Badass Women in Business
Welcome to “The Badass Women in Business Podcast,” where candid conversations with the most fearless leaders in the business world take center stage. Hosts Cristy and Aggie shine a spotlight on women who lead fearlessly and unapologetically.
This podcast brings together entrepreneurs, corporate leaders, and innovators who are breaking barriers and making history. Each episode dives deep into the challenges, triumphs, and unique journeys of these remarkable women. It's about real, raw, and relatable stories that inspire and empower.
Join Cristy and Aggie as they explore the untold stories behind the success of these incredible women. The discussions are honest, inspiring, and are sure to spark a flame within you.
Be part of the change. Tune in to get inspired and discover the badass woman in you. Subscribe now on your favorite podcast platform. New episodes are released every Tuesday!
Badass Women in Business
From Shark Tank to Short Term Rentals: Jayla Siciliano on Funding, Burnout, and Rebuilding on Her Terms
🔥 Episode Summary
Jayla Siciliano knows what it feels like to chase the dream, hit burnout, and completely rebuild. After raising half a million dollars without connections, surviving a product launch disaster, and landing a Shark Tank deal with Mark Cuban, she walked away from it all to create something that actually supports her life. Today, she runs a bi-coastal luxury short term rental company and hosts the Seed Money Podcast to help early stage founders get funded and stay sane.
In this episode, Jayla gets real about the pressure of raising capital, the reality of burning out on your own dream, and how she rebuilt her business and lifestyle from the ground up. If you're questioning what success really means or wondering how to fund your big idea, this one is a must-listen.
đź““ Show Notes
In this powerful episode, Jayla joins Aggie and Cristy to talk about:
- What it really takes to raise your first seed round when you have no network and no runway
- Why one investor’s comment about pregnancy haunted her for years
- The emotional toll of losing over $100K in inventory and what got her through it
- Why she walked away from her Shark Tank-backed company to reclaim her life
- How her short term rental business gives her time freedom, creative space, and family flexibility
- The exact systems and boundaries that keep her 30-property portfolio running smoothly
- Why perfectionism held her back and how she finally let it go
- What founders need to know before diving into hospitality and real estate investing
- Why she launched Seed Money to take the mystery and intimidation out of fundraising
- The truth about confidence, patience, and persistence when everything feels impossible
You’ll also hear her take on building sustainable businesses that reflect who you are and how you want to live. Jayla proves that you don’t need to do it like everyone else. You just need to be bold enough to do it your way.
đź‘€ Mentioned in the Episode
- Seed Money Podcast: seedmoneypodcast.com
- Follow Jayla on Instagram and TikTok: @jaylasiciliano
- YouTube: @seedmoneypodcast
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The Badass Women in Business Podcast is where honest conversations fuel powerful growth. Hosted by Cristy and Aggie.
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