Escaping the Law Firm with Sarah Waldbuesser

In this episode of The Art of Imperfect Adulting, Amy Stone speaks with Sarah Waldbuesser, attorney, entrepreneur, and founder of Destination Legal and Twist Law, about her remarkable journey from a “dream job” in global health law to building a thriving online legal business, all sparked by the inspiration of a podcast. Sarah shares what it was like to walk away from a traditional legal career, cash in her 401(k), and take a leap of faith into the world of digital nomadism and entrepreneurship, all while navigating family expectations, financial uncertainty, and the pursuit of happiness on her own terms.

About the Guest:

Sarah Waldbuesser, Esq., is a trademark attorney and owner of Destination Legal® and TWIST Law.  After several years at a law firm and a few career jumps, she ended up falling in love with online business and loves helping entrepreneurs achieve their dreams in a smart and protected way.  She is also an adventurer, traveler, and food and wine lover.   When not at her computer, she loves hanging with her 2 little kiddos, having wine with friends, flying around the globe and connecting with other online business owners.  

Main Topics Covered:

• Why Sarah left a successful global health law career for the unknown
• The reality of quitting a secure job, including family reactions, student loan debt, and uncertainty
• The role of podcasts and online communities in finding purpose and new opportunities
• What it’s really like to be a digital nomad (the highlights and hardships)
• Building a business from scratch: trial, error, and eventual clarity
• How important community and environment are for growth and success
• The value (and challenge) of aligning your career with your definition of happiness
• Sarah’s advice for risk-taking, finding the right people, and embracing imperfect journeys

Quote from the Episode:

"I wasn't gonna let the fact that I had a law degree or a master’s stop me from figuring out how to enjoy my life. I just— I wasn't gonna sit and be miserable for the next 40 years. I just wasn't going to do it." — Sarah Waldbuesser

Timestamps: [00:00:05] Introductions; home and childhood in St. Louis

[00:01:28] How Sarah celebrates achievements in her family

[00:03:39] Early legal career: “dream” job and underlying discontent

[00:08:42] Decision-making process, first thoughts of quitting, and influence of podcasts

[00:13:47] Grappling with sunk costs of higher education and family advice

[00:21:20] Navigating friends and community reactions to big life shifts

[00:22:56] What Sarah hoped for vs. what happened in her journey

[00:29:17] The power of community and surrounding yourself with like-minded people

[00:33:54] Digital nomad reality, traveling while building a business, and relationship challenges

[00:37:00] The long-term impact: business success, family, and gratitude for risk-taking

[00:41:19] The ups and downs of online entrepreneurship and risk tolerance

[00:43:50] Sarah’s business today and how listeners can connect

[00:45:08] Podcast recommendations and final rapid-fire questions

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