Premium
Quicktake
*|MC:SUBJECT|*
͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌     ͏ ‌    ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­ ­

QUICKTAKE

May 16, 2025

Ordering from the Strategy Menu

If you had purchased $1,000 worth of Strategy (MSTR) stock on June 30, 2020—back when the software company Michael Saylor founded was known as MicroStrategy and shortly before the company announced its transition to the Bitcoin standard—the investment would now be worth more than $34,000.


MSTR has essentially outperformed every stock out there over the past five years, crushing even NVIDIA (NVDA). A $1,000 investment in NVDA over the same time frame would have left an investor with “only” around $14,000.


MSTR’s eye-popping performance practically compels investors to develop an understanding of what is going on with this company and where it is headed.


In the first part of Rise of the Bitcoin Treasury Company, we focused on the rapidly growing list of public companies that were created to own Bitcoin. Bitcoin Treasury Companies are businesses that have the principal objective of creating value for shareholders through the accumulation of Bitcoin on the balance sheet.


In this second part of the report, we take a hard look at the pros and cons of the three publicly traded stocks that Strategy has now issued.


There is the original common stock which has performed so well and continues to trade with the ticker MSTR.


Earlier this year, Strategy issued two more equity securities to the public with the tickers STRK and STRF. The company refers to them as Strike and Strife.


We first wrote about STRK back in March and encourage subscribers to refer to that report. STRK is the ticker for Strategy’s 8.00% Series A Perpetual Strike Preferred Stock.

Subscribe NOW to the 76report for as low as $1 per month with promo code DOLLAR. Click HERE.

STRF came to market shortly after that note was published. STRF is Strategy’s 10.00% Series A Perpetual Strife Preferred Stock.


The key difference between STRK and STRF is that STRK can be converted into MSTR common equity, whereas STRF is purely a fixed income instrument.


High yield plays courtesy of AI


Strategy is an innovative company in many ways. In a recent interview at the Strategy World conference, Saylor described STRK and STRF as “the first AI designed securities.”


These securities do in fact offer a blend of features that is original. Saylor explained that he spent hours iterating back and forth with OpenAI’s Deep Research tool in order to figure out a way to create these unique instruments.


The point he made was that if he had simply told a group of legal and financial professionals that he wanted to create a brand new type of investment that was novel in so many ways, they would likely just say it is impossible.


So the burden was on him (with the help of AI cranking through case law and precedent) to figure out a viable path forward and refine his ideas to the point where the professionals could make it happen.

So a lot of our innovative capital markets activity, things like STRF, things like STRK, we had to fight through all sorts of complicated legal issues, complicated financial issues. You know, we did a convertible preferred stock. It had never been done before…. We made it a perpetual dividend good for a thousand years. It had never been done before. We created a perpetual call option…. I can say, you know, with a high degree of confidence… a lot of the things we've done in the capital markets, we just couldn't have done that [without AI]. - Michael Saylor (5/6/2025)

MSTR vs. STRK vs. STRF


Investors who want exposure to the success of Strategy as a Bitcoin Treasury Company now have three different tickers to consider.


MSTR is the common stock. It is by far the most volatile of the three securities, because it purely represents the equity value of the business.


As we write, MSTR’s historical volatility (over the past 30 days) is above 90%. For perspective, a tech company like Microsoft (MSFT) had volatility below 40% in the same time frame.


MSTR is volatile because the business is based on Bitcoin, which itself is highly volatile (around 50% over the past 30 days). Strategy also has corporate debt, mostly in the form of convertible bonds, which amplifies the volatility of the stock.


As we discussed in Part I with the concept of mNAV, MSTR also trades at a premium to its underlying Bitcoin holdings. So, on top of fluctuations in the price of Bitcoin, MSTR takes on additional volatility because the mNAV itself fluctuates.


mNAV is the multiple of the stock relative to underlying Bitcoin value. The higher the mNAV gets, the greater these fluctuations can become.


This dynamic is similar to how growth stocks that trade at high earnings multiples tend to be more volatile than more mundane value stocks that trade at low multiples. The richer the valuation, the more a stock tends to wobble.


Why buy MSTR?


Volatility, as Saylor often points out, is actually a reason that an investor might buy shares of MSTR. Among the three options, the common shares of the company give investors the most potential upside if Saylor and his team continue to be successful.


There are basically three drivers of performance for MSTR common shares.


(1) Bitcoin price appreciation.


Although MSTR is not perfectly correlated with Bitcoin, the company’s Bitcoin holdings are the foundation of its value. The shares tend to rise as Bitcoin rises (with leverage amplifying these moves).


(2) Accretive Bitcoin purchases.


It’s not just that the price of Bitcoin has trended up. One of the main reasons MSTR has performed so well is that the company has successfully issued stock (at a premium) along with debt to buy more Bitcoin along the way, which has improved returns.


(3) mNAV expansion


Another key driver of MSTR’s success, especially since early 2024, is that the premium to its Bitcoin holdings has expanded. Roughly speaking, the mNAV has basically gone from 1 (no premium) to 2 (where it currently resides). If the mNAV doubles, the share price doubles.


What goes up can go down


Volatility is, of course, a two-way street. All of these factors can move in the wrong direction and send MSTR shares plunging.


Although MSTR at around $400 per share is now closer to all-time highs, just within the past six months, MSTR shares had fallen from a November 2024 peak of $474 to an April 2025 low of $238—a 50% slide.

MSTR Share Price

(Last 6 Months)

An investment in MSTR is clearly not well-suited for an individual with low risk tolerance.


But if you believe that Bitcoin still has vast upside potential and that MSTR, through accretive Bitcoin purchases and/or mNAV expansion, could outperform Bitcoin, the volatility and downside risk potential may seem worth it.


The preferred stock alternative


Given the extreme volatility, many investors may not be comfortable making a sizable investment in MSTR.


Some investors may be prepared to commit a certain amount of capital to MSTR—perhaps just to have exposure to the “blue sky” scenario of extreme Bitcoin upside—but want to limit potential losses.


STRK and STRF were devised by Saylor, with a little help from AI, to provide an alternative for these investors.


The common element of both is a credit or fixed income component. Neither of these securities are bonds, technically speaking. They are both considered preferred stock.


The main reason these securities have value is that they represent a promise to pay a fixed dividend, on a quarterly basis, perpetually into the future. Unlike most bonds, there is no principal payment at the end (although there are limited scenarios where the shares could be called).


In the case of STRK, investors can expect $8.00 of annual dividends, payable quarterly. In the case of STRF, they can expect $10.00.


The board of Strategy must declare these dividends and could choose not to do so, or in certain circumstances pay the dividend in the form of MSTR shares (with the quantity of shares based on recent trading levels). However, unpaid dividends accumulate and eventually must be paid with the proceeds from any future equity issuances.


No company is interested in defaulting on its debt or preferred stock obligations, even if it might have some legal flexibility to delay payments.


In practice, we believe investors should expect to receive dividends from both STRK and STRF so long as Strategy is financially capable of making these payments.


Collateral is key


Whereas the value of MSTR lies primarily in its long-term upside potential, the value of STRK and STRF lies primarily in the asset value that resides within the company, specifically the Bitcoin holdings.


One way to think of these investments is as if they are loans one might make to an individual who has a lot of money in the bank but does not have a job or another source of income.


Strategy’s ability to pay back these loans (i.e., meet its dividend obligations) is entirely dependent on its ability to raise cash from its Bitcoin holdings, either by selling more securities or, worst comes to worst, selling Bitcoin.


If you were lending money to an unemployed but wealthy individual, the first question you would ask is how much money does he have. If he had $1 million in the bank, you might even feel comfortable lending him up to $1 million.


The difference with Strategy is that the money is not in the bank, but it is in Bitcoin, which is much more volatile. Strategy currently holds nearly 570,000 Bitcoin with a total value (assuming a Bitcoin price of $100,000) around $57 billion.


Balancing leverage and volatility


Because Bitcoin is highly volatile, it is not reasonable to expect investors to lend money to Strategy up to the current amount of Bitcoin that it owns.


What if Bitcoin goes down 10% or 20% tomorrow? How will they be paid back?


But it is reasonable to expect investors to lend Strategy money up to a fraction of the Bitcoin holdings. Of course, investors also need to receive an attractive interest rate that compensates them for the risk of the collateral possibly shrinking in a substantial way.


This is the logic that Saylor and his team apply to STRK and STRF.


Currently, all forms of debt at Strategy (convertible bonds and preferred stock) represent less than 10% of MSTR’s market cap and less than 20% of its Bitcoin holdings.


STRK is an At-The-Market (ATM) security offering, which means the company has the flexibility to sell more STRK shares to the public on a continuous basis. The long-term target is to raise up to $21 billion.


Strategy has also indicated an intention to make STRF an ATM offering with similar size.


Very importantly, Saylor has indicated that he will maintain an upper bound of 20% to 30% of total Bitcoin value in terms of how high the total amount of debt can rise.


So he has promised the market he will always try to maintain a large cushion, just in case Bitcoin falls very sharply.


Should Strategy be investment grade?


Strategy does not currently have a credit rating. When the company borrows money, it has to pay a relatively high interest rate (unless it is attaching some form of equity to the bond, as is the case with its convertible bonds).


On the most recent earnings call, Saylor made the argument that Strategy’s debt and preferred stock instruments should actually be considered investment grade because the company is so overcollateralized with Bitcoin.


If STRK and STRF were to become viewed as investment grade instruments, they are extremely undervalued.


The mathematical reasoning here is intriguing….


To continue reading Rise of the Bitcoin Treasury Company - Part II: Ordering from the Strategy Menu, which contains our proprietary scenario analysis on MSTR, STRK and STRF, subscribe now to the 76report.


Use promo code DOLLAR and begin a monthly subscription for as low as $1 per month. Cancel anytime.


Click HERE.

Click HERE to learn more about our Model Portfolio subscription plans.