This Week in Startups
This Week in Startups

Airbnb Co-Founder Joe Gebbia on early “a-ha” moments, elite design + his new startup Samara | E1675

Joe Gebbia joins Jason to discuss the early days of Airbnb, gaining traction, persevering through the “no’s,” and functional design. (2:09) They also discuss gaining customer trust and Airbnb’s incredible COVID turnaround. (21:17) Joe wraps the show by breaking down his new venture, Samara. (45:05)

Featured Speakers

Jason Calacanis HostJoe Gebbia Guest

Topics Discussed

Episode Summary

Executive Summary: Airbnb co-founder Joe Gebbia recounts how the company overcame investor skepticism by earning trust, listening directly to hosts, and focusing on experience and design. He describes Airbnb’s response to safety incidents and COVID-19, including support for guests, hosts, and employees. Gebbia also explains Samara’s factory-built, energy-efficient accessory dwelling units and their potential to expand housing options.

Main Topics: Airbnb’s unlikely beginnings and investor rejection: Despite early bookings during the 2008 Democratic National Convention in Denver, Airbnb struggled to attract investors. Gebbia says the core objection was that people would not trust strangers in their homes. Design, trust, and customer research: Gebbia describes design as shaping the whole experience, not just its appearance. Professional host photography, close customer conversations, and quick product improvements helped Airbnb build trust and find traction. Responding to safety incidents and COVID-19: After an apartment was trashed, Airbnb prioritized trust and safety and rapidly shipped safeguards. During COVID-19, it refunded guests, supported hosts, borrowed to protect its finances, and helped laid-off employees find new jobs. Focusing Airbnb on travel: The company resisted expanding into unrelated rental categories and concentrated on accommodations and travel experiences. Pandemic-era changes in travel behavior also informed flexible-date search and experience-led discovery. Samara and factory-built ADUs: Gebbia’s new company, Samara, offers turnkey backyard homes, handling design, permitting, fabrication, delivery, and installation. Units can serve as family housing, workspaces, creative studios, or rentals. ADUs as a housing and neighborhood solution: Gebbia argues that ADUs can add housing with limited visual impact, generate income for homeowners, and create more affordable options in expensive areas. He sees regulatory changes and demand supporting broader adoption.

Key Arguments: Early traction did not automatically win investor support: Airbnb had working bookings and revenue, yet none of five investors who met the founders invested. Trust is a central product challenge when a service involves people’s homes. Airbnb addressed it through its interface, better listing photography, safety features, and a host guarantee. Founders should meet early customers in person rather than trying to code their way through every problem. Airbnb’s New York visits surfaced host issues that the team fixed quickly, alongside professional photos that improved listings. Good design must both solve a user’s problem and create an emotional response; Gebbia describes this as satisfying conscious needs while delighting users. In a crisis, companies should consider the needs of all stakeholders. Airbnb supported guests with full refunds, hosts with payouts, employees with severance and job-finding resources, and investors with additional financing. Airbnb stayed focused on travel because the category offered substantial room to grow; it added travel experiences rather than diversifying into unrelated rentals. Factory production and an end-to-end service can reduce the complexity of installing an ADU, while energy-efficient construction and solar can make the unit a potential source of surplus power. ADUs can add housing while preserving neighborhood character and provide homeowners with rental income and increased property value.

Data Points: Hotel rooms in Denver compared with Invesco Stadium capacity: About 20,000 rooms; 80,000 seats - The 2008 Democratic National Convention created a lodging shortage that Airbnb used to attract hosts and guests. Airbnb hosts in Denver during the convention: About 800 - The founders said the platform grew from no Denver hosts to roughly 800 in time for the event. Early investor outreach: 20 introductions; 10 replies; 5 meetings; 0 investments - The founders’ first angel-investor outreach, despite early marketplace activity. Weekly Airbnb revenue after New York host visits: $200 to $400, then $800 - Revenue had been flat before the founders improved listings and addressed host feedback. Trust and safety product changes: About 40 features in roughly two weeks - Airbnb accelerated safety and trust improvements following an apartment being trashed in 2011. Host guarantee: Started at $50,000 and later rose to $1 million - A safeguard introduced after the 2011 safety incident to reassure hosts. Airbnb revenue rebound: $1.3 billion in Q3; 4 times the Q2 low - The host cites this as a recovery after travel collapsed during the pandemic. Samara unit sizes: About 450 sq. ft. for a studio; 550 sq. ft. for a one-bedroom - Approximate sizes of the company’s Backyard ADU offerings. Backyard energy performance: Three times as energy-efficient as traditional construction for the same footprint; produces three times the energy it consumes - Gebbia describes the unit as all-electric, with rooftop solar and surplus power sent to the main home. States with ADU-enabling laws: Eight states besides California - Gebbia says other states have followed California’s lead in enabling ADU growth. California ADU permits: Increased 17% - The increase Gebbia attributes to California passing an ADU law. Estimated potential ADUs in California: 1.5 million - A California study cited by Gebbia estimated the state’s capacity for ADUs.

Pivotal Quotes: "Design satisfies the conscious and tickles the subconscious." — Joe Gebbia: His concise definition of design as both functional problem-solving and emotional delight. "An in-person conversation with your early adopters is 10 to 100x more powerful than any online survey or digital communication will ever be." — Joe Gebbia: His advice to founders on understanding customer needs through direct engagement. "There were thousands of reasons why this should not have worked." — Joe Gebbia: Gebbia reflects on the skepticism and obstacles Airbnb faced before it became a global company.

Implications: For founders, Airbnb’s story reinforces customer proximity, thoughtful design, focus, and stakeholder-centered crisis response. For housing, factory-built ADUs may offer a scalable way to add flexible living space and income-producing units, provided permitting, affordability, and local adoption continue to advance.

🔓 Sign Up for Unlimited Episode Search

About This Week in Startups

Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world’s greatest founders, operators, investors, and innovators.

View all episodes from This Week in Startups