Top 5 VC Deals of the Week in Fintech (3/23/26)

As the global financial ecosystem increasingly prioritizes resilience and institutional integration, the week served as a landmark period for fintech investments. Deal flows shifted towards “sovereign-grade” infrastructure and automated defense, with over $1.1 billion deployed across several major transactions.

Leading the charge were high-stakes investments in consumer privacy and cross-border wealth rails. The deals signal that the industry has entered a phase of technical maturity where security is no longer an add-on but the primary product.

Key Highlights

• Consumers ruled the week’s financial flows.
• Transaction security continued to raise concerns.
• Deals focused on transnational integrations.

Here are the top five fintech deals for the week of March 23, 2026:

Top 5 VC Deals in Fintech (3/23/26)

1. Cloaked

• Deal Amount: $375 Million
• Companies Involved: Cloaked; General Catalyst and Liberty City Ventures (Co-leads)
• Investors: General Catalyst and Liberty City Ventures (Co-leads); participation from Lux Capital, Human Capital, Marquee Ventures, Fifth Growth Fund, NFL Players Association, LG Technology Ventures, Assurant Ventures, and DuckDuckGo.

Massachusetts-based Cloaked secured the week’s largest transaction with a $375 million Series B and growth financing round. The capital, raised through General Catalyst’s Customer Value Fund, is earmarked for the global expansion of its identity-cloaking technology.

Cloaked allows its over 350,000 users to generate “disposable” financial credentials to mitigate fraud. The massive size of this round underscores the premium investors are placing on security layers as autonomous cyber threats become increasingly sophisticated.

2. Upvest

• Deal Amount: $125 Million
• Companies Involved: Upvest, Sapphire Ventures, and Tencent (Co-leads)
• Investors: Sapphire Ventures and Tencent (Co-leads); participation from existing investors BlackRock and Bessemer Venture Partners.

Berlin-based Upvest secured $125 million, comprising a $90 million equity round and a $35 million debt facility. Upvest provides API-first infrastructure that enables fintechs and traditional banks to offer investment products such as fractional shares.

The new capital will support the rollout of localized pension products, absorbing the regulatory complexity for its partners.

3. XBOW

• Deal Amount: $120 Million
• Companies Involved: XBOW; DFJ Growth and Northzone (Co-leads)
• Investors: DFJ Growth and Northzone (Co-leads); participation from new investors Sofina and Alkeon Capital, as well as existing investors Altimeter, NFDG Ventures, and Sequoia Capital.

Seattle-based XBOW, a leader in autonomous offensive security, raised $120 million in Series C financing, pushing its valuation past the $1 billion “unicorn” mark. Founded by the creator of GitHub Copilot, XBOW continuously tests financial applications for vulnerabilities at machine speed using AI.

The funding arrives as institutions shift away from periodic manual penetration testing toward continuous, “autonomous hacker” simulations to keep pace with AI-focused adversaries.

4. Oasis Security

• Deal Amount: $120 Million
• Companies Involved: Oasis Security; Craft Ventures (Lead)
• Investors: Craft Ventures (Lead); participation from Sequoia Capital, Accel, and Cyberstarts.

New York-based Oasis Security secured $120 million in Series B funding to tackle the rising risk of “non-human” identities. As banks and fintechs deploy thousands of AI agents to handle automated workflows, Oasis provides the governance framework to manage their access permissions.

With reported 5x year-over-year ARR growth, the company is becoming a foundational layer for Fortune 500 companies managing “agentic” infrastructure.

5. Surf AI

• Deal Amount: $57 Million
• Companies Involved: Surf AI; Accel (Lead)
• Investors: Accel (Lead); participation from Cyberstarts and Boldstart Ventures.

Rounding out the top five, Surf AI emerged from stealth with $57 million in funding. Based in New York with Israeli roots, Surf AI is an “agentic” operations platform designed for modern security teams.

Unlike traditional monitoring tools, Surf AI builds a “context graph” of an organization’s digital ecosystem, including cloud, IT, and HR systems, to prioritize risks based on business impact and orchestrate automated remediation.

The Takeaway

The fintech deals reveal an industry doubling down on “hard” technology. While previous cycles focused on front-end user experience, the current capital flow is being directed toward the invisible “plumbing” of the financial world.

Consequently, the deployment of over $1.1 billion across five transactions serves as a clear market signal. Providers capable of building the most resilient and secure infrastructure for a burgeoning “agentic” economy will dominate Fintech’s next chapter.