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927: Regina Lawless – The Secret to a MeaningFULL Life

I'm going to pose a question to you, but before you respond, I want you to consider your answer carefully – your answer to this question may be different today than it would have been a few years ago. The question: what does success mean to you? Today, I ask this question to Regina Lawless, seasoned guide for high-achieving women seeking purpose beyond their paycheck. As Regina recounts her journey of redefining success following the sudden loss of her husband, we explore the impact of grief, stress, and burnout. Regina’s insights on the importance of self-care and fully embracing joy are essential for those navigating the delicate balance of entrepreneurship and well-being.

Regina Lawless helps high-achieving Black women find purpose beyond their paycheck in order to experience more bliss in their lives and sustainable success at work and at home. Before starting Bossy & Blissful, a community for Black women executives and business owners, Regina served as the head of diversity, equity, and inclusion (DEI) at Instagram. Regina has worked with Fortune 500 companies across various industries, including Target, Intel and Micron Technology. She holds a master’s degree in organizational development and lives in the Bay Area with her partner and teenage son. Her first book, Do You, will be published by Greenleaf Book Group, in partnership with Fast Company, February 2024.


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Everything you need can all be found at 


Regina Lawless, thank you so much for being here!

Remember, you might be in business FOR yourself but you are not in business BY yourself.

Be your best self. Be proud and keep changing the world.

Guest Contact

Contact Jeffrey

Valuable complimentary resources to help you –

  • The Self-Employed Business Institute You know you're really good at what you do. You're talented, you have a skill set. The problem is you're probably in a field where there is no business education. This is common amongst self-employed people! And, there's no business education out there for us! You also know that being self-employed is unique and you need better strategies, coaching, support, and accountability. The Self-Employed Business Institute, a five-month online education is exactly what you need. Check it out!

  • Take The Self-Employed Assessment! Ever feel like you're all over the place? Or frustrated it seems like you have everything you need for your business success but it's somehow not coming together? Take this short quiz to discover the biggest hidden gap that’s keeping you from having a thriving Self-Employed Ecosystem. You’ll find out what part of your business needs attention and you'll also get a few laser-focused insights to help you start closing that gap.

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Host Jeffrey Shaw is a Small Business Consultant, Brand Management Consultant, Business Coach for Entrepreneurs, Keynote Speaker, TEDx Speaker and author of LINGO and The Self Employed Life (May 2021). Supporting self-employed business owners with business and personal development strategies they need to create sustainable success.


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