Achieving the Vogue Dream and Starting the IT Girl Movement with Olivia Bossert episode artwork

EPISODE · Jan 20, 2026 · 59 MIN

Achieving the Vogue Dream and Starting the IT Girl Movement with Olivia Bossert

from Dear Creator · host Morgan Markowski

What happens when you achieve your dream—and realize you have nothing planned next? Olivia and I dive into the courage it takes to shift paths after shooting for Vogue and figuring out those next steps.Olivia is a brand photographer and artist with over 15 years of fashion photography experience. She helps women step into their It Girl era through elevated, editorial-style personal brand shoots.We're exploring the uncomfortable space between who you were and who you're becoming. If you've ever felt like you're living someone else's definition of success, or wondering if it's okay to want something different even when you've "made it"—this conversation will remind you that transformation is evolution, not betrayal.Connect with OliviaWebsite: www.oliviabossert.comInstagram: www.instagram.com/oliviabossertArchetype Freebie: https://oliviabossert.myflodesk.com/archetypesMorgan's Links(FREE) Build In Public Workshop: ⁠https://morganmarkowski.myflodesk.com/build-in-public-workshop⁠(FREE) Pivot with Purpose Notion Workbook: ⁠https://morganmarkowski.myflodesk.com/pivot-with-purpose⁠Pivot Proof Content Planning Course: ⁠https://morganmarkowski.thrivecart.com/pivot-proof⁠Offer In Progress: ⁠https://morganmarkowski.thrivecart.com/offer-in-progress⁠Website / Work With Me: ⁠https://www.morganmarkowski.com/⁠Subscribe to Newsletter: ⁠https://morganmarkowski.myflodesk.com/newsletter-sign-up⁠YouTube: ⁠https://www.youtube.com/@morganmarkowski⁠Instagram: ⁠https://www.instagram.com/morganmarkowski⁠Tiktok: ⁠https://www.tiktok.com/@morganmarkowski⁠Dear Creator Substack: ⁠https://dearcreatorpodcast.substack.com/⁠Don’t forget to hit follow and review the podcast! This is completely free and greatly appreciated.

What happens when you achieve your dream—and realize you have nothing planned next? Olivia and I dive into the courage it takes to shift paths after shooting for Vogue and figuring out those next steps.Olivia is a brand photographer and artist with over 15 years of fashion photography experience. She helps women step into their It Girl era through elevated, editorial-style personal brand shoots.We're exploring the uncomfortable space between who you were and who you're becoming. If you've ever felt like you're living someone else's definition of success, or wondering if it's okay to want something different even when you've "made it"—this conversation will remind you that transformation is evolution, not betrayal.Connect with OliviaWebsite: www.oliviabossert.comInstagram: www.instagram.com/oliviabossertArchetype Freebie: https://oliviabossert.myflodesk.com/archetypesMorgan's Links(FREE) Build In Public Workshop: ⁠https://morganmarkowski.myflodesk.com/build-in-public-workshop⁠(FREE) Pivot with Purpose Notion Workbook: ⁠https://morganmarkowski.myflodesk.com/pivot-with-purpose⁠Pivot Proof Content Planning Course: ⁠https://morganmarkowski.thrivecart.com/pivot-proof⁠Offer In Progress: ⁠https://morganmarkowski.thrivecart.com/offer-in-progress⁠Website / Work With Me: ⁠https://www.morganmarkowski.com/⁠Subscribe to Newsletter: ⁠https://morganmarkowski.myflodesk.com/newsletter-sign-up⁠YouTube: ⁠https://www.youtube.com/@morganmarkowski⁠Instagram: ⁠https://www.instagram.com/morganmarkowski⁠Tiktok: ⁠https://www.tiktok.com/@morganmarkowski⁠Dear Creator Substack: ⁠https://dearcreatorpodcast.substack.com/⁠Don’t forget to hit follow and review the podcast! This is completely free and greatly appreciated.

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Achieving the Vogue Dream and Starting the IT Girl Movement with Olivia Bossert

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This episode was published on January 20, 2026.

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What happens when you achieve your dream—and realize you have nothing planned next? Olivia and I dive into the courage it takes to shift paths after shooting for Vogue and figuring out those next steps.Olivia is a brand photographer and artist with...

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