Airbnb's Start-up Journey: Lessons from the Hustle of Brian Chesky

Airbnb's Start-up Journey: Lessons from the Hustle of Brian Chesky


Start-Up Journey


Airbnb was founded in 2008 by Brian Chesky, Joe Gebbia, and Nathan Blecharczyk. The three friends struggled to pay their rent in San Francisco and came up with the idea to rent out air mattresses in their apartment to attendees of a design conference who could not find a hotel room. They launched a website called "Airbedandbreakfast.com" to promote their service and successfully rented out three air mattresses to conference attendees.


After the success of their initial concept, the founders realized the potential for a broader market. They began to expand their offerings to include a more diverse range of properties and locations. They rebranded as "Airbnb" and expanded the platform to include listings for apartments, houses, treehouses, and castles.


In the early days, the founders faced many challenges, such as building trust among users and convincing property owners to list their properties on the platform. They also faced legal and regulatory hurdles, as some cities had laws prohibiting short-term rentals. However, they persisted, and the company grew rapidly, receiving funding from venture capital firms and expanding to new markets around the world.


Today, Airbnb is one of the world's most successful and valuable start-ups, with a valuation of over $30 billion and listings in over 220 countries and regions. The company has also diversified its business model to include experiences and restaurant reservations and has a luxury service tier.


The Hustle of Brian Chesky



  1. Personal Outreach: Chesky has been known for his hands-on approach to building the company. He has personally reached out to users and property owners to build trust and ensure a positive experience. He would also personally call and email users to ensure their stays were going well and even go so far as to guarantee the safety of users' property.

  2. Networking: Chesky has been actively networking to build relationships with key industry people and raise awareness of Airbnb. He has been attending industry conferences and events and meeting with venture capitalists, entrepreneurs, and other business leaders to share his vision for the company.

  3. Marketing: Chesky was actively marketing the company early on and has been a critical figure in the development of Airbnb's advertising and branding strategy. He has been working to build a strong brand that evokes a sense of community and belonging and has been leveraging social media and word-of-mouth marketing to build buzz around the company.

  4. Innovation: Chesky has been actively encouraging innovation within the company and has been pushing the company to explore new business models and revenue streams. He has encouraged experimentation and risk-taking and has been open to new ideas and feedback from employees and users.

  5. Legal and Regulatory Challenges: Chesky and his team fought to change laws and regulations prohibiting short-term rentals in certain cities. He has been actively working to navigate legal and regulatory challenges, such as lawsuits brought by hotel industry groups, to establish Airbnb as a legal and legitimate business.

  6. Community Building: Chesky has been actively building a strong community around the company, both among users and employees. He has been fostering a culture of inclusivity and belonging and has been working to create a sense of shared purpose and mission among employees. This has helped to build a strong sense of loyalty and commitment among employees, which has been a key factor in the company's success.
  7. Product Development: Chesky has actively developed the company's product and service offerings. He has been working closely with the product development team to ensure that the company's offerings are meeting the needs of users and are aligned with the company's overall vision and mission.
  8. Diversification: Chesky and the team have diversified the business model to include experiences, restaurant reservations, and a luxury tier of service. He has been actively exploring new business models and revenue streams, such as partnerships and acquisitions, to ensure the company's continued growth and success.
  9. Strong leadership: Chesky has been a strong leader for the company, providing a clear vision and direction for the company and keeping the team focused on achieving the company's goals. He has been leading by example and actively setting the company's tone and culture.
  10. Continuous Learning: Chesky has been continuously learning and adapting to the changing market conditions. He has been open to feedback and willing to change the company's strategies and business models as needed. He also actively encourages employees to learn and adapt and provides opportunities for them.


Simple Lessons We Can Learn From AirBnB Start-Up Story


  1. Start with a simple solution to a real problem.
  2. Don't be afraid to pivot your business model.
  3. Build a strong brand and community.
  4. Embrace technology and innovation.
  5. Focus on customer experience and satisfaction.
  6. Test and iterate frequently.
  7. Utilize data and analytics to inform decisions.
  8. Build a strong team with diverse skill sets.
  9. Foster a culture of experimentation and risk-taking.
  10. Build strategic partnerships.
  11. Leverage social media and word-of-mouth marketing.
  12. Continuously improve and optimize your product or service.
  13. Be open to feedback and willing to make changes.
  14. Don't be afraid to enter new markets or industries.
  15. Have a long-term vision and be willing to invest for the future.
  16. Be adaptable and able to pivot quickly in response to market changes.
  17. Be open to new business models and revenue streams.
  18. Be transparent and open with your customers and community.
  19. Leverage the power of storytelling to build emotional connections.
  20. Believe in your product and mission, and be passionate about what you do.


What can we learn from its Business Model?


  1. Trust and Safety: Trust and safety are key qualities of the Airbnb business model. The company has implemented a number of measures to ensure that users and property owners feel safe and secure when using the platform. This includes features such as user reviews, verified listings, and a host guarantee that protects property owners from damage.

  2. Innovation: Airbnb is known for its innovative business model, which allows users to rent out their homes or other spaces to travelers in need of accommodation. This unique approach to accommodation has helped to disrupt the traditional hotel industry and has opened up new opportunities for travelers and property owners alike.

  3. Community: Airbnb's business model is built on the idea of fostering a sense of community among users. The platform encourages users to share their stories and experiences, which helps to build a sense of connection and belonging among users.

  4. Personalization: Airbnb allows users to personalize their travel experiences by offering a wide range of unique properties and experiences. This will enable travelers to find accommodation that matches their unique preferences and needs.

  5. Data-Driven: The company has been able to leverage data to optimize the user experience, inform business decisions, and also to expand the business.

  6. Diversification: The company has diversified its business model by including experiences and restaurant reservations and has a luxury service tier.

  7. Adaptability: Airbnb's business model is adaptable and able to pivot quickly in response to market changes.

  8. Accessibility: Airbnb's platform is accessible to users from all over the world, making it easy for people to find and book accommodation no matter where they are.

  9. Cost-effective: Airbnb's business model is cost-effective, as it allows users to rent out their homes or other spaces to travelers at a lower cost than traditional hotels.

  10. Positive impact: Airbnb's business model also has a positive impact on local communities by bringing tourism and economic benefits to neighborhoods around the world.

Deepak Sharma

Deepak Sharma

Insurance Advisor / WealthGuard


  • My goal is simple, protect what is important to you. I focus my energy on discovering your exposure to risk and building a comprehensive plan to protect you against those risk.