Executive Summary / Key Takeaways

• Oxbridge Re Holdings (OXBR) is undergoing a significant transformation, pivoting from a traditional Gulf Coast reinsurer to a Web3-focused leader in tokenized Real-World Assets (RWAs) through its SurancePlus subsidiary.
• The company's innovative use of blockchain technology democratizes access to reinsurance contracts, offering targeted annual returns of 20% (balanced-yield) and 42% (high-yield), with its initial DeltaCat Re token exceeding 49% returns despite a Category 3 hurricane.
• This strategic shift aims to enhance capital efficiency and de-risk the company's balance sheet by attracting third-party capital, tapping into a projected $10-30 trillion tokenized asset market.
• Recent Q2 2025 results highlight the inherent volatility of reinsurance, with a $2.3 million full limit loss from Hurricane Milton, yet the tokenization model mitigated the net impact on equity to $1.18 million.
• Strategic partnerships with platforms like Plume and Midnight Foundation are crucial for expanding distribution and technological capabilities, positioning OXBR for accelerated growth and market leadership in the evolving RWA ecosystem.

The Reinsurer's Digital Leap

Oxbridge Re Holdings, established in 2013, has historically operated as a specialty property and casualty reinsurer, primarily serving the Gulf Coast region of the United States. Its traditional business model focuses on underwriting fully collateralized contracts for low-frequency, high-severity risks, a niche where its subsidiary, Oxbridge Reinsurance Limited, has cultivated expertise. This foundational business, supported by its sidecar facility Oxbridge Re NS, has aimed for long-term growth in book value per share through selective underwriting.

However, a profound strategic pivot began in 2022, marking OXBR's ambitious entry into the Web3 space. The company established SurancePlus Inc. to leverage blockchain technology, democratizing access to reinsurance contracts through tokenized Real-World Assets (RWAs). This initiative, achieved without incurring new debt, represents a significant advancement in the digital security market. The move positions OXBR to capitalize on a massive opportunity, with the total addressable market (TAM) for reinsurance estimated at $700-750 billion, and the broader tokenized asset market projected to reach an extraordinary $10 trillion to $30 trillion by 2030-2034, according to various industry reports.

In this evolving landscape, OXBR's competitive positioning is unique. While traditional reinsurers like RenaissanceRe Holdings (RNR), Everest Re Group , and Arch Capital Group (ACGL) command global scale and diversified portfolios, OXBR distinguishes itself with regional expertise in the Gulf Coast and a first-mover advantage in compliant tokenized reinsurance. Its smaller scale and regional focus, while a potential vulnerability against larger, more diversified players, are being strategically addressed by the Web3 pivot, which aims to attract new, global capital and de-risk its balance sheet. This transformation is not merely an expansion but a fundamental re-shaping of OXBR's business model, aiming for enhanced capital efficiency and a broader investor base.

Technological Edge: Blockchain as the New Underwriting Frontier

At the heart of OXBR's strategic transformation is SurancePlus's innovative use of blockchain technology to tokenize reinsurance contracts. This core technology, primarily operating on the Avalanche blockchain, allows for the creation of digital securities that represent fractionalized interests in underlying reinsurance policies. The tangible benefits of this approach are multi-faceted and directly address traditional barriers to entry in the reinsurance market.

SurancePlus offers complete transparency and compliance, a critical differentiator in the nascent RWA space. The subsidiary maintains PCAOB-audited financials, and all transactions adhere to SEC guidelines through Reg D and Reg S frameworks, enabling investors to complete AML, KYC, and document signing requirements within minutes. This robust compliance framework is a significant competitive moat, as it builds trust and confidence among investors, distinguishing OXBR from less regulated or transparent offerings in the broader crypto ecosystem.

The performance of OXBR's tokenized products has been compelling. Its initial offering, the DeltaCat Re Token, launched in Q2 2023, achieved returns exceeding 49% for the 2023-2024 treaty year, surpassing its initial 42% projection despite Hurricane Idalia making landfall as a Category 3 storm. Building on this, SurancePlus has advanced its 2025 and 2026 tokenized reinsurance offerings, which include two distinct options: a "balanced-yield" product targeting a 20% annual return and a "high-yield" product targeting a 42% annual return, assuming no underlying losses. The 20% layer is designed with a lower risk profile, sitting higher in the "reinsurance tower" and thus being affected after the 42% layer, appealing to a broader range of investor risk appetites.

Looking ahead, OXBR is actively exploring new technological developments. Its strategic partnership with Midnight Foundation, an Input Output Global company (the team behind Cardano), aims to launch privacy-enabled tokenized reinsurance offerings on the Midnight Network. This initiative seeks to enhance the platform's capabilities, potentially offering greater security and flexibility for investors. The "so what" for investors is clear: this technological differentiation provides OXBR with a unique competitive advantage, enabling new revenue streams, attracting diverse capital, and fundamentally de-risking the company's traditional business model by sharing catastrophe exposure with external tokenholders.

Strategic Evolution and Competitive Positioning

OXBR's strategic evolution is deeply intertwined with its competitive positioning. The company's traditional reinsurance business, while focused on a niche, faces formidable competition from global giants. However, its Web3 pivot provides a unique competitive edge. OXBR's regional expertise in the Gulf Coast, coupled with established broker networks, remains a strength, allowing for tailored risk solutions and potentially stronger customer loyalty in its core market. This localized efficiency can differentiate it from the broader, more generalized approaches of competitors like Everest Re Group (RE).

The tokenization strategy directly addresses OXBR's inherent competitive disadvantages, particularly its smaller scale compared to RNR, RE, and ACGL. By attracting third-party capital through tokenized securities, OXBR can expand its underwriting capacity and put more capital to work without solely relying on its own balance sheet. This effectively de-risks the company, as a portion of catastrophic losses can be borne by external tokenholders, improving OXBR's overall risk profile. This model allows OXBR to generate management fees from third-party capital, creating a new revenue stream that is less correlated to direct underwriting risk.

Strategic partnerships are critical to scaling this new business model. OXBR has announced collaborations with Plume, a blockchain platform with over $4.5 billion in assets and 18 million unique wallet addresses, and the Midnight Foundation, which supports the Midnight Network. These alliances are designed to significantly expand distribution channels and enhance investor access to OXBR's digital securities. Furthermore, a prior partnership with Zoniqx, a digital asset management pioneer, underscores OXBR's commitment to building a robust RWA ecosystem. These partnerships are strategic responses to the need for broader reach and technological enhancement, allowing OXBR to compete more effectively in the rapidly expanding RWA market.

In a further alignment with its Web3 focus, OXBR's Board approved including Bitcoin and Ethereum in its corporate treasury reserve strategy in Q1 2025. This move reflects a commitment to innovation and diversification, positioning the company to benefit from the growing global adoption of blockchain-based assets. While direct quantitative comparisons of financial performance with its larger, more diversified competitors (RNR, RE, ACGL) show OXBR with generally smaller revenue, lower profitability, and less robust cash flow generation, its strategic pivot aims to fundamentally alter this dynamic by unlocking new capital sources and revenue streams that are distinct from traditional reinsurance.

Financial Performance: A Dual Narrative

OXBR's recent financial performance presents a dual narrative, reflecting both the inherent volatility of its traditional reinsurance business and the significant investments in its Web3 transformation. For the three months ended June 30, 2025, net premiums earned increased to $582,000, up from $564,000 in Q2 2024. Similarly, for the six months ended June 30, 2025, net premiums earned rose to $1.18 million from $1.11 million in the prior year, primarily due to higher rates on in-force contracts. This indicates a healthy pricing environment in its core market. However, the period was significantly impacted by a catastrophic event. OXBR recognized a full limit loss of $2.3 million on one of its reinsurance contracts due to adverse loss development from Hurricane Milton. This resulted in a substantial increase in the loss ratio to 394% for Q2 2025 and 194.8% for the six-month period, compared to 0% in the prior comparable periods. Crucially, the net impact of Hurricane Milton's loss on the company's equity was approximately $1.18 million, after accounting for the portion borne by external tokenholders. This demonstrates the de-risking effect of the tokenization model, where third-party capital absorbs a share of the losses, mitigating the direct financial impact on OXBR's balance sheet.

Operating expenses also saw a notable increase. General and administrative expenses for Q2 2025 surged to $1.30 million from $566,000 in Q2 2024. This rise was primarily driven by increased professional costs related to investor relations, Web3 subsidiary tokenization costs, renewed S-3 related costs, increased human resources and personnel costs, and legal expenditures. Consequently, the expense ratio climbed to 227% for Q2 2025 and 160.7% for the six-month period. These elevated expenses reflect the significant investment OXBR is making in building out its SurancePlus operations and expanding its Web3 footprint.

From the SurancePlus segment, management fee income was $529,000 for both Q2 and the six months ended June 30, 2025, with underwriting related income of $518,000 and $1.047 million for the respective periods. Total segment revenue for SurancePlus reached $1.055 million for Q2 2025 and $1.591 million for the six-month period. These figures, while still modest in the context of the broader reinsurance market, illustrate the nascent revenue generation from the tokenization initiatives.

In terms of liquidity, cash and cash equivalents, along with restricted cash, increased by $760,000 to $6.7 million as of June 30, 2025. This was supported by $2.7 million in net proceeds from a registered direct offering and premium deposits, partially offset by Hurricane Milton loss payments and administrative expenses. The unearned premiums reserve also increased by $1.04 million to $2.03 million, reflecting new reinsurance contracts for the 2025-2026 treaty year. This financial snapshot reveals a company actively investing in its future, with the Web3 segment beginning to contribute to revenue while the traditional business faces inherent catastrophe risks, albeit with a partially de-risked model.

Outlook and Growth Catalysts

OXBR's outlook is firmly anchored in its vision to become a leading player in the RWA and Web3 sector. Management expresses strong optimism regarding the long-term prospects of its core reinsurance business, complemented by the successful integration and growth of SurancePlus. The company is actively advancing its 2025 and 2026 tokenized reinsurance offerings, which include both the 20% balanced-yield and 42% high-yield products, assuming no underlying losses. To incentivize early investment, OXBR offers a 3.5% annualized dividend on funds received before they go live into reinsurance contracts on June 1.

The underlying assumptions for this ambitious growth trajectory are multi-faceted. Management anticipates continued, robust expansion of the tokenized asset market, with industry forecasts projecting a market size of $10-30 trillion by 2034. They also expect a supportive regulatory environment, noting the current administration's positive stance on the RWA space. Furthermore, the success of strategic partnerships with entities like Plume and Midnight Foundation is crucial for expanding distribution channels and enhancing investor access to OXBR's digital securities. These alliances are designed to accelerate the company's growth in RWA tokenization and Web3 infrastructure.

A key aspect of this forward-looking strategy is the de-risking of OXBR's business model. By raising third-party capital through tokenization, the company reduces its direct exposure to catastrophic losses. This allows OXBR to put more capital to work in the reinsurance market while simultaneously lowering its own risk profile, as a portion of losses can be borne by external tokenholders. This capital-light approach is a significant catalyst for sustainable growth, enabling the company to generate management fees from a larger pool of assets without commensurate balance sheet risk. The company has also scheduled an Extraordinary General Meeting to approve measures that will further accelerate its Web3 strategy, ensuring all necessary "building blocks are in place" for future expansion.

Conclusion

Oxbridge Re Holdings is undergoing a transformative period, strategically pivoting from a niche Gulf Coast reinsurer to a pioneering force in the tokenized Real-World Asset (RWA) market. This bold move, spearheaded by its SurancePlus subsidiary, leverages blockchain technology to democratize access to reinsurance contracts, offering a compelling investment thesis built on innovation, transparency, and the potential for attractive, uncorrelated returns. While the company's Q2 2025 results, marked by a full limit loss from Hurricane Milton, underscore the inherent risks of its core business, the tokenization model demonstrated its ability to mitigate the net impact on OXBR's equity by distributing losses to external tokenholders.

The investment narrative for OXBR hinges on its first-mover advantage and technological differentiation in a rapidly expanding market. Its commitment to SEC compliance and PCAOB-audited financials for SurancePlus establishes a critical trust factor, distinguishing it from many nascent Web3 ventures. Strategic partnerships and a diversified product suite, including both balanced-yield and high-yield tokenized securities, are poised to attract a broader investor base and expand its capital-raising capabilities. Investors should monitor the continued adoption of its tokenized offerings, the execution of its strategic partnerships, and the evolving regulatory landscape for Web3 assets. Despite the inherent volatility of reinsurance, OXBR's strategic pivot offers a unique opportunity to participate in the convergence of traditional finance and blockchain technology, potentially unlocking significant long-term value as it redefines access to a multi-trillion-dollar market.