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DLA Piper advises Andreessen Horowitz on US$30 million investment in Prosper AI

Reported by Legaldesire
Jun 30, 2026· 2 min read
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Key Takeaways
  • • Andreessen Horowitz (a16z) led a US$30 million Series A financing round for Prosper AI, with DLA Piper serving as legal counsel to the venture capital firm.
  • • Prosper AI operates an agentic AI platform designed for healthcare patient access, automating call answering, appointment scheduling in electronic health records, insurance benefit verification, patient billing, and insurer communication.
  • • DLA Piper's deal team was led by Partners Josh Seidenfeld and John Hutar from the firm's Palo Alto office, supported by three associates across Miami, San Diego, and San Francisco.
  • • a16z manages over US$100 billion in assets and continues to invest in AI-driven healthcare solutions; DLA Piper has completed more than 2,100 financings totaling over US$80 billion in the past three years.
  • • The transaction reflects sustained venture capital interest in artificial intelligence applications within healthcare, a sector with significant operational efficiency and revenue cycle management opportunities.
Summary
Andreessen Horowitz closed a US$30 million Series A investment in Prosper AI, with venture capital law firm DLA Piper providing legal advisory services on the transaction. a16z served as lead investor in the financing round, reinforcing its strategic focus on AI-driven healthcare solutions. The deal positions Prosper AI to scale its platform within the patient access and healthcare administrative automation space.

Prosper AI's platform addresses a critical operational challenge in healthcare delivery: patient engagement and revenue cycle administration. The agentic AI solution automates inbound patient calls, schedules appointments directly into electronic health records systems, verifies insurance benefits in real-time, manages patient billing workflows, and initiates insurer contact when additional clinical or administrative information is required. This functionality targets a substantial cost center for healthcare providers, where administrative overhead and missed appointment revenue significantly impact financial performance.

The DLA Piper engagement was led by Partners Josh Seidenfeld, who heads the firm's Northern California Corporate and Securities practice, and John Hutar, both based in Palo Alto. The deal team also included Associates Thomas Heiser (Miami), Melody Lilazy (San Diego), and Nava Majlesi (San Francisco). DLA Piper's Emerging Growth and Venture Capital practice comprises over 200 lawyers focused on high-growth sectors including technology, healthcare, and life sciences. The firm completed more than 2,100 financings globally over the preceding three years, totaling more than US$80 billion in transaction value, and ranks among the most active global law firms for venture capital deal volume according to PitchBook.

Andreessen Horowitz, managing over US$100 billion across multiple funds, continues to prioritize investments in artificial intelligence applications with near-term commercial traction. Healthcare automation, particularly solutions addressing patient access and administrative efficiency, represents a category where AI deployment delivers measurable operational impact and revenue protection for provider organizations.

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Legaldesire DLA Piper advises Andreessen Horowitz on US$30 million investment in Prosper AI