
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 casebooks. We talked about his journey from producing hip hop to law and how after 15 years of practicing law he oriented himself back to his roots in streetwear.
We talked about how the methods and culture around sneakers and streetwear is moving into other industries. And we talked about lessons learned from Kanye himself.
Apr 22, 2021
1 hr 18 min

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 presidential candidate on how to channel your inner confidence. You'll learn a new question to ask yourself "what kind of energy am I burning?" And we talk about how to manage downside risk by getting over the fear of failure.
Mar 18, 2021
52 min

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.
So I'm happy that I got to spend two hours with Judge Matthew Kennelly to learn about what he does. We explored the tools he's developed for helping bring disputes to resolution in the 22 years he's been on the bench.
We talked about some of the interesting implications of lifetime tenure, how he's changed how he manages his docket, new ideas and how they spread among judges, what's difficult about sentencing, and the tradeoffs between standardization and individual attention on cases.
Judges are used to people laughing at their jokes, but Judge Kennelly is actually funny (although I won't repeat that he's a "pillar of our community" because apparently he's heard that enough times). I hope you'll enjoy this rare in-depth conversation.
Mar 4, 2021
1 hr 56 min

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 explore lessons from 30 years on the bench. We talked about his upbringing on a farm in Southern Illinois and some of the surprising legacy that's had on his judicial career. We discussed how he wielded authority from the bench, and the hardest task he faced on the bench. Judge Holderman shared some of his prescriptions for improving how federal litigation is conducted.
Feb 19, 2021
1 hr 5 min

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. We covered the regulatory landscape for fintech companies, reasons to be bullish on crypto, and yes, we talked about Gamestop.
Feb 12, 2021
1 hr 3 min

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 insights into the relation of remote work and inclusivity, and lessons on the perils of perfectionism. This interview is for anyone interested in being unapologetically yourself and refusing to cut out the fun in your life.
Feb 5, 2021
48 min

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 ambitions for South Asian creatives and why representation in media really matters. One quote from Kunal has stayed with me: "there can't be a first unless there's a second and a third and a fourth." This interview was a first.
Jan 29, 2021
1 hr

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 the UK and the US and some of the surprising differences.
Jan 21, 2021
1 hr 11 min

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 about how the Marlins is thinking about its place in entertainment as it competes not just with other franchises but Disney, gambling, and even Netflix. For those contemplating a move to Miami, Ashwin has the perfect pitch. And for those who want to forge their own career, Ashwin's example is inspiring.
Jan 12, 2021
1 hr

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 Biden, and what's special about Wisconsin.
Dec 29, 2020
52 min
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