to their own stacks.

But that raises a question: Could issuing so much debt eventually become dangerous for these firms, and for the crypto market at large?

“If bitcoin faces a prolonged period of low/declining prices, [the companies] could have to issue more equity and dilute shareholders at an inopportune time … [or] sell the bitcoin for less than they bought,” Quinn Thompson, founder of crypto hedge fund Lekker Capital, told CoinDesk. Thompson added, though, that he doesn’t expect the companies to become insolvent.

How convertible notes work

Convertible notes are a financial tool that allows companies to quickly raise funds without needing to provide collateral (as they would for a loan) or to immediately dilute their stock. These bonds are priced based on the interest rate baked into them, the firm’s underlying stock, the volatility of that stock and the firm’s credit worthiness.

For example, in November bitcoin mining firm Bitdeer (BTDR) raised $360 million by issuing convertible notes with an interest rate of 5.25%. These will mature on Dec. 1, 2029 at a price of $15.95 per share — which is approximately 42.5% higher than what these shares were trading for on Nov. 21 when the convertible notes were priced.

In other words, instead of simply buying the company’s shares on the open market, investors can earn a solid yield by holding these notes while also benefitting if the stock surges. Even better, convertible notes come with downside protection. On specific dates, such bonds can be redeemed in cash for an amount equal to the original investment plus interest payments. Put differently, investors are almost guaranteed to get their money back even if the stock plunges before the note matures.

But MicroStrategy’s situation is rather unheard of in that the firm has found demand for convertible bonds at a 0% interest rate even though benchmark U.S. interest rates are closer to 5%. Why? Volatility. Being essentially a leveraged play on bitcoin, MicroStrategy common stock most recently has been trading with a 30-day average implied volatility of 106 and prior to that even higher. For comparison, the S&P 500 usually trades at roughly 15 in implied volatility, and bitcoin at 60.

The stock volatility affects price action in MSTR’s convertible bonds and sophisticated market participants are able to score sizable profits by trading that volatility in a market neutral fashion. “I was on the phone with a convertible note [arbitrage] trader… just to sort of understand what he’s going through with all of this,” Richard Byworth, a convertible bond expert and managing partner at asset management firm Syz Capital, told the On The Margin podcast. “He said ‘Rich, I’ve become a degen crypto trader. … It’s insane. I go to the bathroom, if I haven’t tightened up all my deltas and at least left some limits, I can come back and have millions of dollars of exposure.’ This stuff is whipping around like crazy.”

There’s thus a huge demand for MicroStrategy’s convertible notes, and that has allowed the firm to sell a ton of them — five issuances in a year, which is unprecedented. At press time, the company had six outstanding convertible notes, with maturations between 2027 and 2032. Two of these have 0% interest rates, while two others yield 0.625%, a fifth 0.875% and the last one 2.25%. Because these rates are so low, MicroStrategy is managing to sell equity at a massive premium compared to its current stock price, while only paying a blended 0.811% interest rate on its debt, or $35 million annually, an amount easily covered by the firm’s revenue.

“Should implied volatility remain high, I bet MSTR sells more and more convertible bonds… meaning they buy more and more bitcoin,” Greg Magadini, director of derivatives at crypto data firm Amberdata, told CoinDesk. “To me the first sign of a bitcoin rally “TOP” will coincide with a drop in MSTR implied volatility.”

Convertible notes mania

In addition to the above-mentioned bitcoin miners, there’s medical device company Semler Scientific (SMLR), which made public its bitcoin treasury strategy in late May. While the firm to date has only purchased bitcoin with cash already on its balance sheet and capital raised through share sales, its stock was granted an options market on Tuesday, which will make note offerings much more attractive to investors and traders looking to profit in similar fashion to that of MicroStrategy’s debt.

Bitcoin miners took on roughly $5.2 billion in debt from June to Dec. 5 alone, according to the MinerMag. Some of these convertible notes have been issued with 0% interest in the case of MARA and Core Scientific, while others like Bitdeer, IREN (IREN) and TeraWulf (WULF) have issued them at rates ranging from 2.75% to 8.5%.

Not every company is employing the strategy for the same reasons, however. MARA and Riot Platforms (RIOT) are walking in MicroStrategy’s footsteps by using the proceeds from the convertible notes to add more bitcoin to their balance sheet, but Core Scientific, for example, wants the funds for operating expenses, capital expenditures, and potential acquisitions. Bitdeer, meanwhile, said it aimed to further develop its mining rig manufacturing business.

Bill eventually comes due

Convertible notes, however, are not free money. As mentioned previously, once the notes reach full maturity, holders can decide to convert them for equity at an agreed-upon price per share, or redeem them for cash if the stock has underperformed expectations.

The danger, then, is that the stock prices of these various firms could drop significantly over a long period of time, incentivizing holders to redeem their notes for cash instead of shares. In MicroStrategy’s case, that could compel the company to sell some of its bitcoin holdings to pay investors back, while bitcoin mining firms could be forced to sell off various mining assets. In a worst case scenario, firms could end up facing bankruptcy.

Forced selling of bitcoin isn’t necessarily the end of the world, at least as long as the company’s average purchase price is lower than the price it sells at. MicroStrategy’s stash, for instance, was acquired for $61,725 per bitcoin on average, which gives the firm a certain amount of breathing space. The trouble is bitcoin is well known for plunging 80% every few years. Just this year — in the middle of a bull market — the price declined nearly 40% at one point, so there’s no guarantee the top cryptocurrency won’t ever sink lower than MicroStrategy’s average purchase price.

Even so, MicroStrategy’s bonds are staggered, meaning that they all have different maturation years. That reduces the company’s risk because it won’t need to repay all of that debt all at once. In other words, bitcoin and MSTR would need to stay down for a significant number of years for the firm’s situation to get really dicey. The fact that most of MicroStrategy’s notes already meet the requirements for conversion is another point in the company’s favor, and it always has the option of rolling over its debt by issuing new convertible bonds, even if they wouldn’t be on such favorable terms.

In a sense, MicroStrategy is a grizzled veteran of this strategy. It’s possible the newcomers like the bitcoin miners and maybe Semler (if it does choose to issue debt) — whose average bitcoin purchase prices will be far higher — could find themselves far more exposed, having taken on large liabilities closer to a potential cycle top.

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Bitcoin on Track for Record Sideways Action, With Eyes on November Elections as Bullish Catalyst

Bitcoin’s boring price action, characterized by continued accumulation by small investors, is being attributed to several reasons. including the U.S. election uncertainty and renewed uptick in the U.S. Treasury yields.

Bitcoin is two weeks away from marking its longest-ever period in a sideways market range since its April halving, demoralizing bulls positioned for a bigger rally in the final quarter of this year.

“285 days have passed since the bitcoin halving,” CryptoQuant founder Ki Young-Ju said in an X post Friday. “If there is no bull market in 14 days, this will mark the longest sideways post-halving in history.”

Halvings happen about every four years and decrease the block rewards to miners. Bitcoin halving has always been associated with bull rallies, with asset prices increasing by several hundred percent in the months following previous events.

Prices tend to rise with fewer new bitcoin in the open market as long as demand remains constant or increases. BTC jumped above $73,000 to new lifetime highs ahead of the April 14 halving – with some targeting a continued rally to as high as $160,000 by the end of this year. However, prices have largely fluctuated in the $59,000 to $65,000 range since then, nearing a 300-day sideways action record from 2016.

Bitcoin’s boring price action, characterized by continued accumulation by small investors, is being attributed to several reasons, including the U.S. election uncertainty and renewed uptick in the U.S. Treasury yields.

“The higher bond yield move and SPX at record highs are helping to push USD higher, but it is coming at the expense of crypto, where BTC is back to hovering at around the 60k level again,” shared Augustine Fan, head of insights at SOFA, in a Telegram message to CoinDesk on Friday.

“Finally, defunct Mt. Gox’s fresh announcement that it has extended its repayment deadline by a year to Oct 2025 might help to alleviate some supply pressures in the short-run, but it appears that BTC will be in a holding pattern here heading into the final weeks of the election,” Fan added.

Republican candidate Donald Trump is viewed as crypto friendly. He is associated with the new decentralized finance project World Liberty Finance, while the Democratic party is considered less friendly toward the market. A Republican victory is widely expected to fuel a higher Bitcoin move.

Markets often enter a sideways phase where traders and investors reassess their positions, leading to a balance between buying and selling pressures.

Bitcoin would need to break and remain above the $69,000 level to be considered a bullish breakout above the current range, as per CoinDesk market analyst Omkar Godbole. A breakout would mean a resumption of the broader uptrend from October 2023 lows and shift focus to $100,000, a level anticipated by options traders.

Sideways movement can be interpreted as periods of accumulation (where investors slowly buy up supply without moving the price much) or distribution (where they sell off their holdings in a similar controlled manner). This typically leads to a period of high volatility.

Bitcoin is coming out of a seasonally bearish period of August and Septermber, where investors do not make big moves, to a historically bullish October. A CoinDesk analysis shows most gains in October arise in the second half of the month – usually after October 16.

But market strains remain. The U.S. Securities and Exchange Commission (SEC) earlier this week charged multiple market-making and trading firms on consecutive days – igniting debate on whether the crypto market could face more trouble in the weeks before the November elections.

(Omkar Godbole contributed insights.)

MicroStrategy’s ‘NAV Premium’ Hits Highest Since 2021

The stock has gained 4% since bitcoin hit an all-time high in March, while bitcoin itself has declined 16%.

Disclosure: The author of this story owns shares in MicroStrategy (MSTR).

Shares of self-described Bitcoin Development Company MicroStrategy (MSTR) continue to advance relative to the price of bitcoin (BTC), expanding the premium to the value of its holdings to the highest level in more than three years.

The company’s so-called net asset value (NAV) premium is calculated by dividing MSTR’s market capitalization by the value of its bitcoin stack, and it has risen to roughly 2.5, according to MSTR-tracker, the highest level since February 2021. At current pricing, MicroStrategy has a market cap of around $37.14 billion, with its 252,220 BTC valued at $15.1 billion.

Not only is the NAV multiple at its highest level for years, but dividing the MicroStrategy stock price by the bitcoin price totals 0.0030. That’s the highest ratio since the company’s adoption of bitcoin started in August 2020.

MicroStrategy has outperformed bitcoin in 2024

When the spot bitcoin exchange-traded funds launched on Jan. 11, there was much deliberation beforehand about how bitcoin-related equities, such as MicroStrategy, would perform due to the huge expectations of the ETFs.

However, since the launch of the ETFs, MicroStrategy stock has gained more than 240%, making a new record high on Oct. 8. That’s about 8 times better than the performance of bitcoin, which is lower by 16% since hitting its own record all the way back in March.

Explaining the premium

Since adopting bitcoin as a balance sheet asset in August 2020, MicroStrategy has aggressively leveraged financial instruments such as at-the-market equity offerings (ATM) and convertible senior notes to raise capital to steadily boost its coin stash. As a result, the bitcoin per share has continued to increase, which is accretive for shareholders.

Bitcoin per share can be defined as the amount of bitcoin that each outstanding share of MicroStrategy equates to, which is currently at 0.0012.

In both instances, equity financing and debt financing involve shareholder dilution. The share count for debt financing increases once the convertible debt is converted into equity. Meanwhile, equity offerings involve shareholder dilution each time shares are sold through the ATM program. However, the important part is whether the bitcoin holdings can grow faster than the shareholder dilution, and that’s been the case over the last four years.

A new key performance indicator (KPI) coined by MicroStrategy is the “Bitcoin Yield,” which the company defines as the percent change period-to-period of the ratio between the company’s bitcoin holdings and its Assumed Diluted Shares Outstanding.” This metric increased to 5.1% for the second quarter, up from 4.4% three months earlier.

With MicroStrategy showing no signs of stopping this aggressive accumulation strategy and investors seeking greater returns than holding bitcoin itself, the NAV premium could in theory continue over a long period.

Synthetix Community Approves Plan to Nudge Positions Off Soon-to-Shut Version One of Its Perpetuals Market

The market, which was replaced by a new version, has been in close-only mode for months, but about $150,000 remains on the original platform.

Community members of Synthetix, a liquidity and derivatives trading protocol built on Ethereum, approved a plan intended to get customer money still on the soon-to-shut version one (v1) of its perpetuals market moved over to version two (v2).

Though v1 has been winding down for the past three months, roughly $150,000 worth of positions remain outstanding. The approved plan will gradually increase the margin requirements on existing positions to eventually liquidate all remaining positions on v1.

The change highlights Synthetix’s focus on its v2 perpetuals markets, which had $22 million in volume over the past day, data from a dashboard created by the Synthetix community shows. Synthetix’s v2 perpetuals markets, which launched in December, increases capital efficiency and improves risk management for market liquidity providers, representing a “significant upgrade” from v1, according to a blog post.

The motivation behind the recent governance proposal was to shut down Synthetix’s v1 perpetuals market “in the least intrusive manner,” allowing users to close their positions with enough time, as stated in a Synthetix’s governance discussion forum.

The price of SNX, the native token for Synthetix, has increased 1.7% in the past 24 hours to $2.36, per CoinGecko, while data from DefiLlama shows that the total value locked for Synthetix stands at $417.7 million, a 2% increase since May 1.

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Europe is home to the world’s heaviest drinkers. Which country drinks the most alcohol?

Among the 10 countries that drink the most in the world, nine are in the EU. But there are big differences between nations.

If you feel that Europeans drink a lot, your hunch is correct: people across the continent consume more alcohol than in any other part of the world.

Each year in Europe, every person aged 15 and over consumes, on average, 9.5 litres of pure alcohol, which is equivalent to around 190 litres of beer, 80 litres of wine or 24 litres of spirits.

That’s according to the 2021 European health report by the World Health Organization (WHO).

Total alcohol consumption per capita decreased by 2.5 litres (21 per cent) between 2000 and 2019 in the WHO European Region, which covers a vast geographical area of 53 countries including Russia and former Soviet states like Moldova.

But people continue to drink, especially in Western Europe. Out of the 10 countries that drink the most in the world (and adjusting for tourist consumption), nine are located in the European Union (EU).

In 2019, 8.4 per cent of the EU adult population (15 years or older) consumed alcohol every day, 28.8 per cent drank weekly, and 22.8 per cent monthly, while 26.2 per said they never consumed alcoholic drinks or hadn’t consumed any in the last 12 months.

Between EU countries, there are large differences in estimated alcohol consumption, but one trend remains prevalent: men drink more than women: 13.0 per cent of men vs. 4.1 per cent of women drink alcohol every day; 36.4 per cent of men vs. 21.7 per cent of women drink every week.

The largest gender drinking gaps are in Portugal (33.4 per cent of men drink daily vs. 9.7 per cent of women) and Spain (20.2 per cent vs. 6.1 per cent).

Which country drinks the most in Europe?

In 2019, the top 10 European countries with the highest alcohol consumption per capita were Czechia (14.3 litres), Latvia (13.2), Moldova (12.9), Germany (12.8), Lithuania (12.8), Ireland (12.7), Spain (12.7), Bulgaria (12.5), Luxembourg (12.4), and Romania (12.3).

The top 10 countries that consume the least alcohol across the WHO European Region are Tajikistan (0.9 litres), Azerbaijan (1.0), Turkey (1.8), Uzbekistan (2.6), Turkmenistan (3.1), Israel (4.4), Armenia (4.7), Kazakhstan (5.0), Albania (6.8), and North Macedonia (6.4).

It’s worth noting that most countries in this list, except for North Macedonia, Armenia and Israel, have Muslim-majority populations, for whom the consumption of alcohol is prohibited and condemned.

By contrast, within the EU, not a single country has an annual per capita consumption of fewer than five litres of pure alcohol, in fact, only five countries are below an annual per capita consumption of 10 litres: Italy (8.0), Malta (8.3 litres), Croatia (8.7), Sweden (9.0) and the Netherlands (9.7).

Europeans drink a lot, but how often?

Data shows that as people get older, their daily intake of alcohol also increases.

People aged between 15 and 24 are the smallest group in the daily drinker statistics (representing only 1 per cent), while those 75 or older are more likely to have a drink every day (16 per cent).

However, the senior group also has the biggest share of people who do not consume alcohol at all or have not consumed it in the past 12 months (40.3 per cent).

In the EU, drinking every day is most frequent in Portugal, with a fifth (20.7 per cent) of the population consuming alcohol daily, followed by Spain (13.0 per cent) and Italy (12.1 per cent). The lowest share of daily drinkers is around 1 per cent in Latvia and Lithuania.

The EU country with the biggest share of its population drinking alcohol on a weekly basis is the Netherlands (47.3 per cent), Luxembourg (43.1 per cent), and Belgium (40.8 per cent).

Croatia has the highest share of the population (38.3 per cent) saying it never consumed alcohol or has not consumed any in the last 12 months.

Across all European countries, there are clearly many more women than men staying away from alcohol.

Women are the most sober in Italy, where 46.7 per cent say they never consume alcohol or have not consumed any in the last 12 months (compared to 21.5 per cent of men). In Cyprus, that figure stands at 44.2 per cent of women vs. 12.8 per cent of men, and in Bulgaria at 42.0 per cent of women vs. 16.2 per cent of men.

Heavy drinking episodes, compared

Some EU countries have more heavy drinking episodes than others.

Heavy drinking is defined as ingesting the equivalent of more than 60 g of pure ethanol (approximately six standard alcoholic drinks) on a single occasion.

Almost one in five Europeans (19 per cent) reported having heavy drinking episodes at least once a month in 2019.

The biggest shares of adults taking part in heavy drinking episodes at least once a month were found in Denmark (38 per cent), Romania (35 per cent), Luxembourg (34 per cent), Germany (30 per cent) and Belgium (28 per cent).

Interestingly, some countries where a significant share of the population drinks alcohol every day, such as Spain and Italy, rank very low on the heavy drinking scale, with 6 per cent and 4 per cent, respectively.

Eurostat says regular risky single-occasion alcohol consumption is disproportionately more prevalent among men. Likewise, the percentage is higher among those with an upper secondary and college/university education and the highest incomes.

How much do people drink in the UK?

Because the United Kingdom left the EU in 2020, the island nation is no longer included in Eurostat data.

However, British people have a reputation for being heavy drinkers. So, how do their drinking habits compare with the EU?

According to Drinkaware, an independent charity which produces yearly reports about alcohol consumption in the UK, 57 per cent of British men, and 47 per cent of women, consumed alcohol at least weekly in 2020.

The average, 52 per cent, is over 23 percentage points higher than the average share of Europeans (28.8 per cent) who reported drinking once a week in 2019.

Fourteen per cent report never drinking (vs. 26.2 per cent in the EU).

How many drinks are safe?

There is no safe level of drinking, according to the WHO. And not drinking alcohol is the only way to avoid its damaging effects.

However, governments have issued guidance on low-risk consumption.

Canadians, for example, were recently told by the National Centre on Substance Use and Addiction to limit themselves to just two drinks a week. That’s a dramatic cut from the previous recommendation that allowed 10 drinks a week for women and 15 drinks a week for men.

Europe is more permissive than Canada, and the guidelines are relatively similar from one EU country to the next.

Belgium, for example, says the limit is 21 standard glasses per week for a man and 14 for a woman, whether these are half-pints of beer or small glasses of wine.

Ireland, however, advises a maximum of 17 standard weekly drinks for men and 11 for women.

Bulgaria and the Netherlands say the daily recommended limit is either one glass of wine, one beer or 50 ml of spirits.

Germany says the maximum tolerated daily dose for men is 24 g of alcohol, which is equivalent to either 500 ml of beer (one pint), 250 ml of wine (a large glass of wine), or 60 ml of liquor. Women are advised to drink half as much.

Estonia recommends at least three alcohol-free days per week, and not saving up on daily alcohol intake to then only binge later on.

Luxembourg and Cyprus advise favouring wine and beer over spirits. Norway says alcohol should not exceed 5 per cent of your total caloric intake.

The UK’s NHS recommends drinking no more than 14 units of alcohol a week, spread across three days or more. That’s equivalent to around six medium-sized (175-ml) glasses of wine, or six pints of beer with 4 per cent alcohol content.

Because women have less body water than men of similar body weight, they absorb and metabolise alcohol differently. This means that, in general, women have higher concentrations of alcohol in the blood after drinking equivalent amounts of alcohol.

The deadly toll of alcohol

The WHO links alcohol to 30 per cent of deaths from unintentional injuries, such as drowning and road traffic accidents, and to 39 per cent of deaths from intentional injuries, such as suicide and homicide.

Drinking is also associated with unsafe psychological and social consequences, including initiating young adults into other substances and unprotected sex, which ultimately play a role in the transmission of diseases, such as HIV and viral hepatitis.

The WHO estimates that alcohol causes almost 1 million deaths annually across the WHO European Region, and 3 million deaths worldwide.