Issy Oakley: Building Confidence, Life with Crohn's & Staying True to Yourself episode artwork

EPISODE · Jul 17, 2026 · 47 MIN

Issy Oakley: Building Confidence, Life with Crohn's & Staying True to Yourself

from Overdressed & Oversharing with boohoo · host boohoo

This week, Georgia is joined by OG content creator Issy Oakley for an honest conversation about confidence, authenticity and navigating life online. From building a career on social media to opening up about living with Crohn's disease, Issy shares how her experiences have shaped her outlook on confidence, resilience and staying true to herself in an increasingly curated world. Georgia & Issy also discuss comparison culture, social media pressure, self-confidence and learning to embrace who you are, both online and offline. Plus, they get into fashion as a form of self-expression, keeping it real online and why audiences connect with authenticity over perfection. Expect plenty of laughs, real talk and an uplifting conversation about confidence and owning every part of your journey.

Episode metadata supplied by the publisher feed · Published Jul 17, 2026

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Issy Oakley: Building Confidence, Life with Crohn's & Staying True to Yourself

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