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The Self-Employed Life

The Self-Employed Life

By: Jeffrey Shaw
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The Self-Employed Life Podcast (formerly Creative Warriors) provides business and personal development strategies for self-employed business owners that create sustainable success. A community of self-employed and small business owners, entrepreneurs, innovators and ambitious individuals that need creative solutions in business. Being self-employed and a business Warrior is a mindset, a spirit and a challenge. We need a different way of doing business. This is business with a soul. We discuss marketing, branding, productivity, mindset, building meaningful relationships with customers and living a fulfilling life. In the self-employed life, it's all personal. Small business consultant, business coach for entrepreneurs, keynote speaker, TEDx speaker, and author of The Self-Employed Life and LINGO, host Jeffrey Shaw, interviews bestselling authors and experts who will change your way of thinking and provide practical ideas that you can apply directly in your life and business. Two episodes each week- one content-rich interview with an expert and Coaching Break offers a 15-minute break to receive coaching from your host.©Jeffrey Shaw LLC Economics Leadership Management & Leadership Marketing Marketing & Sales
Episodes
  • 987: Annette Mason -The Power of Intentional Sabbaticals
    May 14 2025
    In this episode of The Self-Employed Life, I had the great pleasure of speaking with Annette Mason, sabbaticalist and Succession Architect at Trilogy Design Works. Annette shared how intentional sabbaticals can be powerful tools for self-employed individuals to regain clarity, spark creativity, and build sustainable success. We discussed the difference between a vacation and a sabbatical, how to structure one even while running a business, and the importance of designing time away with intention. Annette also introduced her framework of Compass, Maps, and Constellations to help people align with their values, plan with vision, and lean into the support systems around them. Annette uses her background in corporate innovation and personal experience with burnout in order to encourage others to rethink how we work and to embrace sabbaticals as a meaningful part of a resilient and fulfilling self-employed life. Annette Mason, Sabbaticalist and Succession Architect at Trilogy Design Work We help forward-thinking CEOs turn under-leveraged benefits-like flexible paid time off and sabbaticals-into strategic tools for building resilient people - individuals, teams, and organizations. Guest's Contact – Website LinkedIn Contact Jeffrey – JeffreyShaw.com Books by Jeffrey Shaw Business Coaching for Entrepreneurs Watch my TEDx LincolnSquare video and please share! Valuable Resources – 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. Have Your Website Brand Message Reviewed! Is your website speaking the right LINGO of your ideal customers? Having reviewed hundreds of websites, I can tell you 98% of websites are not. Fill out the simple LINGO Review application and I'll take a look at your website. I'll email you a few suggestions to improve your brand message to attract more of your ideal customers. Fill out the application today and let's get your business speaking the right LINGO! 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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    43 mins
  • 986: Heather Holloway - Stress Less Serve More
    May 7 2025
    In this episode of the Self Employed Life, I had the great pleasure of speaking with Heather Holloway, founder of Holloway Media Services. Heather shared her journey of personal and professional emergence, emphasizing the importance of stress reduction and serving more. We further discussed her social media strategy, focusing on the significance of LinkedIn for business networking and personal branding. Heather highlighted the need to set boundaries on social media consumption. She also touched on the evolving role of social media in business and the importance of having a support system to facilitate personal growth and business success. Heather's message encourages individuals to embrace their potential and seek support to navigate their path to emergence and recognition. Heather Holloway is one part entrepreneur and one part inspirational speaker. She is the founder of Holloway Media Services, a social media marketing agency dedicated to helping women and LGBTQ+ CEOs leverage their personal brands to grow their business. Through powerful talks, engaging workshops, and strategic consulting, she empowers others to lead with authenticity, mindfulness, and confidence– showing up as their most genuine, inspired selves. Guest's Contact – Website LinkedIn Contact Jeffrey – JeffreyShaw.com Books by Jeffrey Shaw Business Coaching for Entrepreneurs Watch my TEDx LincolnSquare video and please share! Valuable Resources – 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. Have Your Website Brand Message Reviewed! Is your website speaking the right LINGO of your ideal customers? Having reviewed hundreds of websites, I can tell you 98% of websites are not. Fill out the simple LINGO Review application and I'll take a look at your website. I'll email you a few suggestions to improve your brand message to attract more of your ideal customers. Fill out the application today and let's get your business speaking the right LINGO! 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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    31 mins
  • 985: Break the Boring Barrier with Better Communication
    Apr 30 2025
    In this episode of The Self-Employed Life, I had the great pleasure of speaking with Rob Hunter about the art of effective communication. Rob shares his insights on why communication is a critical — yet often overlooked — skill in many businesses today. He offers practical tips and strategies to help business owners strengthen their communication and better connect with their teams and clients. Rob emphasizes that with so many distractions competing for a person’s attention, the ability to communicate clearly, concisely, and effectively has never been more important. We further discuss five important steps that anyone can take to become a more powerful communicator. This episode is for anyone who wants to strengthen their professional relationships and create a bigger impact through the power of clear and effective communication. Rob Hunter loves words. Not just any words, though…ones that create connection and meaningful, lasting impact. Over his 25+ yr. career as a radio broadcaster, he's learned that communication is the most important – yet underrated – skill. When you communicate effectively, you will master your message and influence & inspire others. Guest's Contact – Website LinkedIn Contact Jeffrey – JeffreyShaw.com Books by Jeffrey Shaw Business Coaching for Entrepreneurs Watch my TEDx LincolnSquare video and please share! Valuable Resources – 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. Have Your Website Brand Message Reviewed! Is your website speaking the right LINGO of your ideal customers? Having reviewed hundreds of websites, I can tell you 98% of websites are not. Fill out the simple LINGO Review application and I'll take a look at your website. I'll email you a few suggestions to improve your brand message to attract more of your ideal customers. Fill out the application today and let's get your business speaking the right LINGO! 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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    52 mins

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