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Dare To Be Fearless with Alexa Curtis

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Rating
★★★★★
4.9
from
69 reviews
This podcast has
221 episodes
Language
English
Publisher
Alexa Curtis
Explicit
No
Date created
2017/10/08
Latest episode
2026/09/23
Average duration
40 min.
Release period
42 days

Description

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.

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Podcast episodes

Check latest episodes from Dare To Be Fearless with Alexa Curtis podcast


Gina Simm, The Love List Host & Connecticut Icon
2026/09/23
Gina Simm is a Sales and Digital Marketing Executive at iHeartMedia, podcast host and producer with more than 20 years of experience in media, sales and marketing. She is the co-host and producer of the Welloff Podcast, where she brings a bold, honest and no-BS perspective to conversations about health, wealth, relationships, purpose and living a top-shelf life. A breast cancer survivor and passionate breast cancer advocate, Gina brings real-life experience, resilience and plenty of personality to every conversation. She is also a cheer and tumble coach, entrepreneur and lifelong Boston sports fan who believes in working hard, taking chances and never playing small. Whether she's behind the microphone, building a business, coaching athletes or connecting brands with audiences, Gina brings energy and authenticity everything she does. Follow Alexa on Instagram here and Tiktok here. Join The Love List here!
No Shame, Just Facts: A Conversation About Reproductive Health with Planned Parenthood
2026/09/02
Reproductive health is a part of women's health throughout every stage of life, yet so many of us still have questions about what preventative care we actually need, when we should be getting screened, and what our options are when it comes to our bodies and our healthcare. In this episode, we're having an open, honest, and judgment-free conversation with Jennifer Love, a certified nurse midwife and Lead Clinician at Planned Parenthood of Southern New England. With more than 20 years of experience in reproductive healthcare and over a decade at Planned Parenthood, Jen brings a science-based, evidence-based, and patient-centered perspective to some of the most important topics women need to understand. We're breaking down cervical cancer screenings, including what Pap tests and HPV testing actually look for, why routine screening matters, and what women should know if they've been putting off an appointment. We're also talking about STI testing and treatment — why someone can have an STI without symptoms, how testing works, and why getting tested should be viewed as a normal part of taking care of your health rather than something associated with shame or judgment. And we're having an honest conversation about abortion care, including the differences between medication abortion and procedural abortion, what each experience can look like, and how healthcare providers help patients understand their options and make informed decisions about their care. Most importantly, this conversation is about access, education, prevention, and empowering women to feel comfortable asking questions about their own bodies. Whether you're overdue for a screening, wondering when you should get tested, trying to understand your reproductive healthcare options, or simply want reliable information from a medical professional, this episode is designed to give you straightforward answers without the stigma. No shame. No judgment. Just facts — and a reminder that taking care of your reproductive health is taking care of yourself.
He Bought a Building for $1… and Bet on New Haven: David Salinas
2026/08/12
David Salinas is a serial entrepreneur, investor, and one of the people helping reshape Connecticut's startup and innovation scene. In this episode, we sit down with David to talk about the unconventional decisions, risks, and vision that led him to buy a building in New Haven for just $1—and what he saw in the city that others didn't. We dive into how David transformed that opportunity into District, a thriving entrepreneurial and innovation ecosystem in New Haven, and what it really takes to build something from the ground up. From entrepreneurship and real estate to investing, failure, taking massive risks, and betting on Connecticut, David shares the behind-the-scenes story of how he built his businesses and why he continues to invest in the state. We also talk about what it's actually like to be an entrepreneur in Connecticut, why New Haven has so much untapped potential, how to recognize an opportunity before everyone else does, and the lessons David has learned from building multiple companies. In this episode: • How David bought a New Haven building for $1 • The story behind building District New Haven • Why he decided to bet on Connecticut • The realities of being a serial entrepreneur • Building businesses from the ground up • Taking risks when the outcome isn't guaranteed • Real estate, startups & investing • What David sees happening in New Haven next • Advice for aspiring entrepreneurs • The mindset behind turning an unconventional idea into a major business Follow Alexa on Instagram here and Tiktok here. Join The Love List here!
What Is The Love List & Moving Back To Connecticut Life Update
2026/05/19
I have been WAITING to film this one. Today I'm sitting down to talk about two things I get asked about constantly — what is The Love List, and yes, I moved back to Connecticut. We're getting into all of it — the business, the move, the why behind everything. Grab your coffee, get comfy, and let's catch up!  For more on The Love List, please apply at jointhelovelist.com. We offer matchmaking services and events throughout New England, with new cities launching soon. We encourage everyone to apply, because if we have a mutual match in a city, we will absolutely connect you! Grab your swag on Chief Swag Officer with the code CHIEFSWAG10! Follow Alexa on social media on Instagram and TikTok.
Everyone Says They Have a Brand, Almost No One Actually Does With John Sampogna
2026/03/04
CHIEF SWAG OFFICER IS LIVE ON BSW!   It's a huge week for the brand. Shop all of our swag on BSW here! Use the code CHIEFSWAG10 on Chiefswagofficer.com ---------------------------------------------------------------------   I sat down with the CEO and Co-founder of Wondersauce in this episode to talk about branding. John is a seasoned entrepreneur, investor, and CEO with over 15 years of experience crafting award-winning strategies, digital experiences, and campaigns for renowned brands such as Golf.com, Nike, L'Oréal, Scott's, Sixpenny, NYC's Brookfield Place, Chandon, and Grubhub, among others. Inspired by his generation growing up with the Internet, Sampogna was among the first in his field to embrace social media as a creative tool for growth, earning recognition on Business Insider's list of "30 Most Creative People in Advertising Under 30." His insights have been featured in various media outlets, including Glossy, Adweek, CNBC, Marketing Brew, Ad Age, Yahoo, and Digiday. He has also appeared on globally ranked podcasts, as a judge for prominent industry awards, and on stages like the Brand Innovators Summit at the US Open. Today, he leads a team of over 100 technologists, creatives, strategists, and producers as the Co-Founder and CEO of Wondersauce, a business acceleration agency that partners with brands poised for change to achieve their next stage of growth. Under his leadership, Wondersauce has earned a spot on Inc. Magazine's Inc. 5000 list of America's Fastest-Growing Companies, built a roster of premier Fortune 500 clients and innovative startups, and was officially acquired by Project Worldwide, an advertising holding company.   Follow Alexa on Instagram here and TikTok here. Find out more about John and Wondersauce here.
Building New England's #1 Luxury Matchmaking Company The Love List
2026/02/23
DARE TO BE FEARLESS IS BACK. And this time, we're not holding anything back. Answering your questions about building this matchmaking company, the age demographics and services we offer, and how many couples have fallen in love so far! Between scaling Chief Swag Officer and growing The Love List, life has been nonstop. I've relocated to Los Angeles to build both companies simultaneously — while still spending a ton of time in Connecticut meeting so many of you in person, hosting events, and expanding The Love List into new destination cities like Boston. This season is about what it really takes to build multiple brands at once. The wins. The chaos. The travel. The pivots. The behind-the-scenes decisions no one sees. If you've ever wanted to build something big while juggling everything else in your life — this is for you. Apply for The Love List and jointhelovelist.com! Follow Alexa on Instagram here and TikTok here
Solo Episode: This Is What They Don't Tell You About Being an Entrepreneur (+ Life Lately)
2025/06/17
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 on chiefswagofficer.com for a discount off of your first order! Follow Alexa on Instagram here and TikTok here!
Why Connecticut Is The Best State In America
2025/06/04
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 and here. Shop Chief Swag Officer here with the code CHIEFSWAG10!
Side Hustles That Work: Vending Machines
2025/04/09
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!
Etsy Closed Down My Small Business: PSA To Entrepreneurs
2025/04/02
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 Swag Officer on our website and social media, and follow Alexa here! Use the code CHIEFSWAG10 for a discount off of your first order.
John Mayer's Ex-Makeup Artist Spills Secrets—Meet the Beauty Mogul Behind By Rosie Jane
2025/03/26
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 CHIEFSWAG10 for a discount off of your first order!
Solo With Alexa: How To Cold Pitch & Network With Confidence
2025/03/12
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!
Architect Dara Huang On Getting In Front Of People With Cold Pitching, Designing For Cartier & More
2025/03/05
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.   In 2013, Dara founded Design Haus Liberty, an international architecture and design practice based in London, with additional offices in Hong Kong. The firm offers a wide range of design services across residential, commercial, hospitality, and retail sectors, establishing itself as a tastemaker and game-changer in the industry. On a personal note, Dara was previously engaged to British property developer Edoardo Mapelli Mozzi, with whom she shares a son, Christopher Woolf Mapelli Mozzi, affectionately known as "Wolfie." Despite their separation, they continue to co-parent amicably, with Wolfie also being the stepson of Princess Beatrice.  Follow Dara on social media here. Follow Alexa Curtis here. Buy Chief Swag Officer microphone covers here!
Broke In A Basement To Boxing King With Rumble Boxing Co-Creator Andrew Stern
2025/02/19
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 100 studios & 1,000 Rumble Boxing Trainers. He was hustling out of his parents basement after high school and through college before the other Rumble founder approached him with an idea, and from there the creation of Rumble began.  Follow Alexa on social media at @alexa_curtis and @alexacurtisunfiltered on TikTok. Buy Chief Swag Officer microphone covers with the code CHIEFSWAG10 at chiefswagofficer.com
Are Unpaid Internships Worth The Effort? & How To Become A Journalist With Fortune's Emma Hinchliffe
2025/02/12
Emma Hinchliffe is a senior writer at Fortune, where she covers women in business and gender issues across business, politics, and culture.    Emma and I met at SLUSH, one of the best conferences ever in Helsinki. Emma worked her way up from the school newspaper to landing an internship at USA Today to now being a senior writer at Fortune.   Filmed at Metro Podcast Studio in NYC.    Get a Chief Swag Officer microphone cover at chiefswagofficer.com with the code CHIEFSWAG10.

Podcast reviews

Read Dare To Be Fearless with Alexa Curtis podcast reviews


4.9 out of 5
69 reviews
★★★★★
Brianna_20 2025/02/05
A breath of fresh air
As an entrepreneur, this podcast is a top favorite of mine. I get so inspired and refreshed listening!
★★★★★
Ballsy29 2024/12/22
Inspiring content
I really enjoy business and starting a business intimidates me so this has been quite helpful
★★★☆☆
Bestfriendofpod 2024/05/26
does she do research or prepare before interviews?
I have enjoyed several episodes of this podcast and listened to her interview with Rachel Katzman, the founder of P Volve. I kept wondering whether sh...
★★★★★
Mugzy4 2024/04/22
From a parent
I’ve got two kids in their 20s and both listen to this show so I took a listen and it’s a good one, similar to npr how I built this
★★★★★
Edwardblaine 2024/01/27
Good podcast
I love this podcast and her perspective on business. Good show
★★★★★
MollyPhillips1992 2023/12/08
the best podcast when i’m cleaning my room
seriously this show always makes me want to start a business
★★★★★
LeSean70 2023/11/23
Best biz pod
Love this podcast as alexa never fails to go in depth about her thoughts on owning a business.
★★★★★
stacyayoung74 2023/11/10
Best podcast out there
I like her point of view, even as a male with a tech company
★★★★★
Allison Malecki 2023/09/05
Powerful Inspirations
I really enjoy how Alexa brings in the most inspirational guests. I love learning about how they get started in the work and passions. It makes me wan...
★★★★★
Mariana Antaya 2023/08/27
Inspiring for Entrepeneurs
Just a great show about learning the best tricks on how to get funding, becoming a founder and how to just start. Great questions that cut straight to...
check all reviews on apple podcasts

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