Original Jurisdiction

Earlier this month, Jaime Santos joined Proskauer Rose, making her the latest in a series of appellate advocates to switch firms in 2026. She came from Goodwin, where she practiced for more than a dozen years and served as co-head of the Supreme Court and appellate practice.

What led Jaime to make the move, and what does she think is driving all the lateral hiring in the space? With a new Supreme Court Term starting this coming Monday, which cases is she watching? And as the first ERISA and employee-benefits lawyer I’ve had on the podcast (after more than 100 episodes), what does she see as the key emerging issues in the field?

Thanks to Jaime for such an interesting and inspiring conversation, and congratulations to her on joining Proskauer.

Show notes:

* Jaime Santos bio, Proskauer Rose LLP

* Goodwin Supreme Court Group Chief Santos Bolts for Proskauer, by Meghan Tribe and Jacklyn Wille for Bloomberg Law

* Proskauer Hires Goodwin Procter’s Supreme Court Co-Head, by Kevin Penton for Law360

Sponsored by:

NexFirm helps Biglaw attorneys become founding partners. To learn more about how NexFirm can help you launch your firm, call 212-292-1000 or email [email protected].

Five years ago this fall, Mathew Rosengart made international headlines when he secured the termination of the 13-year conservatorship of pop icon Britney Spears. But while he might be most famous for how he helped #FreeBritney, Rosengart has litigated many major matters over the years, representing clients ranging from Hollywood celebrities like Sean Penn and Selena Gomez to multinational corporations like Meta and Verizon.

How did Mathew, co-chair of the media and entertainment litigation group at Greenberg Traurig, get to where he is today? Last week, I had the pleasure of interviewing him about his remarkable career. We discussed his clerkship with David Souter, then a justice of the New Hampshire Supreme Court; his service as a federal prosecutor, where he handled several high-profile cases; and his current practice at the highest levels of entertainment law and litigation.

Thanks to Mathew for joining me on this must-listen episode of the Original Jurisdiction podcast.

Show notes:

* Mathew S. Rosengart bio, Greenberg Traurig

* Mathew Rosengart, Hollywood’s King of Litigators, Talks Britney Spears Conservatorship, Early Legal Influences and Standing Up Against Bullies, by Malina Saval for Variety

* The Man of Steel, by Elizabeth Gehrman for BC Law School Magazine

* Justice Souter’s book list, by Mathew Rosengart for SCOTUSblog

Sponsored by:

NexFirm helps Biglaw attorneys become founding partners. To learn more about how NexFirm can help you launch your firm, call 212-292-1000 or email careerdevelopment at nexfirm.com.

Legal AI is a big deal—and a big business. How do we know this? It’s attracting interest beyond specialized, law-focused providers like Harvey and Legora (which are themselves already multibillion-dollar businesses).

Last month, Google announced Gemini Enterprise for Legal, part of the company’s growing suite of purpose-built industry solutions. But what makes this new product different from general-purpose AI?

To learn more about Gemini Enterprise for Legal, I interviewed Halimah DeLaine Prado, who has served as GC of Google since 2020. But given the breadth and importance of Halimah’s role and Google’s many appearances in the news these days, we covered other subjects as well—including the ad-tech antitrust litigation, in which a major ruling came down last week, and the proliferation of lawsuits against social-media platforms like YouTube, which Google owns.

Thanks to Halimah for her time and insight, and congrats to her and her colleagues on the launch of Gemini Enterprise for Legal.

Show notes:

* Halimah DeLaine Prado bio and blog posts, Google

* Exclusive: Google’s general counsel says AI can’t replace human judgment, by Ina Fried for Axios

* Now introducing Gemini Enterprise for Legal, by Thomas Kurian for Google Cloud

Sponsored by:

NexFirm helps Biglaw attorneys become founding partners. To learn more about how NexFirm can help you launch your firm, call 212-292-1000 or email [email protected].

Cryptocurrency is at a critical point in its evolution. The existential questions have been answered—crypto is here to stay—and now the main issues relate to how it will be regulated (and by whom). Last year, Congress passed the GENIUS Act, landmark legislation governing a particular category of crypto called stablecoins. And when it returns from its August recess, the Senate will consider the CLARITY Act, a comprehensive market-structure bill covering the entire digital-asset ecosystem.

So Molly Abraham, who became the new general counsel of Coinbase last month, assumes her new role at an exciting time for her company—the nation’s largest cryptocurrency exchange—and for the crypto industry more generally. After reviewing her impressive legal career (and reminiscing about Wachtell Lipton), we covered the CLARITY Act, how Coinbase’s legal team is using AI in innovative ways, and how Molly believes the raging litigation over prediction markets will be resolved.

Thanks to Molly for joining me, and congratulations to her on becoming the GC of Coinbase.

Show Notes:

* Molly Abraham bio, Coinbase

* Coinbase’s New GC Sees AI as Legal Department’s Biggest Opportunity and Risk, by Michael Gennaro for Law.com

* Molly Abraham of Coinbase on Legal Leadership, Flying Cars, and The Art of Questioning Everything, by GC AI

Sponsored by:

NexFirm helps Biglaw attorneys become founding partners. To learn more about how NexFirm can help you launch your firm, call 212-292-1000 or email [email protected].

For much of the time that I’ve been writing about the legal profession, the line between plaintiff- and defense-side litigation was clear, stable, and widely respected. Small, scrappy firms took plaintiffs’ work on contingency; large, prestigious firms defended corporations for hourly rates. That division has been eroding—slowly at first, then with increasing speed. Today, defense-oriented Biglaw firms are actively seeking plaintiff-side engagements for their corporate clients, competing with the plaintiffs’ bar for cases that they wouldn’t have looked at even a decade ago.

On Wednesday, May 6, I had the pleasure of moderating an excellent panel discussion dedicated to exploring these developments. It featured three great experts: Eva Cole, co-chair of the antitrust and competition practice at Winston Taylor; Evan Meyerson, managing director at Burford Capital; and Avi Weitzman, co-chair of the complex litigation and arbitration practice at Paul Hastings.

I’m now pleased to share our conversation with you as a special episode of the Original Jurisdiction podcast. Thanks to the panelists for the time and insight, and thanks to Burford Capital for organizing this great event.

Show Notes:

* Defense-Focused Biglaw Moves Into Plaintiff-Side Work, by David Lat for Original Jurisdiction

* Turning In-House Legal Departments Into Revenue Generators, by David Lat for Original Jurisdiction

* Survey of in-house counsel on commercial opt-out claims, by Burford Capital

* Litigation economics: CFOs and GCs weigh in on best practices in optimizing legal department value, by Burford Capital

Sponsored by:

Burford Capital helps companies and law firms unlock the value of their legal assets. With a portfolio of over $7 billion and listings on the NYSE and LSE, Burford provides capital to finance high-value commercial litigation and arbitration—without adding cost or risk or giving up control. Clients include Fortune 500 companies and Am Law 100 firms, who turn to Burford to pursue strong claims, manage legal costs and accelerate recoveries. Learn more at burfordcapital.com.

Earlier this year, Benjamin Gruenstein left Cravath Swaine & Moore, his professional home for almost two decades, and founded his own boutique, Gruenstein Law. Ben and I first met around the time that he launched his firm, after we were introduced by a mutual friend (but not his brother, former Wachtell Lipton partner David Gruenstein, with whom I used to work). I greatly enjoyed my conversation with Ben and thought that I’d love to have him on the podcast at some point.

And now, the time has come. In our conversation, Ben discussed three topics in the news: (1) his departure from Cravath, which has seen higher-than-usual partner turnover this year, and why he wanted to launch his own firm; (2) Fernandez v. United States, an interesting and important case that was recently decided by the U.S. Supreme Court, which Ben argued before the justices; and (3) how AI is transforming the practice of law—and the role it played in Ben’s decision to leave Biglaw.

Thanks to Ben for his insights—in our interview and more generally—and good luck to him and his colleagues at Gruenstein Law.

Show Notes:

* Benjamin Gruenstein bio, Gruenstein Law

* Cravath Partner Gruenstein Launches Boutique Firm in New York, by Meghan Tribe for Bloomberg Law

* Cravath Investigations Partner Launches His Own Boutique, by Ryan Harroff for Law.com

* Cravath Partner Launches Corporate Investigations Boutique, by Daniel Connolly for Law360

Sponsored by:

NexFirm helps Biglaw attorneys become founding partners. To learn more about how NexFirm can help you launch your firm, call 212-292-1000 or email [email protected].

Last Tuesday, June 30, the U.S. Supreme Court issued its final opinions in argued cases for October Term 2025. So it’s an ideal time to review the Term that was—and to look ahead to what’s on the docket for OT 2026.

I could think of no better guest for this project than my husband, Zachary Baron Shemtob. Zach is the executive editor of SCOTUSblog—a leading news outlet, if not the leading news outlet, about the Supreme Court. Before joining SCOTUSblog in May 2025, he practiced at two top law firms, clerked for the Second Circuit and Southern District of New York, and graduated from Georgetown Law, where he served as editor-in-chief of the law review. Prior to his legal career, Zach was an assistant professor of criminology, where he focused on legal decision making.

Thanks to Zach for joining me—and thanks to him and the entire team at SCOTUSblog for their excellent work.

Show Notes:

* Zachary Shemtob author page, SCOTUSblog

* Zachary Baron Shemtob, personal website

Sponsored by:

NexFirm helps Biglaw attorneys become founding partners. To learn more about how NexFirm can help you launch your firm, call 212-292-1000 or email [email protected].

Defending some of the Trump administration’s most controversial policies in court, before frequently skeptical judges, can be difficult. But Abhishek “Abhi” Kambli, who recently stepped down as deputy associate attorney general, took on this challenge—repeatedly. During 15 months at the U.S. Department of Justice, he personally argued more than 20 consequential cases, involving subjects including the Biglaw executive orders, the Alien Enemies Act, and military service by transgender individuals.

Earlier this month, Kambli joined Holtzman Vogel—a boutique known for its political-law practice, state attorneys general work, and government investigations expertise, as well as its high-level connections in Republican and conservative circles. Having completed his government service, Abhi is freer than before to speak his mind—and graciously agreed to sit down with me to talk about his time in the administration.

Thanks to Abhi for a thoughtful conversation, which included fielding difficult questions, and congrats to him on his latest move.

Show Notes:

* Abhishek Kambli bio, Holtzman Vogel

* Abhi Khambli, X (fka Twitter)

* Ex-DOJ Lawyer Who Defended Trump’s Big Law Attacks Lands at Firm, by Tatyana Monnay for Bloomberg Law

* DOJ’s Kambli Entrusted to Pull Off Win in Trump-Big Law Fight, by Justin Henry for Bloomberg Law

Sponsored by:

NexFirm helps Biglaw attorneys become founding partners. To learn more about how NexFirm can help you launch your firm, call 212-292-1000 or email [email protected].

For longtime observers of the legal profession, here’s a headline we wouldn’t have expected a few years ago: “The Eight-Figure Talent Race for Supreme Court Lawyers.” According to Ryan Barber and Erin Mulvaney of The Wall Street Journal (gift link), superstar SCOTUS advocates—including former solicitor general Elizabeth Prelogar, now at Cooley, and former acting SG Jeff Wall, who recently joined Gibson Dunn—are commanding pay packages previously unheard of for appellate practitioners.

For such a small and elite group, the Supreme Court bar has seen a striking amount of movement in the past few weeks. In April, Wall led a four-partner group that decamped from Sullivan & Cromwell to Gibson. A few days later, another leading high-court litigator, Kannon Shanmugam, left Paul Weiss and joined Davis Polk & Wardwell, where he now heads the firm’s new Supreme Court and appellate practice group.

What explains this flurry of movement in the SCOTUS space? Why are top firms investing so heavily in Supreme Court and appellate practices? And what broader trends might this reflect?

I could think of no better guest to explore these topics than Kannon Shanmugam. Not only did he recently go through the recruiting process as a lateral partner, but he’s now going to be doing some hiring of his own, as he and Masha Hansford build out what Kannon hopes will be “the very best appellate practice in the country.”

Thanks to Kannon for speaking with me, and congratulations to him and Masha on their move to Davis Polk.

Show Notes:

* Kannon Shanmugam bio, Davis Polk & Wardwell

* Kannon K. Shanmugam profile, Chambers and Partners

* Davis Polk Looks to Appellate Star Shanmugam to Elevate D.C. Build, by Meghan Tribe for Bloomberg Law

Sponsored by:

NexFirm helps Biglaw attorneys become founding partners. To learn more about how NexFirm can help you launch your firm, call 212-292-1000 or email [email protected].

The trend of leading litigators launching their own boutiques continues. Last month, three Chambers-ranked trial lawyers—Jessie Liu, Justin Shur, and Jonathan Kravis—left their respective firms to found Liu Shur Kravis in Washington, D.C.

What makes LSK particularly interesting is that it’s a “bipartisan boutique”—unusual in D.C., where boutiques tend to have a partisan valence. Liu was the Senate-confirmed U.S. attorney for D.C. in the first Trump administration, while Kravis worked in the White House Counsel’s Office in the Obama administration.

To learn more about how LSK came together and what its launch might reflect about the evolving legal industry, I welcomed Jessie Liu to the podcast. We first discussed her journey as the daughter of Taiwanese immigrants from a small town in Texas to the top of the legal profession—including her service at Main Justice, her tenure as U.S. attorney, and her years as a Biglaw partner, most recently at Skadden Arps. We then tackled events in the news—and Jessie shared her thoughts, as someone who served at a high level in the first Trump administration, on how the second Trump administration differs from the first.

Thanks to Jessie for joining me, congratulations to her and her partners on the launch of LSK, and good luck to them in the years ahead.

Show Notes:

* Jessie K. Liu bio, Liu Shur Kravis LLP

* Jessie K. Liu profile, Chambers and Partners

* Jessie Liu bio, Wikipedia

Sponsored by:

NexFirm helps Biglaw attorneys become founding partners. To learn more about how NexFirm can help you launch your firm, call 212-292-1000 or email [email protected].