Dive into the fast-evolving world of Bitcoin investment companies, where Canadian innovators are reshaping how digital assets are held and managed. We break down the strategies, risks, and real-world examples behind the latest wave of Bitcoin treasury plays.
Chapter 1
Keir
Welcome back to Zero to Tenbagger, I'm Keir Reynolds, and today we're diving into a fascinating new trend in microcap investing—the Bitcoin Treasury play. These are investment companies, or ICs, structured specifically to hold Bitcoin and other digital assets. While they may sound similar to traditional technology or mining issuers, there's a significant distinction: many of these Bitcoin-focused investment companies often lack clear or well-defined investment policies. The vague nature of their policies can make them difficult to value, which frequently results in trading at a discount to their Net Asset Value (NAV) and can pose challenges when attempting to raise additional capital due to the absence of a tangible operating business.
Keir
Now, investment companies aren't new. Think about Pinetree Capital, which invests in focused baskets of companies where they hold meaningful stakes and exercise influence. But here's the catch: if an IC's investment policy is too broad or their holdings too diversified, they almost inevitably trade at a discount to NAV. If they're investing in private companies, they're also vulnerable to significant writedowns at audit time, leading to sharp sudden declines in value.
Keir
For retail investors, these investment structures can be tricky. A loosely defined investment policy can create a backdoor listing scenario that's often dilutive and primarily rewards select shareholder groups. This is why having a laser-focused investment policy matters so much. It's essential these ICs behave more like operating companies rather than passive, diversified investment funds.
Keir
Recently, we've seen a surge of companies transitioning via a Change of Business (COB) into Bitcoin-focused ICs, chasing the success of Michael Saylor's MicroStrategy (NASDAQ: MSTR). This kind of frenzy is what I call an "insanity wave." Promoters, sensing an opportunity, quickly spin up look-alike deals north of the border, riding the coattails of successful U.S. counterparts. Early entrants might score huge returns, even tenbaggers, but inevitably too many copycats flood the market, leading the wave to crash, the valuation insanity to end and leaving many investors holding the bag.
Keir
So how do you spot genuine opportunities from impostors? First, carefully examine their investment policy and investment committee. Ask yourself—is their investment mandate precise and focused, or so broad you could drive a bus through it? Who's on their investment committee? Do they have proven backgrounds in investing, mergers and acquisitions, digital assets, company building, or capital markets?
Keir
Remember, not all Bitcoin treasury plays are created equal. The most promising candidates: A.) Have a legitimate underlying business generating consistent yield, allowing them to continually accumulate Bitcoin. B.) Are well-capitalized with sufficient financial strength. C.) Feature management teams with proven expertise in the digital asset sector. D.) Demonstrate key management traits like balanced urgency, ambitious yet realistic guidance, effective communication, financing discipline, and real skin in the game.
Keir
Without checking these 4 boxes, I'd be very careful speculating for the long-term. These are simply lottery tickets.
Keir
Yes, these companies offer leverage to the Bitcoin price, rising dramatically when Bitcoin goes up, but also plunging sharply when Bitcoin prices fall. It's crucial they generate enough yield to cover their operating expenses. Without it, the whole structure is just a house of cards.
Keir
Unlike previous insanity waves, some of these companies may leverage this moment of easy money wisely, converting Bitcoin profits into fiat to support more sustainable long-term businesses. However, investor caution remains paramount.
Keir
So, if you're considering investing in this emerging Bitcoin Treasury Play, proceed with caution—and with your eyes wide open. I'm not here to offer investment advice but hopefully act as a sober conscience. As many of these are destined to fail due to a low barrier of entry, lack of expertise and poor long-term alignment with their own shareholders.
Keir
Thanks for tuning in to Zero to Tenbagger. Until next time, stay sharp, stay cautious, and keep seeking those extraordinary returns.
About the podcast
This isn’t your average investing podcast. Hosted by Keir Reynolds — a former insider in the Canadian microcap markets with over a decade in investor relations and public company management — Zero to Tenbagger peels back the layers of hype, hustle, and hope that fuel the junior markets. After a career-altering misstep, Keir stepped away from the boardrooms and backrooms to fight for a different cause: the everyday retail investor. This is his redemption arc — raw, unfiltered, and unapologetically honest. Each episode delivers high-signal, low-BS insights on stocks, strategies, and scandals, with a rotating mix of solo takes, hot headlines, investing myths, and hard-hitting conversations with other notable investors, company executives, podcasters, and newsletter writers. From the trades you regret to the ones that changed your life, this is a podcast for those who’ve held the bags, swung for tenbaggers and want to come out smarter on the other side.