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Sidebar Advisors

Sidebar Advisors

By: 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.

© 2026 Sidebar Advisors
Career Success Economics
Episodes
  • Elena Deutsch of Women Interested in Leaving Law: Why Successful Attorneys Are Afraid to Walk Away
    28 Oct 2026

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    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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    49 min
  • Sonia Lakhany of Formal Education: Building a Legal Career Around Freedom
    20 Oct 2026

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    Sonia Lakhany never really wanted the traditional attorney lifestyle. Eventually, she stopped trying to make herself fit into it.

    After four jobs in her first four years of practice, Sonia left firm life and began building a trademark practice around something she valued from the beginning: autonomy.

    Today, she has built not only a successful trademark practice but Formal Education, where she teaches other attorneys how to develop trademark practices of their own.

    Sonia joins Niraj Chhabra to discuss how she built a career that allows her to work from virtually anywhere, why she deliberately chose not to keep scaling her law firm simply because she could, personal branding, networking, and how teaching other attorneys unexpectedly became a second business.

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    1 hr and 5 min
  • Joe Patrice of Above the Law: What the Next Decade of BigLaw Could Look Like
    15 Oct 2026

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    BigLaw is making more money than ever, but the traditional career path inside it is becoming much less predictable.

    Joe Patrice, senior editor at Above the Law and co-host of Thinking Like a Lawyer, joins Niraj Chhabra to take a broader look at how the legal profession is changing and what those shifts could mean for attorneys building their careers today.

    They discuss the rise of non-equity partnership, an increasingly aggressive lateral market, changing relationships between firms and clients, and why developing a portable book of business has become more complicated. Joe also shares his perspective on AI, including why its biggest long-term impact may not simply be replacing work, but changing how the profession trains its next generation of lawyers.

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    1 hr and 6 min
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