Jessica Lerner Halprin

Jessica Lerner Halprin built the kind of legal career most young lawyers dream about: rising through the ranks of global banks, advising hedge funds, and thriving in male-dominated spaces. But her biggest lessons didn’t come from the boardroom, they came from balancing law, leadership, and life as a mother of three.

Jessica is an honest, engaging voice on what it means to “have it all” and how women can lead on their own terms. She can speak on career pivots, motherhood in high-pressure careers, building resilience, and the importance of designing work that supports both ambition and family. Audiences leave feeling seen, supported, and inspired to embrace the many roles women play without apology.

Why I Built Swankey

Jessica Lerner Halprin is no stranger to reinvention. A seasoned attorney with two decades of experience inside global banks and hedge funds, Jessica built her career negotiating high-stakes deals and managing billions in contracts before pivoting to found Swankey, a SaaS platform transforming the way people plan milestone events.

Her journey from corporate law to startup founder is a masterclass in resilience, adaptability, and grit. Along the way she’s navigated a serious car accident, balanced motherhood with a demanding legal career, and stepped into entrepreneurship after the loss of her mother—proving that the best business ideas often come from life’s hardest seasons.

Swankey was built from real
experience planning life’s most meaningful events

Her personal story is as compelling as her professional one. Jessica grew up laser-focused on becoming a lawyer (inspired by Perry Mason reruns at age seven), and she built an impressive legal career. But life threw her curveballs: a debilitating car accident, navigating motherhood while rising through corporate America

Jessica brings a unique mix of authority and relatability: she can speak fluently about career pivots, women in leadership, entrepreneurship after loss, work-life balance for working parents, and the emotional side of cele

She is the kind of guest who delivers both expertise and heart: smart, witty, and candid about the challenges of reinvention. Media outlets will find in Jessica not just

Jessica Lerner Halprin is a seasoned attorney turned entrepreneur whose career has spanned Fortune 500 boardrooms, hedge funds, and now the startup world. For over two decades she navigated the high-stakes legal and financial sectors serving as in-house c

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From corporate lawyer to startup founder: Jessica Halprin on
turning setbacks into startups.
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From corporate lawyer to startup founder:
Jessica Halprin
on turning setbacks into startups.