Professional Bio

Jessica Halprin: Attorney Turned Entrepreneur

With over 20 years in high-stakes legal and financial sectors, her personal experiences—including overcoming a car accident and the loss of her mother—have shaped her insights on work-life balance and entrepreneurship.

Professional Bio

Professional Bio

Professional Bio

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 counsel at major banks, guiding global procurement contracts, and advising top hedge funds before pivoting to found Swankey, an innovative SaaS platform that’s redefining how families and individuals plan milestone 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, and the profound loss of her mother - an event that ultimately reshaped her perspective on work, family, and purpose. Out of grief and grit, she identified a universal problem: how overwhelming event planning can be; and turned it into an opportunity, building a company that combines her legal precision with her creative, people-first instincts.

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 celebrations. Her perspective resonates across audiences, from professionals rethinking identity and career, to parents juggling work and family, to entrepreneurs building from the ground up.

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 a knowledgeable commentator on law, business, and startups, but also a warm, relatable voice on resilience, identity, and celebrating life’s big moments.

Timely topics Jessica can speak on include:

  • Reinvention: Letting go of one professional identity to build another.

  • Women in law and leadership: breaking barriers and finding balance.

  • Entrepreneurship through grief: turning loss into innovation.

  • The future of celebrations: why tech needs to make party-planning more human.

  • Work-life design: what professionals really need in the “after” of the pandemic

Professional Bio

Business & Entrepreneurship

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

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.

Jessica brings sharp insights on leadership, identity pivots, and building companies with heart. She’s candid about the realities of leaving a prestigious career to launch something entirely new and how to identify opportunities where most see obstacles. A dynamic, relatable guest, Jessica speaks to audiences of founders, executives, and aspiring entrepreneurs who want to know not just how to build, but why you should.

Professional Bio

Women’s Leadership & Parenting

How one mother of three redefined success—and built a company to help families celebrate with ease.

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.

When her own mother passed away, Jessica took on the dual roles of caregiver and entrepreneur. Out of grief and transition, she founded Swankey, an event-planning platform designed to simplify life’s celebrations and give busy families the freedom to focus on what really matters: making memories.

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.

Professional Bio

Lifestyle & Event / Celebration

The party planning problem that sparked a startup: Jessica Lerner Halprin’s journey from stress to Swankey.

For Jessica Lerner Halprin, planning parties used to be second nature. A practicing attorney for decades, she had organized more than 100 events for family and friends. But when planning milestone celebrations for her daughter and husband after the loss of her mother, Jessica found herself overwhelmed and frustrated.

The reason? There was no central way to manage contracts, vendors, guest lists, and budgets. Everything was scattered, and planning became stressful instead of joyful. That frustration sparked her startup: Swankey, a platform that makes event planning simple, organized, and stress-free.

Today, Jessica is on a mission to help families and hosts reclaim the joy of celebrating. She brings warmth, humor, and practical insight to conversations about why celebrations matter, how to make planning easier, and why tech should serve people, not the other way around. As a guest, Jessica blends expert knowledge with relatable storytelling, inspiring audiences to celebrate life’s milestones with less stress and more meaning.

Social Media

Find Jessica on Social Media

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Founder's Thoughts

Read the Founder's Thoughts

How I Learned to Let Go of My "Professional" Identity (Part 1)

When the professional identity you spent your whole life building no longer fits.

Read More

More Thoughts

The party tips you didn’t know you needed

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