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Sam Levine is the Commissioner of the NYC Department of Consumer and Worker Protection. We discuss Sam's bottom-up lawyering, which both describes his approach to defending the most vulnerable citizens and his technique for developing the enforcement priorities for the agency.
This episode reflects evolution of thought on Sam's practice - he suggested in his last episode that working for a city government may be underrated, and we explore how Sam has applied his own advice.
Some key ideas from the episode:
- the importance of feedback loops in enforcement
- identifying the gap in laws and enforcement
- measuring compliance using data
- sidestepping prestige to focus on impact
- building enforcement consensus with multiple stakeholders
Paven Malhotra is leading headline-making AI disputes for OpenAI and other tech companies. We discuss how an early bet on 3D-printing as a frontier dispute didn’t pan out, but laid the foundation for his early bet on AI.
This episode breaks down the business development skills Paven began honing as a teenager cold-calling for roofing services to understand how lawyers should think about building a practice at the bleeding edge of technology disputes.
Paven shares the principles he’s learned in successive cycles of technology disputes for the playbook for how frontier technology disputes unfold in courts. We discuss how to litigate tech disputes when the tech and industry is rapidly being formed.
This episode explores how to build a practice and litigate disputes under uncertainty, and find meaning by taking action first and getting clarity later.
Willy Jay leads the Supreme Court & Appellate Practice at Paul, Weiss. His story is about practicing the art of the possible: using technical legal expertise to understand judicial constraints of a case and find the best path to the client’s objective.
After leading hundreds of appellate matters, Willy shares principles of appellate advocacy, including:
We also discuss Willy’s approach to business development through short-, medium-, and long-term strategies, and the skills he is still deliberately working to improve after decades at the highest levels of appellate practice.
Matt Turetzky leads litigation at Kraken after four years at Coinbase, where he helped direct two cases that reached the Supreme Court.
His story is about finding asymmetric bets. Matt explains how a question about pausing district-court litigation led him to a circuit split, why a seemingly strong Supreme Court argument ended in a 9–0 loss, and what both experiences taught him about uncertainty.
We also explore how Matt acts as an “apex consumer” of legal services: building trust with outside counsel before a crisis, using fixed fees to compare value, and giving trusted lawyers enough autonomy to do their best work. He shares a practical system for decision-ready writing, including why the first sentence deserves most of an editor’s attention.
The same logic shapes Matt’s career. He left a safe BigLaw path to become the first associate at a new litigation boutique, asking a question that reframed the choice: “Have you considered the risk of me staying?” That move led to tech litigation, Coinbase, and Kraken. It also reinforced his deeper bet on becoming a generalist who can solve unfamiliar problems at the frontier.
If you liked this episode, here are 3 others you might like
- 043: Priyanka Timblo on the strategy behind a $101 million verdict, being underestimated, and the benefits of being all-in
Priyanka makes the case for deep specialization, offering a sharp counterpoint to Matt’s belief that a generalist can keep winning at the frontier.
- 041: Rakesh Kilaru on decision-making tools honed at the White House, trial strategy through subtraction, and what it takes to build a high-stakes trial boutique
Rakesh shows how trust, fixed fees, and a generalist trial model can turn the same ideas Matt uses as a client into a law firm’s edge.
- 039: Ambika Kumar on defending free speech, building a tech-speech practice from Seattle, and litigating the TikTok ban
Ambika’s leap into frontier tech litigation shows how eagerness, concise advice, and smart career bets create opportunities that a safe path rarely does.
Gopi Panchapakesan is a first-chair trial lawyer and an introvert. He's developed an understated approach that is an effective antidote to the typical loud trial lawyer persona.
After nine trials, five in the last three years, Gopi broke down the trial techniques he's developed. We cover specific and contrarian tactics for objections, admissions, void dire, impeachment, storytelling, demonstratives, and dismantling the other side’s story.
We also discuss the benefits of constraints at trial, especially in second-guessing the evidence. And we talk about his thoughtful periodic digests that he sends to his network on lessons learned from his trials.
If you liked this episode, you'll like these:
This episode is about chopping wood. While the headlines about litigation finance involve splashy deals and volatile policy, Adam Gill takes us to the backroom to show the work of litigation finance is risk management.
This is a rare opportunity to examine the operations of litigation finance. Adam discusses how he considers the law firms, parties, budget, appellate risk, settlement posture. The work is aligning incentives for the stakeholders - dealmaking.
I'm happy to bring Adam back - he was the first podcast guest and an early supporter in my entrepreneurship.
If you liked this episode, you'll like:
001 Adam Gill: how trading stocks led to litigation finance. Adam’s first conversation gives the origin story behind this return episode: how patent-litigation curiosity, public-market analysis, and writing opened the door to litigation finance.
046 Mani Walia: the lunch that launched a fund a decade later - trust, focus, and alignment. Mani shows a different path from trial lawyer to funder, where old relationships and aligned downside become the foundation for a litigation fund.
049 Louis Tompros: what trial lawyers need to understand about winning — Louis gives the trial-lawyer version of a question Adam treats as underwriting: what actually counts as a win for the client?
Litigators have one point of view on litigation risk. As a litigation funder, Adam Gill prices, transfers, and manages risk. As Adam notes, litigation finance has easy math and hard judgement.
This is a rare opportunity to dive into how a litigation funder considers the litigators, clients, budgets, venues, damages, appeal risk, settlement attraction, and incentives of all stakeholders. This is the dealmaking for litigation risk.
Adam's approach to litigation funding is less about splashy deals and more about chopping wood. This episode helps litigators think about winning by asking what winning even looks like.
If you liked this episode, you might like:
001 Adam Gill: how trading stocks led to litigation finance Adam’s first conversation gives the origin story behind this return episode: how patent-litigation curiosity, public-market analysis, and writing opened the door to litigation finance.
046 Mani Walia: the lunch that launched a fund a decade later - trust, focus, and alignment Mani shows a different path from trial lawyer to funder, where old relationships and aligned downside become the foundation for a litigation fund.
049 Louis Tompros: what trial lawyers need to understand about winning — Louis gives the trial-lawyer version of a question Adam treats as underwriting: what actually counts as a win for the client?
About the host:
Khurram Naik is a partner at Freshwater Counsel, a boutique recruiting agency focused on patent litigators. Before founding the agency, he practiced patent litigation at Goodwin. Khurram hosts Khurram’s Quorum, a podcast with in-depth conversations with federal judges, first-chair trial lawyers, and chief legal officers on their career challenges and successes. Khurram also shares insights on LinkedIn.
Rohit Nath's story includes crafting a $1.5 billion settlement with Anthropic, which if approved would be the largest copyright class action settlement ever.
But I think what's much more interesting is the process Rohit used to get here: following curiosity and overlooked opportunities.
We discuss:
If you like this episode, here are three more you might like:
About the host:
Khurram Naik is a partner at Freshwater Counsel, a boutique recruiting agency focused on patent litigators. Before founding the agency, he practiced patent litigation at Goodwin. Khurram hosts Khurram’s Quorum, a podcast with in-depth conversations with federal judges, first-chair trial lawyers, and chief legal officers on their career challenges and successes. Khurram also shares insights on LinkedIn.
Rohit Nath's story includes crafting a $1.5 settlement with Anthropic, which if approved would be the largest copyright class action settlement ever.
But I think what's much more interesting is the process Rohit used to get here: following curiosity and overlooked opportunities.
We discuss:
If you like this episode, here are three more you might like:
Tim Saulsbury is an IP litigation partner at MoFo. Tim's story is about doing the up-front work. Whether it’s:
Tim anticipates risks by taking a client-centric view of what success looks like and builds a responsive practice.
This is another episode that explores the relationship between being strategic and making the most out of opportunity, and the relationship between focus and diversification.
If you liked this episode, here are 3 others you might like:
About the host:
Khurram Naik is a partner at Freshwater Counsel, a boutique recruiting agency focused on patent litigators. Before founding the agency, he practiced patent litigation at Goodwin. Khurram hosts Khurram’s Quorum, a podcast with in-depth conversations with federal judges, first-chair trial lawyers, and chief legal officers on their career challenges and successes. Khurram also shares insights on LinkedIn.
From the publisher's feed
How elite lawyers make decisions.
Traditional legal media focuses on outcomes. But this podcast focuses on operating principles: how lawyers assess risk, build judgment, and choose…
The podcast is a library ambitious lawyers can consult to learn how exceptional lawyers think, and our guests return to document their progress.