ABOUT THIS EPISODE
What do duct-taped ramen floaties have to do with in-house counsel? Everything, according to Alexandra Sepulveda, who has learned that curiosity, receipts, and the willingness to start over are the real survival skills of a legal career.
Jessica sits down with Alexandra Sepulveda of Trust & Will for a wide-ranging conversation about building a legal career across startups, enterprise, and everything in between. They cover mentorship, management lessons, outside counsel dynamics, and where AI fits into the future of legal work.
Episode Threads
Why curiosity became her professional superpower
Losing everything moving from Chile to the US as a kid
Learning management the hard way, mistake by mistake
The many flavors of a well-timed "mm-hmm"
Why keeping receipts builds trust with the business
Earning respect for legal without becoming the ego police
The Princess Bride themed survey on outside counsel
Why $1,100 an hour does not mean faster AI-assisted work
Her pitch for a universal summer camp booking app
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