
Over This Should
Confidence Comes After You Do The Thing
Send us Fan Mail Entrepreneurship gets sold as a highlight reel, but the real work happens in the messy middle: the quiet nights, the spirals of doubt, the launches that don’t land, and the constant decision-making no one sees. We’re naming that part out loud and talking about what actually helps women entrepreneurs keep going when motivation fades and imposter syndrome gets loud. We’re joined by Chloe Sullivan, founder of the Female Entrepreneurship Club, to unpack why building a business can feel isolating even when you have supportive people around you. Chloe shares how her background in digital marketing and her coaching training shape a practical approach that blends mindset work with real business strategy, mentorship, and accountability. We dig into fear and the stretch zone, why confidence comes after you do the thing, and how “failure” is often just the fastest path to better decisions and stronger offers. We also get real about relationships: how growth can trigger jealousy, why some advice leaves you feeling heavier, and how to set boundaries without losing yourself. Then we pivot to action, including simple ways to validate a business idea, find market demand, and test an offer without getting stuck in perfectionism. If you care about female founders, entrepreneurship mindset, business coaching, and building community over competition, this one’s for you. Subscribe for more honest conversations, share this with a friend building something brave, and leave a review with your biggest takeaway so we can keep making the messy middle feel less lonely. CONNECT WITH CHLOE The Female Entrepreneur Club on Instagram: https://www.instagram.com/thefemaleentrepreneurclub/ Join The Female Entrepreneur Club community: https://www.skool.com/the-female-entrepreneur-club-8197/about CONNECT WITH PAMELA Website: https://www.pamelameadows.com/ Instagram: https://www.instagram.com/thepamelameadows/ LinkedIn: https://www.linkedin.com/in/thepamelameadows/ Love this conversation? Follow Over This Should and share the episode with a woman who is ready to get over the expectations keeping her stuck. Learn more about Pamela Meadows, coaching, speaking, and upcoming programs at https://www.pamelameadows.com/ .


