In this episode of UNinvested, Sahil Seth interviews Alexandra Debow, an NYU dropout and Thiel Fellow, who has founded Swsh, a social photo-sharing app. Alexandra shares her journey through entrepreneurship, the ups and downs of building multiple apps, and her relentless drive to solve meaningful problems. This conversation dives deep into the challenges and successes of young entrepreneurs and the mindset needed to thrive in the tech world.

What we explore:

• Alexandra's biggest failure and lessons learned from building five different apps
• The motivation behind choosing entrepreneurship over a traditional career path
• The importance of community and risk-taking in Alexandra's entrepreneurial journey
• Advice for young entrepreneurs on taking risks and de-stigmatizing failure
• The transition from early ideas to the successful launch of Swsh
• Balancing social life and the entrepreneurial hustle
• The role of mentors and networks in a startup's success
• Strategies for cold outreach and building meaningful connections
• The unique challenges and advantages of being a young entrepreneur

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• LinkedIn: https://www.linkedin.com/company/uninvested

In this episode, we cover:

[00:00] Introduction to Alexandra Debow and her entrepreneurial background

[00:42] What drives Alexandra to be an entrepreneur

[01:16] The role of community and risk-taking in her journey

[01:57] Advice for young entrepreneurs and the importance of taking risks

[02:22] Embracing failure as a learning process

[02:53] The journey of building and pivoting through different apps

[04:26] Balancing social life and the startup grind

[04:50] The significance of product-market fit in a startup’s success

[05:50] Standing out in a crowded social media space

[08:50] The role of mentors and the impact of accelerators

[10:08] Effective strategies for cold outreach

[11:18] The value of persistence and resilience in entrepreneurship

[12:08] Balancing founder instincts with user feedback

[15:12] Examples of inspiring young entrepreneurs

[17:10] The importance of enjoying the entrepreneurial journey

[19:10] The impact of community and co-founders on startup success