In this episode of the podcast, Michelle Obama and Craig Robinson interview Brian Chesky, the co-founder and CEO of Airbnb. The conversation begins with lighthearted banter about setting up Chesky romantically and quickly transitions to the founding story of Airbnb, from its humble beginnings with air mattresses and themed cereals to its current status as a global platform. Chesky shares insights into his design background, the importance of community, and the challenges of balancing technological advancement with human connection. The discussion also covers the impact of social media on society, the loneliness that can accompany success, and the need for intentionality and mentorship for the next generation of entrepreneurs. The episode concludes with personal advice from Chesky and the hosts, emphasizing the value of real-world relationships and the importance of using technology for good.