Dare To Be Fearless with Alexa Curtis

Dare To Be Fearless with Alexa Curtis

Join Alexa Curtis, serial entrepreneur and former Disney host, as she dives into the exhilarating world of startups. From sharing inspiring success stories to candidly discussing the inevitable challenges faced by entrepreneurs, each episode explores the essence of fearlessness and resilience needed to thrive in the ever-evolving landscape of entrepreneurship.

Episodes

June 4, 2025 50 mins
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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 with the code CHIEFSWAG10 for a discount off of your first order!

Follow Alexa here!

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Chief Swag Officer is alive on our website 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 ...

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Welcome the most fearless Rosie Jane Johnston to Dare To Be Fearless this week! Rosie is the founder of the #1 clean perfume brand in the world, By Rosie Jane, sold at stores like Sephora and Nordstrom. Prior to founding BRJ, Rosie was a celebrity makeup artist who did makeup for celebrities like John Mayer and more. 

Buy Chief Swag Officer customized microphone covers and accessories on chiefswagofficer.com with the code CHIEFSWAG...

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Solo episode with Alexa about how to network like a fearless and confident boss. In this episode, she covers:

Cold Pitching 

How She Landed Her Radio Disney Show 

How To Find And Scout Emails 

and leaving London for a bit. 

Want Chief Swag mic covers? Use the code CHIEFSWAG10 now!

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I met Dara Huang at an event in London last year when I first moved to town. Dara is one of those people who lights up the room she walks into. 

As a Taiwanese-American architect and designer, renowned for her innovative contributions to contemporary architecture, Dara was born in Florida to Taiwanese immigrants, where she pursued a master's degree in architecture from Harvard University.  

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Andrew Stern is the Co-creator of Rumble Boxing, one of the most popular boxing studios in the world that is now a franchise model. Andy is the President of Talent & Programming Globally for Rumble Boxing, where he oversees over...

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Emma Hinchliffe is a senior writer at Fortune, where she covers wo...
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What happens when passion meets relentless hustle? Taylor Capuano, the powerhouse co-founder of Cakes Body, takes us on her wild journey from fitness fanatic to CEO of a booming wellness brand. In this exclusive episode, Taylor spills the tea on:

🔥 Her unexpected "Aha!" moment that sparked Cakes Body
💥 The fitness secrets that transformed her followers' lives
💡 The social media strategy that took her from unknown to unstoppable

...

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I was honored to sit down with Nicole Hockley, Co-Founder of Sandy Hook Promise in Connecticut. On December 14th, 2012, Nicole lost her son Dylan in the Sandy Hook shooting. She's made it her life decision to eradicate school shootings and bring awareness to gun violence. The organization has so far prevented 16 and counting school shootings across the country. 

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Tiffanie Darke is the former VP at A&E Networks and now a sustainability expert and author. In this episode we cover why fast fashion is going to completely ruin the environment over the next 10 years, what happens when you buy from fast fashion companies, and the reality behind cheap clothes. Plus, ways to solve this problem especially if you can't afford to buy more expensive clothing regularly. 

Follow Alexa on social media at @...

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Kit Rich is a renowned fitness expert, celebrity trainer, and entrepreneur based in Los Angeles, California. She has gained recognition for her personalized approach to health and wellness, emphasizing balance and sustainability. Beyond fitness, Kit has pursued her passion for storytelling. In October 2023, she completed her debut feature film, "Isabel's Garden," which she wrote, directed, and produced, showcasing her multifaceted ...

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In this inspiring episode, I sat down with Dr. Amy Cuddy, a renowned social psychologist, bestselling author, and TED Talk sensation, whose talk on body language and "power posing" has captivated millions around the globe. Amy shares her groundbreaking research on the science of presence and how small changes in body language can transform confidence, influence, and connection.

Join us as we explore her journey from overcoming pers...

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I went up to Kelly Cutrone at a Starbucks when I was 14-years-old and in NYC. At the time, she was fully focused on her PR firm, People's Revolution, putting together some of the most prominent and famous fashion shows at Lincoln Center at the time. I ended up getting an internship with Kelly, and catching up with her felt so full circle for me since she's truly an icon in the industry. 

Now, she's focused on helping creators like ...

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I was quite sick when we filmed this so my voice is not 100%!

Mimi Ikonn is an entrepreneur, author, and co-founder of Intelligent Change, a company known for its transformative tools like the Five Minute Journal and the Productivity Planner. Born in Baku, Azerbaijan, and raised in Toronto, Mimi's journey embodies creativity, resilience, and a commitment to personal growth. Alongside her husband, Alex Ikonn, she has built a brand t...

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Medik8, one of the fastest-growing skincare brands in the market, co-founder Daniel Isaacs joins as a guest on Dare to Be Fearless this week!

Medik8 is an award-winning, science-led brand making skincare full of smart, safe ingredients, including retinal, vitamin C and SPF. The brand is approved by derms, doctors, and beauty editors alike due to the simple...

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LOREN FUCKING GRAY EVERYONE! Joins Dare To Be Fearless today for a captivating episode about

Being fearless, exisiting as a young person with 53 million TikTok followers, building a sustainable career as an influencer now actress, and so much more...

Use code CHIEFSWAG10 for 10% off your first order at chiefswagofficer.com

Connect with Alexa on social media (Instagram & TikTok

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How To Cold Call, Handle Rejection And Drive Traffic To Your Brand, with Alexa Curtis.

Connect with Alexa below:

Chief Swag Officer 

Sponsor this show at https://www.passionfroot.me/alexa-curtis

Subscribe to Stay Fearless or Die Trying here

BUY A MEDIA LIST OR MEDIA KIT HERE

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Samuel Budd is the founder and CEO of Buddy Media Group, an award-winning independent social and influencer marketing agency. With over a decade of experience in launching and scaling global marketing agencies, Sam has led performance and acquisition strategies for renowned brands such as Apple, Aviva, Procter & Gamble, Spotify, and Bacardi.

He's also an angel investor and co-founded Social Change with Steven Bartlett,...

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Amanda Beausoleil is the Founder and Executive Director of SIRA, a nonprofit that helps people recover from self-injury through an effective and powerful peer-group support model. Amanda struggled with self-injury for 15 years. She found recovery through a self-injury peer support group in New York. In 2019 she left the corporate world and a longstanding career in fas...

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