Imposter Syndrome, Confidence & Trusting Yourself in Business | Part 2 episode artwork

EPISODE · Jun 11, 2026 · 40 MIN

Imposter Syndrome, Confidence & Trusting Yourself in Business | Part 2

from The Boss Society Podcast · host Megan Gillespie

Last week, Megan and Fina unpacked predatory marketing, guru culture, and the pressure many entrepreneurs feel to constantly scale, spend more, and keep up.In Part 2, the conversation shifts to something that sits underneath so many of those decisions: confidence.Together, Megan and Fina explore imposter syndrome, learning to trust yourself, being the youngest person in the room, and navigating business communities when you're still figuring things out as you go. Fina shares what it's been like building a successful business at a young age, while Megan reflects on leading teams in her early twenties and the confidence that comes from learning through experience.They also discuss the importance of giving yourself credit for how far you've come, why nobody really has it all figured out, and how community can either help you grow or make you question yourself depending on how it's approached.Plus, they wrap things up with some rapid-fire marketing hot takes on networking events, Canva, AI, posting every day, and more.If you've ever questioned whether you're qualified enough, experienced enough, or ready enough, this episode is a reminder that confidence isn't something you find. It's something you build.In This Episode We Discuss:Imposter syndrome and why it never fully disappearsBeing the youngest person in the roomLearning to trust your own voice and perspectiveWhy experience and authority aren't always the same thingThe impact of unsolicited advice in businessConfidence through action and repetitionGiving yourself credit for how far you've comeNetworking events and relationship-buildingCanva, AI, social media strategy, and marketing trendsWhy there is no one-size-fits-all approach to growing a businessConnect with Fina🌿 Website:https://www.mindfulminds.marketing🌿 Instagram:https://www.instagram.com/mindfulmindsmarketing🌿 The Mindful Method:https://www.mindfulminds.marketing/the-mindful-methodThis Episode is Supported ByClean Canvas SkincareClean Canvas Skincare creates natural, vegan skincare products designed to help women feel confident, beautiful, and connected to themselves through intentional self-care.Founder Holly is passionate about giving back and donates 10% of profits to RAINN (Rape, Abuse & Incest National Network), supporting survivors of abuse.Follow Holly:https://www.instagram.com/cleancanvas_skincareLearn more about RAINN:https://rainn.orgMeet Our Q2 OBStiesA huge thank you to our Olympia Boss Society ambassadors who help welcome women into the community and make Connection Night feel like home:✨ Bryn Silver | Founder of The Ease Project✨ Bridget Cortina | Wildflower Estética✨ Elmara Baisubanova | Photo & Video Production✨ Hillary Hopkins | Neurodiverse Real Estate Agent✨Janis Sadoyama | Launch Your Brand Today✨ Kyra Delaney | iOS & macOS App DeveloperIf you see them at an event, be sure to say hello!Love the Show?If this episode resonated with you, please take a moment to subscribe, leave a review, and share it with a fellow entrepreneur.And if you're looking for a room full of women who understand the ups and downs of entrepreneurship, we'd love to welcome you into Olympia Boss Society.Until next time, stay bossy.Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.✨ Stay connected:📲 Follow me on Instagram: @themegangillespie @olympiabosssociety📩 Join the community: www.olympiabosssociety.com🎙️ Want to be a guest? Apply HEREYour voice matters. Your seat at the table is waiting. See you next time!

Last week, Megan and Fina unpacked predatory marketing, guru culture, and the pressure many entrepreneurs feel to constantly scale, spend more, and keep up.In Part 2, the conversation shifts to something that sits underneath so many of those decisions: confidence.Together, Megan and Fina explore imposter syndrome, learning to trust yourself, being the youngest person in the room, and navigating business communities when you're still figuring things out as you go. Fina shares what it's been like building a successful business at a young age, while Megan reflects on leading teams in her early twenties and the confidence that comes from learning through experience.They also discuss the importance of giving yourself credit for how far you've come, why nobody really has it all figured out, and how community can either help you grow or make you question yourself depending on how it's approached.Plus, they wrap things up with some rapid-fire marketing hot takes on networking events, Canva, AI, posting every day, and more.If you've ever questioned whether you're qualified enough, experienced enough, or ready enough, this episode is a reminder that confidence isn't something you find. It's something you build.In This Episode We Discuss:Imposter syndrome and why it never fully disappearsBeing the youngest person in the roomLearning to trust your own voice and perspectiveWhy experience and authority aren't always the same thingThe impact of unsolicited advice in businessConfidence through action and repetitionGiving yourself credit for how far you've comeNetworking events and relationship-buildingCanva, AI, social media strategy, and marketing trendsWhy there is no one-size-fits-all approach to growing a businessConnect with Fina🌿 Website:https://www.mindfulminds.marketing🌿 Instagram:https://www.instagram.com/mindfulmindsmarketing🌿 The Mindful Method:https://www.mindfulminds.marketing/the-mindful-methodThis Episode is Supported ByClean Canvas SkincareClean Canvas Skincare creates natural, vegan skincare products designed to help women feel confident, beautiful, and connected to themselves through intentional self-care.Founder Holly is passionate about giving back and donates 10% of profits to RAINN (Rape, Abuse & Incest National Network), supporting survivors of abuse.Follow Holly:https://www.instagram.com/cleancanvas_skincareLearn more about RAINN:https://rainn.orgMeet Our Q2 OBStiesA huge thank you to our Olympia Boss Society ambassadors who help welcome women into the community and make Connection Night feel like home:✨ Bryn Silver | Founder of The Ease Project✨ Bridget Cortina | Wildflower Estética✨ Elmara Baisubanova | Photo & Video Production✨ Hillary Hopkins | Neurodiverse Real Estate Agent✨Janis Sadoyama | Launch Your Brand Today✨ Kyra Delaney | iOS & macOS App DeveloperIf you see them at an event, be sure to say hello!Love the Show?If this episode resonated with you, please take a moment to subscribe, leave a review, and share it with a fellow entrepreneur.And if you're looking for a room full of women who understand the ups and downs of entrepreneurship, we'd love to welcome you into Olympia Boss Society.Until next time, stay bossy.Loved this episode? Make sure to subscribe so you never miss a conversation inside The Boss Society Podcast! If you found value in today’s episode, share it with a friend or leave a review—it helps more women like you find the show.✨ Stay connected:📲 Follow me on Instagram: @themegangillespie @olympiabosssociety📩 Join the community: www.olympiabosssociety.com🎙️ Want to be a guest? Apply HEREYour voice matters. Your seat at the table is waiting. See you next time!

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Imposter Syndrome, Confidence & Trusting Yourself in Business | Part 2

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This episode was published on June 11, 2026.

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Last week, Megan and Fina unpacked predatory marketing, guru culture, and the pressure many entrepreneurs feel to constantly scale, spend more, and keep up.In Part 2, the conversation shifts to something that sits underneath so many of those...

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