VC Masterclass: Inside Circle’s Blockbuster IPO: Spotting a Crypto Giant in the Making Before Its 845% IPO Pop

From $11/Share to Blockbuster IPO
In September 2018, while the cryptocurrency market was reeling from an 80% crash and media outlets were writing digital assets’ obituary, Alumni Ventures made a calculated $1 million investment in Circle at approximately $11 per share. Fast forward seven years. On June 5, 2025, Circle completed its initial public offering (IPO) on the New York Stock Exchange at $31 per share, where it then opened at $69 and traded as high as $2981 — representing potential returns of 27x+ from our entry point. Since then it has slid back to $200, but this is still a sizeable gain for AV, though of course we need to wait until our lockup ends to monetize these shares.2
This wasn’t luck. This was the result of systematic analysis, contrarian timing, and a deep understanding of what separates genuine infrastructure companies from speculative plays. For investors seeking to understand how venture capital creates value through disciplined research and patient capital, the Circle journey offers a masterclass in identifying transformative opportunities.
Circle’s Key Differences

Founded in 2013, Circle Internet Group represents a rare breed in the cryptocurrency ecosystem: a company focused on building critical infrastructure rather than chasing speculative applications. Circle is the issuer of USD Coin (USDC), the world’s second-largest stablecoin with 27% market share, comprising $56+ billion in circulation.
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Regulatory-First Approach
In September 2015, Circle became the first company to receive a BitLicense from the New York State Department of Financial Services. While competitors treated compliance as an afterthought, Circle embedded regulatory adherence into its foundational strategy. - Home
Proven Leadership
Serial entrepreneur Jeremy Allaire brought a unique profile to cryptocurrency leadership. He previously co-founded Allaire Corporation (IPO 1999, acquired by Macromedia for $360 million) and founded Brightcove (IPO 2012). This wasn't another crypto-native founder. As an experienced operator, Allaire understood how to build scalable, public-market-ready companies. - Home
“Pipes” Focus
Rather than competing in the volatile world of crypto trading or speculative applications, Circle positioned itself as the "pipes" that would carry digital money across the internet. This essential infrastructure would be needed regardless of which cryptocurrencies succeeded and target a market far larger than any single application.
Stablecoin Explainer

A stablecoin is a type of digital currency that’s designed to stay steady in value — usually by being linked, or “pegged,” to something stable like the U.S. dollar. While the daily price of most cryptocurrencies can vary greatly, stablecoins are meant to avoid big swings, making them more practical for everyday use.
Stablecoins help make the crypto world more accessible. People use them to move money quickly, make payments, or trade other cryptocurrencies without worrying as much about price changes. They’re especially useful for cross-border transactions, often offering faster and lower-cost alternatives to traditional international payments. Stablecoins also serve as a key building block for many new financial tools being built on blockchains.
Investment Thesis: Why We Invested During the Crypto Winter
Market Context in 2018
September 2018 represented one of the most challenging periods in cryptocurrency history. Bitcoin had fallen from nearly $20,000 to under $4,000. Initial coin offerings (ICOs) were collapsing daily. Regulatory uncertainty was at its peak. For most investors, digital assets had become untouchable.
This market dislocation created precisely the conditions where exceptional opportunities emerge for patient capital.
Contrarian Market Timing
The best investment opportunities often arise during periods of maximum market pessimism — a principle that guided our contrarian approach to Circle. While many investors were abandoning crypto, we recognized that fundamental infrastructure was being built at distressed valuations, creating a rare window for high-upside entry.
Our conviction was further reinforced by co-investing alongside institutional leaders such as Goldman Sachs and General Catalyst. Their participation provided additional due diligence and validation, helping us manage risk while capturing the upside of a market poised for recovery.
Experienced Pro at the Helm
Proven entrepreneurial leadership is a key driver of successful execution, especially in rapidly evolving industries. In Circle’s case, Jeremy Allaire’s experience in taking companies public and steering them through complex tech transitions provided the kind of steady, visionary leadership the crypto sector needed to mature. Additionally, Allaire’s history of guiding private ventures to public markets were much needed by a company and industry seeking broader acceptance and credibility.
Regulatory Head Start
In highly regulated industries, early and proactive compliance can create powerful competitive advantages. Circle distinguished itself by securing a BitLicense and constructively engaging with regulators from the outset, positioning the company to thrive as the industry matured. This regulatory leadership not only set a high bar for competitors but also established Circle as a trusted partner for institutions. We anticipated that as the market evolved, institutional adoption would hinge on working with regulated counterparties like Circle.
Circle’s Journey to the 2025 IPO

Circle’s growth from 2018 to its 2025 IPO is a testament to the impact of patient capital and long-term strategic vision. The company’s foundation was laid later in 2018 with the launch of USDC, a fully-backed, dollar-pegged stablecoin, through the Centre consortium — co-founded with cryptocurrency exchange Coinbase. From the outset, Circle prioritized regulatory compliance and institutional partnerships.
Between 2020 and 2022, Circle’s strategy paid off as USDC circulation exploded, driven by rapid institutional adoption of digital assets and surging demand for trusted, programmable dollars. The company secured strategic partnerships with major financial institutions, including Visa. Circle’s commitment to regulatory rigor and transparency enabled it to weather multiple “crypto winters,” maintaining its standing even as the broader market faced volatility and uncertainty.
The years 2023 and 2024 marked a period of institutional recognition and operational resilience for Circle. The company navigated the Silicon Valley Bank crisis in March 2023, quickly restoring USDC’s dollar peg and reinforcing trust in its reserves management. By 2024, Circle had generated $1.68 billion in revenue and $156 million in net income, underscoring the strength of its business model. Circle also deepened relationships with major payment providers and financial institutions, positioning itself as a cornerstone of the digital financial ecosystem.
This evolution culminated in Circle’s NYSE IPO in June 2025, backed by Goldman Sachs, JPMorgan, and Citigroup as underwriters. The IPO priced at $31 per share, above the expected range of $27-28. First-day trading saw shares reach as high as $103.75, with strong institutional demand. The first month saw share prices as high as $298.
Lessons for Investors

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Infrastructure Plays Often Outperform Applications
In emerging technology sectors, infrastructure providers often capture more stable, long-term value than end applications, which face more direct competition and user acquisition challenges. - Home
Regulatory Compliance as Moat
In highly regulated industries, early compliance creates barriers to entry and positions companies to benefit from regulatory clarity rather than suffer from it. - Home
Experienced Leadership Matters
In complex, regulated industries undergoing rapid change, proven operational leadership often matters more than technical innovation alone. - Home
Contrarian Timing Requires Disciplined Analysis
Successful contrarian investing requires the ability to separate temporary market sentiment from underlying business fundamentals.
How We Identify Similar Opportunities

AV’s investment in Circle illustrates our approach to venture capital.
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Thesis-Driven Sourcing
We target transformative trends, map out ecosystem needs, and monitor for dislocations. - Home
Co-Investment Strategy
We invest alongside leading firms to share diligence, derisk opportunities, and access top deals. - Home
Long-Term Orientation
We back companies positioned to win over time — not just during market hype cycles. - Home
Diversified Risk Management
Circle is one of 1,600+ companies in our portfolio, diversified across sectors, stages, and geographies.
Finding the Next Circle

Circle’s successful IPO represents unprecedented credibility for the stablecoin market. Backing from major Wall Street firms signals that stablecoins are investable, scalable financial products. That validation opens opportunities across the digital asset ecosystem, including infrastructure providers, platforms prioritizing compliance, and enterprise blockchain solutions.
We continuously evaluate opportunities that exhibit similar characteristics:
AI Infrastructure
- HomeCompanies building the foundational tools that enable AI applications
- HomeFocus on compliance, scalability, and enterprise adoption
- HomeProven management teams with relevant industry experience
Quantum Computing Hardware
- HomeInfrastructure providers rather than end applications
- HomeStrong intellectual property positions and regulatory relationships
- HomeStrategic partnerships with established technology companies
Climate Tech Solutions
- HomeCompanies addressing regulatory requirements and institutional mandates
- HomeProven business models with measurable environmental impact
- HomeManagement teams that understand both technology and policy landscapes
Risk Factors and Future Outlook

While Circle’s IPO represents a significant milestone, investors should be aware of ongoing risks.
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Regulatory Evolution
Digital asset regulations continue evolving, potentially impacting business models. - Home
Competition
Traditional financial institutions are developing competing stablecoin offerings. - Home
Technology Risk
Blockchain infrastructure continues evolving, potentially disrupting current approaches. - Home
Market Volatility
Public market valuations for crypto-adjacent companies may see major fluctuations.
Despite these risks, Circle’s successful transition to public markets demonstrates that crypto companies can mature into traditional investment vehicles. With $1.7 billion in 2024 revenue and established partnerships with financial institutions, Circle has achieved the scale and operational maturity that many investors require.
Conclusion: The Power of Patient, Disciplined Capital

Our investment in Circle demonstrates how systematic analysis, contrarian timing, and patient capital can generate exceptional returns in venture investing. By focusing on infrastructure over applications, proven leadership over technical novelty, and regulatory compliance over “growth-at-any-cost,” we identified a company positioned to benefit from long-term tech adoption trends.
The digital transformation of finance is still in its early stages. Companies like Circle prove that this transformation can occur within regulated, institutional frameworks rather than requiring wholesale disruption of systems. For investors with the patience and expertise to identify similar opportunities, the next decade is rife with promise.
- As of June 24, 2025
- Alumni Ventures will first be able to sell shares in December 2025.
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