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25 Aug

Is the Grass Greener When You Leave the Law? (What Former Lawyers Say) [TFLP280]

The question comes up constantly – in podcast interviews, on Collab group calls, and in emails from listeners. “What if the grass isn’t greener on the other side?” It’s tied to this idea that maybe being miserable at work is just what it means to be an adult with a job. Maybe every workplace is toxic. Maybe no one really…

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21 Jul

Escaping Lawyer Burnout for Legal Tech with Ben Chiriboga [TFLP277]

You’re a lawyer who’s good at your job but something feels off. You’re performing well, making good money, checking all the boxes that are supposed to matter. But there’s a growing disconnect between who you are and what you’re doing every day. Sound familiar? Ben Chiriboga lived this exact experience. Today he’s an executive at Nexl, a legal tech company,…

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14 Jul

Why Lawyers Stay Stuck After Taking Career Assessments [TFLP276]

You’ve taken CliftonStrengths. You’ve done the MBTI. Maybe you’ve worked through a few other career assessments too. You have pages of results about your strengths, your work style, your preferences. And you’re still sitting there thinking, “Okay, but what am I supposed to do with my life?” Sound familiar? Sarah gets emails about this all the time. Lawyers who’ve done…

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7 Jul

Legal Recruiter Bryson Malcolm Calls Out Firms That Abandon Diversity [TFLP275]

You’ve probably seen the headlines about major law firms pulling out of diversity programs and capitulating to executive orders. Sarah has been calling out these decisions and explaining why DEI isn’t actually the problem in Biglaw. But what does someone who works specifically with diverse attorneys see when firms make these choices? Sarah recently talked with Bryson Malcolm, a legal…

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