Sidebar Advisors

Seth Rokosky: Career Decisions, Appellate Law, and Why Having a Plan Matters

SideBar Advisors Episode 78

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0:00 | 1:01:56

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Seth Rokosky, partner at Duane Morris LLP, didn’t build his career by following a straight line.

From choosing New York over D.C. to make a dual legal career work, to carving out an appellate practice where few opportunities existed, Seth shares how long-term thinking, tradeoffs, and persistence shaped his path.

In this episode, we talk about how he approached career decisions alongside his wife, what it really takes to build a niche practice from the ground up, and how his background in competitive chess influences the way he thinks about strategy, risk, and decision-making.

A practical conversation on planning ahead, adapting when things don’t go as expected, and building a career that actually fits your life.