S5E3 Showing Up in Style with Jenny Greenstein episode artwork

EPISODE · Feb 20, 2026 · 45 MIN

S5E3 Showing Up in Style with Jenny Greenstein

from Sol Rising · host Amanda McKoy Flanagan

What does your wardrobe say about you? Are you showing up in the world wearing clothes that express who you truly are or are you wearing a costume—a uniform that defines you—based on the dictates of friends, family, or society? Are you hiding behind clothing that you are "supposed" to wear rather than wearing what feels aligned? Join Amanda and her guest, Jenny Greenstein, certified life coach and New York City-based stylist, for an honest conversation about what your wardrobe says about your confidence and authenticity.  The two hometown friends talk about: 🔥 How your identity is constantly evolving and your wardrobe must evolve with you 🔥 How to shore up your confidence when your partner or someone else comments negatively on what you are wearing 🔥 Getting comfortable when someone notices your newfound authenticity through your style and how your self-esteem may encourage others to step into their truth 🔥 How to take risks when dressing for different aspects of life—work, vacation, events—and remain true to who you are 🔥 Ways to assimilate into new cultures when making a big move and blend your essence with your new environment 🔥 Both women's sober journeys and how removing the option to numb out has created incredible resilience to life's challenges About Jenny After more than a decade styling for global fashion brands, Jenny founded Your Soul Style to explore the intersection of identity, self-expression, and personal truth. A certified life coach trained through the Co-Active Training Institute, she works as a coach first and stylist second—beginning not in the closet, but in the client's story. Her approach integrates emotional and psychological transformation, helping clients move beyond aesthetics to create a wardrobe that feels intentional, embodied, and deeply aligned with who they are becoming. Visit her website to learn more about Jenny and how to work with her.  Follow Jenny on Instagram *Email your thoughts about this show or if you have an idea for another show to [email protected] *Please follow, share, and leave a ⭐️⭐️⭐️⭐️⭐️ review Sol Rising is also on YouTube. Check it out! Follow Sol Rising on Instagram Follow Amanda on Instagram Get Amanda's book, Trust Yourself to Be All In on Amazon or amandamckoyflanagan.com Sign up for Amanda's monthly newsletter to receive your free guide, 5 Pillars for an Empowered Life After Loss on her website. Music credit: "Surfer James" by Tom Deis. Source: Premiumbeats.com

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S5E3 Showing Up in Style with Jenny Greenstein

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What does your wardrobe say about you? Are you showing up in the world wearing clothes that express who you truly are or are you wearing a costume—a uniform that defines you—based on the dictates of friends, family, or society? Are you hiding behind...

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