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Jul 24
22m 57s

336. The Greatest Leap: From Law Firm Pa...

Gary Miles
About this episode

In this episode of "The Free Lawyer," host Gary Miles interviews Alexandra "Sasha" Berkowitz, discussing Sasha’s journey from contract lawyer to founding her intellectual property firm, Iconic Inc. Sasha shares insights on overcoming fears, embracing entrepreneurship, and prioritizing personal well-being. She highlights the value of flexibility, meaningful client relationships, and cost-effective legal services. The conversation offers practical advice for lawyers seeking independence and fulfillment, emphasizing the importance of aligning career choices with personal values and goals. Sasha’s story inspires listeners to pursue professional growth and personal freedom within the legal field.


Sasha first developed a love of intellectual property during a trip to the World Intellectual Property Organization headquarters in Geneva, Switzerland as an undergraduate student. After a brief stint as an IP paralegal, Sasha attended law school at the University of San Diego School of Law in San Diego, California, where she concentrated on intellectual property law. Following her tenure as Senior Partner at a World Trademark Reporter-rated firm, Sasha launched Iconic Inc.

Sasha has over a decade of experience assisting small and medium businesses in all industries with securing and protecting their intellectual property rights. She provides advice and counsel to clients nationwide, and is dedicated to helping them protect their intangible assets in a way that is accessible and affordable.

Decision to Start Her Own Firm (00:04:36) 

Managing Mindset and Overcoming Fears (00:05:10) 

Early Success and Client Work (00:06:04) 

Benefits of Independence (00:06:25) 

Dealing with Doubts and Work-Life Balance (00:06:46) 

Advice for Lawyers Considering Entrepreneurship (00:07:34)

Personal Growth and Lessons Learned (00:08:26) 

Marketing and Business Development Strategies (00:09:30) 

Biggest Challenges in Running a Firm (00:10:20) 

Balancing Cost-Effective Services and Profitability (00:10:49) 

Client Collaboration and Proactive Legal Solutions (00:11:51) 

Building Strong Client Relationships (00:12:53)

Professional Development and Differentiation (00:13:48) 

Fee Structures: Flat Fees vs. Hourly Billing (00:14:27) 

Problems with Hourly Billing and Benefits of Alternatives (00:14:59) 

Attorney Burnout: Causes and Solutions (00:16:50) 

Advice on Facing Fears and Finding Mentors (00:17:34) 

Advice to Her Younger Self and Career Reflections (00:19:02) 

Greatest Joys of Founding Iconic Inc. (00:20:08) 

Final Advice for Unhappy Lawyers (00:20:42) 

Would you like to learn more about Breaking Free or order your copy? https://www.garymiles.net/break-free

 Would you like to schedule a complimentary discovery call? You can do so here: https://calendly.com/garymiles-successcoach/one-one-discovery-call


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