Dare To Be Fearless with Alexa Curtis

In this episode of Dare to Be Fearless, we're getting real about what it actually takes to be an entrepreneur. From behind-the-scenes challenges to unexpected breakthroughs, I’m sharing the raw, unfiltered truth about building a business — and giving you a life update along the way. Whether you're just starting out or deep in the grind, this episode is packed with honest lessons, mindset shifts, and encouragement to keep going (even when it’s messy). If you’ve ever questioned whether you’re cut out for this path, this one’s for you. Use code VIDCON [https://www.chiefswagofficer.com] on chiefswagofficer.com for a discount off of your first order! Follow Alexa on Instagram here [https://www.instagram.com/alexa_curtis] and TikTok here [https://www.tiktok.com/alexacurtisunfiltered]!

This might just be one of the funniest and most fun episodes we’ve ever recorded. A few months back, I was filming another pizza review in my home state of Connecticut when a guy named Tony unexpectedly jumped into the shot and shouted, “Get this girl a job!” That moment went viral—and the internet instantly fell in love with him. Thanks to one of you, someone tracked him down and connected us. Now, he's officially a guest on the podcast! I’d call Tony a true Connecticut legend—and in this episode, we dive into everything from growing up in this underrated state to what makes the people here so real and unforgettable. If you’re new here: I’m Alexa Curtis, a content creator and mental health advocate born and raised in Connecticut. From building my career as a teen entrepreneur to connecting with changemakers across the country, I’ve always believed there’s something incredibly special about this place—and this episode is proof. Whether you're from Connecticut or just curious why it’s so close to my heart, you’re in for a ride. Let’s get into it. Follow Alexa here [https://www.instagram.com/alexa_curtis] and here [https://www.tiktok.com/alexacurtisunfiltered]. Shop Chief Swag Officer here [https://www.chiefswagofficer.com] with the code CHIEFSWAG10!

This week, one of my best friends Nick joins the show to discuss one side hustle that I'm particulary intrigued by: vending machines. Can this $17K investment make you into a millionaire? Buy Chief Swag Officer mic covers at chiefswagofficer.com [https://chiefswagofficer.com] with the code CHIEFSWAG10 for a discount off of your first order! Follow Alexa here [https://www.instagram.com/alexa_curtis]!

Chief Swag Officer is alive on our website chiefswagofficer.com [https://www.chiefswagofficer.com/] and thank gosh it is because Etsy closed down our store! It's been a chaotic week in business working to get our shop fully optimized online so people know where to buy us. But we went from 20+ sales a day to not even 2 (because of Etsy's SEO) so I've learned a lot about business this week. PSA to aspiring and current founders: you always need a website. Support Chief Swag Officer on our website and social media, and follow Alexa here [https://www.instagram.com/alexa_curtis]! Use the code CHIEFSWAG10 for a discount off of your first order.

Chief Swag Officer is alive on our website chiefswagofficer.com [https://www.chiefswagofficer.com] and thank gosh it is because Etsy closed down our store! It's been a chaotic week in business working to get our shop fully optimized online so people know where to buy us. But we went from 20+ sales a day to not even 2 (because of Etsy's SEO) so I've learned a lot about business this week. PSA to aspiring and current founders: you always need a website. Support Chief Swag Officer on our website and social media, and follow Alexa here [https://www.instagram.com/alexa_curtis]! Use the code CHIEFSWAG10 for a discount off of your first order.