Michelle Obama caused a stir on her podcast as she playfully explored the idea of being a single woman staying at Airbnb co-founder Brian Chesky's home.
Her engaging discussion with Chesky highlighted their close connection and mutual respect, while revealing how Chesky has made his residence available for guests through Airbnb, as Fox News reports.
Mrs. Obama revealed her curiosity about staying at Chesky's Airbnb during a recent podcast episode. Chesky, known for co-founding the revolutionary platform that allows people to rent out their homes as temporary lodgings, has made his own home available on the site. He announced that his residence now serves as an Airbnb stay, with the unique detail that he would be at home while hosting guests.
Chesky's offering isn’t just about a place to sleep; it includes freshly baked cookies, the company of a friendly golden retriever, and freshly brewed coffee. These welcoming features are all meant to enhance the guest experience in Chesky's personal environment. Chesky also engages in leisure activities with his guests, such as workout sessions. He mentioned these take place after indulging in cookies, emphasizing a balance between enjoying treats and staying physically active.
The CEO's residence quickly gained popularity on Airbnb, with available weekends in early 2025 already fully booked. He intends to open more weekends throughout the year to accommodate interested visitors. It’s no surprise that this special chance has captured significant attention, given the opportunity to enjoy the hospitality of a prominent tech leader like Chesky.
Michelle and Barack Obama share a strong friendship with Chesky, a fact which was evident as Michelle humorously imagined the prospect of staying at his Airbnb as a single woman. Her playful comment reflected both their amicable relationship and the unique perspective she brought to the conversation. For her, Chesky is more than a business figure; the Obamas liken him to a son, highlighting the closeness of their bond.
Michelle expressed how different it felt to interview Chesky in such a format, acknowledging their exchange as if it were a friendly dinner chat. Craig Robinson, Michelle Obama's brother, chimed in during the podcast, commenting on her humorous drift toward Chesky's relationship status.
Interactions like these underline the casual and friendly dynamics that mark Michelle and Chesky's relationship. Michelle openly stated her interest in Chesky's love life, revealing past attempts by both her and Barack to set him up. Regardless of whether these efforts were successful, they underscore the warmth and familial affection the Obamas have for Chesky.
Barack Obama has even given Chesky relationship advice, showing his involvement and concern for Chesky's personal life. Whether the former president's advice has translated into successful matchmaking remains unclear. Yet the depth of their bond is evident, with Chesky recognizing Barack's investment in his relational well-being.
Chesky has reciprocated this familial connection with equal warmth, enjoying the playful banter on the podcast. Michelle's comments about being a single woman interested in Chesky's home drew laughter but also emphasized the genuine camaraderie among them.
Opening his home to Airbnb users reflects Chesky's broader vision for Airbnb as a platform fostering connections. By inviting guests into his own life to enjoy homemade treats and engaging activities, he exemplifies the hospitality and personal touch that Airbnb seeks to promote globally. Through activities shared with guests, Chesky aims to bridge the gap between host and visitor, making stays more interactive and memorable.
For Michelle Obama, the chat with Chesky represented a light-hearted diversion, taking listeners deeper into the quirks of Airbnb life with an influential friend at the helm. Whether or not she ever stays at Chesky's Airbnb as a single woman, her comments certainly added a new layer to Chesky's bustling hosting story.
In navigating between personal life and business, Michelle Obama and Brian Chesky continue to illustrate the blend of friendship and platform innovation. Their podcast episode offers an intimate glimpse into the lives behind public personas, revealing the personal nuances of major leaders in today's digital economy.
