Deep conversations with underrated lawyers.
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029: Sonal Mehta on making decisions in the face of uncertainty, evaluating opportunity costs, and listening to your gut
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This episode with Sonal Mehta is a masterclass on decision-making. We explore her early rise to partner and the path that led her to the management committee at WilmerHale by walking through the tradeoffs and opportunities she identified at each step. We also explore the role intuition plays in legal analysis. And we discuss Sonal's journey through…
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028: Silpa Maruri on creativity, self-advocacy, and how to launch a law firm
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Silpa Maruri graduated from law school in 2011, but she's already been partner at renowned trial firm Quinn Emanuel and is now founding partner at Elsberg Baker Maruri, an elite commercial litigation firm. How did she do it? In this episode, we discuss the techniques and principles Silpa used to practice creativity and self-advocacy. Launching a ne…
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027: Samuel Levine on the prestige trap, changing the law while in law school, and why every lawyer should learn how the law works for poor people
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Listening to this episode, you can't miss Samuel Levine's passion for consumer protection. It would be a mistake to look at his remarkable ascent from Harvard Law School to become Director of the Bureau of Consumer Protection at the FTC as a strategic arc to power. Samuel's story illustrates why lawyers should get their hands dirty and find work yo…
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026: Heather Stevenson on moving from law to business and back, learning new skills quickly, and negotiating contracts for bananas
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Heather Stevenson went from litigator at Sullivan & Cromwell to running a juice bar, then returned to law as a transactional lawyer at the Boston Globe where she rose to Deputy General Counsel, then became General Counsel at Red Cell Partners, an incubation firm. I've been influenced in more ways than one by Heather's adventurous career, and I admi…
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025: Kalpana Srinivasan on hip-hop dancing, making career gut decisions, and business development strategy
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Kalpana is known as one of the top trial lawyers in the country. She’s also co-chair of one of the leading trial firms in the country, Susman Godfrey. That’s a rare combination. I took this opportunity to explore themes in Kalpana’s career and professional decisions, there’s a ton of great principles covered in this conversation. In this episode, w…
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024: Ryan McCarl on highbrow and lowbrow influences in legal writing and the book publishing journey
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Ryan McCarl is a founding partner at Rushing McCarl LLP and author of Elegant Legal Writing. I was intrigued by the practicality and the eclectic range of influences Ryan draws on for this latest contribution to the pantheon of legal writing books. Ryan pulls ideas from disciplines like graphic design and marketing and from authors in nonfiction an…
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023: Moez Kaba on boldness, the art of cross-examination, and a career-changing subway conversation
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Moez Kaba is the managing partner of Hueston Hennigan, the elite trial firm. Moez’s father drove a cab, and now Moez is one of the most sought-after trial lawyers in the country, and he’s only 42. We spent a lot of time exploring Moez's approach to trial and the role serendipity and boldness played in guiding his path through law. (00:45) - how he …
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022: Nimesh Gupta on therapy, moving from biglaw to bigtech to startups, and generative AI in law
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Nimesh Gupta is the founder of Briefly, a legaltech generative AI company. I met Nimesh through a mutual friend, and we hit it off - our patent litigation background, views on parenting, therapy, and entrepreneurship. We take Nimesh’s unconventional moves from biglaw to big tech to startups and dig into the decisions. We explored how to assess risk…
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021: Neel Chatterjee on moving fast and breaking things, counterintuitive career decisions, and ChatterjeePT
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Neel Chatterjee is a partner at Goodwin. Neel is fascinating because on one hand he’s a trial lawyer that handles serious high-stakes tech disputes, and on the other hand he’s the kind of guy who has “partner and very handsome man” written on his firm business card. We spend some time going deep on these aspects of Neel, where they came from, and h…
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020: Paul Grewal on asymmetric bets, conspiracy theories, and the best question for career decisions
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Paul Grewal is the Chief Legal Officer at Coinbase. As the highly visible head lawyer at a company perennially making headlines, much of Paul's story and approach is well-known. This interview explores the lesser-known aspects of Paul's career moves: how Paul thinks about risk, the key question to ask in making a career change, and a conspiracy the…
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019: Alamdar Hamdani on "the Mama Rule", entrepreneurial civil service, and the most underrated risk in the US
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Alamdar Hamdani is the U.S. Attorney for the Southern District of Texas, one of the most important jurisdictions in the country. What I love about his story is that it’s the classic American story of how the son of poor immigrants in small-town Texas became the US attorney for one of the most important jurisdictions in the country. But I discovered…
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018: Gurbir Grewal on nonlinear career paths, how government should use media, and identifying enforcement priorities
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Gurbir Grewal's meteoric ascent to the Director of the SEC's Division of Enforcement may seem charmed, but here Gurbir shares the tradeoffs and costs of the steps he took. Gurbir is uniquely down-to-earth for someone so public and prominent, and this interview went deep into the decisions and experiences that shaped his path.…
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017: Amandeep Sidhu on turning tragedy into opportunity at The Sikh Coalition, creating consensus and finding allies, and building a portfolio of causes
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It's inspiring to hear the origin of The Sikh Coalition in the aftermath of 9/11 and the disproportional impact on the Sikh community. But it's all the more remarkable to hear how Winston & Strawn partner Amandeep Sidhu and his cofounders built an organization around consensus-building causes that benefit multiple communities. And how Amandeep did …
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016: Avaneesh Marwaha on carrying out the goals he wrote on a legal pad at 25, the #1 skill lawyers need to develop now, and what betting on yourself feels like
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As the CEO of Litera, Avaneesh Marwaha is responsible for setting the pace of innovation at a leading legaltech company. So when Avaneesh shared some of the goals he set for himself at 25 that he's still carrying out at 40, I had to dig in to learn more. A company like Litera has a powerful lens on the legal industry and where it's headed. So we sp…
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015: Kenneth Anand on writing the book on sneaker law, the returns to focusing on individuality, and lessons learned from Kanye
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When I was introduced to Kenneth Anand, I was equal parts excited and anxious. I'm no more than a casual fan of Kanye's work and I've never been into streetwear. But how could I say no to meeting the ex-GC of Yeezy? Kenneth and I ended up having a sprawling conversation about his new book Sneaker Law and how it departs from traditional legal casebo…
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014: Manik Suri on the alpha of inner confidence, the law clinic origin of his cold chain technology company, and renewable sources of internal energy
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It's hard to picture a better time to grow a cold chain technology company like Therma, and it's even harder to picture the legal clinic origins of the business. Manik Suri has made a career out of synthesizing surprising insights and finding talent to partner with. In this episode we discuss what Manik learned from a friend that ended up as a pres…
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013: Judge Matthew Kennelly on how he manages his docket, how new ideas spread among judges, and the interesting implications of lifetime tenure
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Federal judges are fascinating because they resolve high stakes matters addressing a wide swath of issues touching on every aspect of society. And because of their limited resources and the 30-some new cases they get a month in a busy court like the Northern District of Illinois, they have to become experts at building systems for making decisions.…
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012: Chief Judge James Holderman on lessons from growing up on a farm, the hardest task he had on the bench, and how he'd change federal litigation
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I'm thrilled to share this interview Chief Judge James Holderman (ret.) formerly of the Northern District and now a mediator at JAMS ADR. Externing for Judge Holderman in law school was an inflection point in my legal development, and I feel like I've been riding that wave ever since. It's rare to get a chance to sit with a federal judge and explor…
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011: Archit Shah on creating legal solutions for Robinhood, misconceptions about fintech, and yes Gamestop
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When Archit and I planned to do this episode in the new year, we didn't quite expect this much attention on Robinhood. We explore Archit's arc from the first lawyer at Robinhood to general counsel. We talked about the lessons learned from building a team of dozens of lawyers, and how he approached the novel legal and regulatory issues along the way…
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010: Megha Parekh on how strengths can become weaknesses, why perfectionism isn't the goal, and being unapologetically yourself
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I didn't expect to interview someone at another Florida sports franchise so soon, but I'm glad I had a chance to talk to Megha Parekh, Chief Legal Officer of the Jacksonville Jaguars. One of the most interesting themes from the conversation was around work-life integration and the systems she's used to foster it in herself and others. There were in…
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009: Kunal Patel on the future of South Asian creatives, lessons from working with celebrity musicians, and how to ignore a title
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Kunal Patel and I something less of a conversation and more of a jam session. We explored his career as a creative and a lawyer to creatives and the multi-year grit it took to land the roles he took on. I don't know how many lawyers once drove for Uber or took a paralegal role to get a foot in the door at the right company. We also explored his amb…
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008: Bilal Zaidi on the benefits of concentrating your forces, insights from interviewing top creators, and a revelatory glass of pomegranate juice in Lahore
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Bilal Zaidi is the host of one of my favorite podcasts, Creator Lab. We explored the genesis of his podcast and the connections it drew between his influences from Pakistani, the UK, and the US. We dove into some of the patterns Bilal has discerned from interviewing CEOs, investors, and writers. We also compared experiences growing up Pakistani in …
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007: Ashwin Krishnan on the future of sports as entertainment, bootstrapping his role as general counsel, and reflections on Miami's past and future
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You probably know more about baseball than me, but I'm glad I had a chance to learn a little about the business of the game with Ashwin Krishnan, General Counsel of the Miami Marlins. As soon as you start talking with him, you can tell he's built differently than other attorneys - there's no jargon and he's high-energy. It was fascinating to hear a…
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006: Sachin Shivaram on how Atlas Shrugged led him to steel, the advantages of being an outsider, and what's special about Wisconsin
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Sachin Shivaram is CEO of Wisconsin Aluminum Foundry Co. I was fascinated with Sachin's journey that started with every credential imaginable and led him to running an aluminum foundry in Manitowoc, WI. We talked about the surprising revelation he had from reading Atlas Shrugged that led him to the steel industry, a panic moment when hosting Joe Bi…
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005: Avanti Bakane on how to collect people, how to find allies, and why should you never stress over good intentions
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Avanti Bakane is a partner at Gordon Rees. I've known Avanti for some years now, and I've been consistently impressed with her ability to collect and connect people. I sat down with Avanti to discuss her people-driven approach to her career and what she's learned about building allies and how to manage by playing to your team's strengths. Avanti is…
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004: Rudhir Krishtel on finding true autonomy, book learning vs. experiential changes, and how a pair of red Jordans changed his life
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Rudhir Kristhel is the founder of Krishtel Coaching and a former attorney. We started the conversation talking about how his beard helped me strike out on his own and ended it with Rudhir's three-part framework for how to think about growing relationships. The theme of this conversation is how to tune in to yourself to be a better player in the gam…
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003: Vivek Jayaram on building for creatives, diversity of thought in practice, and getting clients on Craigslist
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Vivek is founder of Jayaram Law. He went from biglaw to opening his own firm in the depth of a recession, which now has three offices and is growing. We talked about how much of his growth has come from a core insight around aligning the legal work to clientele and firm culture. That lead to some interesting conversation about how to think about di…
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002: Vineet Shahani on politics as VC, career home runs v. singles, and the benefits of taking a pay cut
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Vineet and I talked about: picking the right narrative for your career career home runs v. singles politics as venture capital how to make losses as useful as wins the benefits of taking a pay cutKhurram Naik による
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001: Adam Gill on trading Chinese microcaps for fun and profit, creating opportunities by publishing, and how to get in the flow
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Learn more about Adam at https://www.glscap.com/our-team/ Learn more about Khurram at https://www.naik.co.Khurram Naik による
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