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Sidebar Advisors

Author: SideBar Advisors

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Sidebar Advisors Attorney Podcast explores the career moves, risks, and decisions that shape a life in law.


Hosted by Niraj Chhabra, financial planner and founder of Sidebar Advisors, the show features candid conversations with attorneys, legal leaders, and professionals connected to the legal industry. 


Guests share how they navigated firm changes, leadership, business growth, career pivots, and the moments that pushed them to bet on themselves.


Each episode offers a practical look at the professional, personal, and financial choices attorneys face as their careers evolve.

109 Episodes
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Send us Fan Mail As AI becomes more integrated into legal practice, what happens to the traditional law firm business model? Alexandra Smyth, Executive Vice President and General Counsel at LexisNexis Legal & Professional, joins Niraj Chhabra to discuss how AI is changing the economics of law, from the future of the billable hour and shifting client expectations to the development of junior associates. Drawing on her experience leading in-house legal teams, working with outside counsel, a...
Send us Fan Mail Making partner can be a major career milestone, but it can also bring financial changes attorneys aren't fully prepared for. In the first installment of our new monthly series where we focus on financial planning topics for attorneys, Jared Correia of Red Cave Legal turns the tables on Sidebar Advisors Podcast host Niraj Chhabra to discuss unpredictable partner compensation, capital contributions, taxes, lifestyle creep, and the financial decisions that come with this transit...
Send us Fan Mail After 30 unsuccessful law firm interviews and a move across the country without an existing network, Rasmeet Chahil built an unexpected path to partnership at Lowenstein Sandler. She joins Niraj to discuss how she developed professional relationships from scratch, why demonstrating business development potential mattered more than an established client book, and what surprised her most about finally making partner.
Send us Fan Mail AI is making certain legal tasks faster, but who's actually benefiting from the efficiency? Steven Lerner, senior reporter at Law360, joins Niraj to examine the growing divide between law firms and their clients over AI, what it means for the billable hour, and how technology could reshape law firm profitability, competition, and the development of future attorneys.
Send us Fan Mail How do you know if you're in the wrong legal career or simply going through a difficult stretch? Elena Deutsch, founder of Women Interested in Leaving Law, joins Niraj to discuss why attorneys feel trapped by money, prestige, and professional identity, how to recognize when something needs to change, and why finding a more fulfilling career doesn't always mean leaving the practice of law.
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