🔥 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
If you loved this conversation, subscribe and leave a review on your favorite podcast platform.
The Badass Women in Business Podcast is where honest conversations fuel powerful growth. Hosted by Cristy and Aggie.
Keep up with more content from Aggie and Cristy here:
- Facebook: Empowered Women Leaders
- Instagram: @badass_women_in_business
- LinkedIn: ProveHer - Badass Women in Business
- Website: Badasswomeninbusinesspodcast.com
- Athena: athenaac.com
Popular Podcasts
24/7 News: The Latest
The latest news in 4 minutes updated every hour, every day.
Stuff You Should Know
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
Crime Junkie
Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by audiochuck Media Company.