Venture-Backed BigLaw
65 min|October 8, 2026
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Venture-Backed BigLaw

An interview with John Nay & Mike Schmidtberger

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What happens when the chair of one of the world's most successful law firms walks away from BigLaw to join a venture-backed AI company? In 2026, Mike Schmidtberger, who chaired Sidley Austin's Executive Committee from 2018 to 2025, became Chairman of Norm Law, an AI-native law firm built alongside Norm, the legal and compliance AI company founded by John Nay that is now valued at more than $1 billion. Together they are testing a model that could reshape how legal services are built, priced, and delivered.

In this episode of New Law Order, a limited series and podcast co-hosted by Joel Cohen and Yale Law School Professor John Morley, the founder and the former BigLaw chair explain how a technology company and a law firm can be "as married as they're legally allowed to be," what AI agents actually do on a deal, and why they have abandoned the billable hour.

The Odd Couple

Nay and Schmidtberger were introduced by former Thomson Reuters CEO Tom Glocer, a member of Norm's legal advisory board. Schmidtberger describes visiting Norm's offices, seeing legal engineers and software engineers working side by side, and concluding that Nay was "five years ahead" of where he had hoped to take knowledge management at Sidley. He "failed retirement after 11 days." Nay explains the "full stack" strategy he first used at Brooklyn AI, where he built an SEC-registered investment adviser on top of his own AI platform rather than just selling software, a company later acquired by Nuveen.

Two Companies, One Mission

Because most states bar nonlawyers from owning law firms, Norm Law is a separate New York partnership owned by its lawyers and connected to Norm by contract, with Norm Law paying for use of the technology. The hosts compare it to the management services organization (MSO) structures private equity has used to invest in accounting firms. Nay explains why building the AI and using it every day in the same enterprise creates a feedback loop that a pure software vendor or a traditional firm cannot match, and why selling to in-house teams and running a law firm reinforce rather than undercut each other.

AI Agents on the Deal

Norm's agents review marketing and investor communications against SEC and FINRA rules for clients such as asset managers and insurers. At Norm Law, agents trained on a client's own precedents and playbooks draft the first set of documents while the partner is still on the phone with the client. A full-service, AI-forward firm, Norm Law focuses on sophisticated but repetitive transactional work, from fund formation and venture capital to private equity and real estate, and is not yet doing litigation. Schmidtberger explains how the firm keeps each client's proprietary data and agents segregated, much as any firm handles conflicts and confidentiality.

Beyond the Billable Hour

Norm Law prices by document or transaction, indexed to what clients have historically paid, with no upfront charges and no hourly billing. The guests describe how that alignment changes the firm itself: no up-or-out associate track, associates trained through AI-assisted "simulation" sitting elbow to elbow with partners, partners hired for practice excellence rather than portable books of business, and a firm whose value does not walk out the door when a lawyer leaves. Schmidtberger offers his advice to BigLaw leaders, and Nay describes "supervisory AI," agents that monitor other AI agents for legal and regulatory compliance as AI does more of the economy's work.

What to Know Now

Norm launched Norm Law in November 2025 alongside a $50 million investment from Blackstone, and in July 2026 raised a $120 million Series C led by Khosla Ventures at a $1.2 billion valuation, bringing its total funding to more than a quarter of a billion dollars at the time of taping.

The rules on nonlawyer ownership remain the central constraint on models like this one. ABA Model Rule 5.4 and most states still bar nonlawyers from owning law firms or sharing legal fees. Arizona has licensed alternative business structures since 2021, including KPMG Law US in 2025, and Utah runs a regulatory sandbox, while California in 2025 barred its lawyers from sharing contingency fees with out-of-state alternative business structures. Private equity interest is growing through MSO arrangements that invest in a firm's business operations rather than the practice of law itself. For lawyers using AI agents in their own practices, ABA Formal Opinion 512 (2024) addresses competence, confidentiality, supervision, communication with clients, and fees for work done with generative AI.

Additional Resources

Ethics Rules and Opinions

  • ABA Model Rule 5.4 (Professional Independence of a Lawyer): Bars lawyers from sharing legal fees with nonlawyers and from practicing in firms owned or directed by nonlawyers, the central constraint behind the separate Norm Ai and Norm Law entities.
  • New York Rule of Professional Conduct 5.8: Permits contractual relationships between lawyers and certain listed nonlegal professionals, so long as the nonlegal party has no ownership interest in or control over the law firm.
  • ABA Model Rule 1.1, Comment 8 (Technological Competence): Competence includes keeping abreast of the benefits and risks of relevant technology.
  • ABA Model Rule 1.5 (Fees): Fees must be reasonable; flat, fixed, and other alternative fee arrangements are permitted.
  • ABA Model Rule 1.6(c) (Confidentiality): Requires reasonable efforts to prevent unauthorized disclosure of or access to client information.
  • ABA Model Rules 5.1 and 5.3 (Supervision): Supervisory duties over lawyers and nonlawyer assistance, including technology and outsourced services.
  • ABA Formal Opinion 512 (July 29, 2024), Generative Artificial Intelligence Tools: The ABA's guidance on competence, confidentiality and informed consent, supervision, client communication, and fees when lawyers use generative AI.

Regulatory Reform and Law Firm Ownership

  • Arizona Alternative Business Structures (2021): Arizona eliminated Rule 5.4 and licenses ABSs that may include nonlawyer owners; KPMG Law US was approved in February 2025.
  • Utah Regulatory Sandbox (2020): The Utah Supreme Court's program allowing nontraditional legal service providers, including those with nonlawyer ownership, to operate under supervision.
  • District of Columbia Rule 5.4(b): Allows limited nonlawyer partners in firms whose sole purpose is providing legal services, but not passive outside investors.
  • California AB 931 (2025): Bars California lawyers from sharing contingency fees with out-of-state alternative business structures.
  • Management Services Organizations (MSOs): Structures in which outside investors own a company providing business and operational services to a professional firm that remains owned by licensed professionals, used widely in accounting and increasingly explored by law firms.

Reporting on Norm Ai and Norm Law

  • LawNext, "Norm Ai Raises $50 Million from Blackstone, Launches AI-Native Law Firm" (November 2025): lawnext.com
  • Bloomberg Law, "Former Sidley Leader Embraces 'Future,' Joining AI Law Firm" (January 2026): news.bloomberglaw.com
  • LawNext, "Norm Ai Hits Unicorn Status with $120M Series C at $1.2 Billion Valuation" (July 2026): lawnext.com

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About John Nay & Mike Schmidtberger

John Nay

John Nay is the Founder and CEO of Norm Ai, which builds AI agents that embed legal and regulatory requirements for financial institutions. In 2025 the company launched an affiliated AI-native law firm, Norm Law, a separate partnership owned by its lawyers. Since its founding in 2023, Norm Ai had raised more than a quarter of a billion dollars at the time of taping, including investment from Blackstone, and reached a $1.2 billion valuation in 2026. Nay is a Fellow at Stanford Law School's CodeX Center for Legal Informatics, where he leads research on a legal-informatics approach to AI alignment. He earned his Ph.D. at Vanderbilt, conducting AI research funded by the National Science Foundation and the Office of Naval Research, and was a postdoctoral research fellow at NYU. He previously founded Brooklyn Artificial Intelligence, an AI-powered investment platform with an SEC-registered investment adviser, which was acquired by Nuveen.

 

Mike Schmidtberger

Mike Schmidtberger is Chairman of Norm Law LLP and head of its Private Funds and Regulatory practice. He spent more than 35 years at Sidley Austin LLP, where he chaired the firm's Executive Committee from 2018 to 2025, served on its Executive Committee and Management Committee for nearly two decades, led the New York office as Managing Partner, and was a global co-leader of the Private Funds practice. He has been ranked Band 1 and an Eminent Practitioner for hedge funds by Chambers Global and Chambers USA, and in 2026 the Financial Times named him one of its 50 innovators in law. He holds a J.D. from Columbia Law School and a B.A. from Columbia University, which have honored him with the John Jay Award and the Alumni Medal.