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Helping small business owners, virtual assistants, and creative entrepreneurs grow their business.
Hi, I'm Tara! I'm a multi-passionate business and marketing coach.
Do you ever feel awkward in social situations… like you’re the only one who doesn’t know what to say? You’re not alone. In this episode of the Introvertpreneur Podcast, I’m joined by Caroline Smith, founder of The Introverted Misfit. She’s on a mission to help shy, awkward introverts become socially confident without pretending to be someone they’re not.
Caroline shares her personal journey from social anxiety and awkwardness to running a thriving business built around authenticity and confidence. This conversation is packed with practical advice you can start applying today if you’ve ever struggled with making connections, starting conversations, or feeling “too introverted” to fit in.
[00:00] Caroline’s story and autism diagnosis at 17
[05:30] Small, everyday steps to build social confidence
[09:00] Conversation starters, awkward moments, and even clown bow ties
[11:30] How to approach people when starting conversations feels impossible
[13:30] Resting face struggles + tricks to look more approachable
[20:50] Recharge rituals: comfort shows, books, and hot chocolate
[22:20] Inside Caroline’s Communicate with Quiet, Quirky Confidence program
[26:30] Why action steps matter more than “just changing your mindset”
[27:30] Where to connect with Caroline + her free audio guide
If you enjoyed this episode, I invite you to drop a five-star rating + review with your biggest takeaway, so that other introverts can find this podcast for guidance and support through their introvert entrepreneur journey!
Download the Episode Transcript
I loved this conversation with Caroline because it’s such a powerful reminder that introverts don’t need to “fix” themselves to thrive socially. Small steps, self-awareness, and leaning into your quirks can help you build genuine confidence that feels natural… not forced.
If this episode resonated with you, I encourage you to check out Caroline’s website, The Introverted Misfit, and her free guide on starting conversations.
And as always, if you’re ready to grow your business in a way that feels sustainable and introvert-friendly, explore my free resources or join the Introvertpreneur Club for deeper support.
Tara Reid is a multi-passionate business and marketing strategist for introverted entrepreneurs who want to grow without relying on hustle culture or social media. With 18+ years of online business experience, she helps course creators, service providers, and digital product sellers build sustainable businesses through evergreen marketing, blogging, SEO, Pinterest, and email.
As the founder of the Introvertpreneur Club, Tara’s mission is to show heart-centered entrepreneurs that you don’t have to be loud to be successful. You just need the right strategies that fit your personality.
When she’s not supporting clients or creating new resources, you can find her at home in Canada with her three rescue dogs, a cup of coffee in hand, dreaming up her next project.
The Introvertpreneur Podcast
listen in to the top rated business podcast that is designed for introverted entrepreneurs who want to grow + scale in a more sustainable and fun way!
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The Quiet Marketing Playbook
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A business strategist and marketing coach who focuses on helping course creators, coaches, and service providers, build sustainable businesses without social media.