Keith Rabois' strategic investments in tech have greatly boosted his net worth. His early involvement with PayPal set the stage, while smart moves with LinkedIn and YouTube capitalized on explosive growth and acquisitions. Further investments in Yelp, Square, and Airbnb showcased his knack for identifying disruptors early. Recent investments in DoorDash, Affirm, and Opendoor exemplify his ongoing prowess in spotting high-potential startups. Each decision reflects his ability to foresee market leaders and leverage opportunities effectively. Continue, and you'll uncover the stories behind these high-impact investment decisions.

Key Takeaways

  • Early investment in LinkedIn led to significant financial gains through its IPO and Microsoft's $26.2 billion acquisition.
  • Investment in YouTube resulted in substantial returns following Google's $1.65 billion acquisition.
  • Yelp's IPO in 2012 turned Rabois' early-stage investment into a major financial success.
  • His role and investment in Square contributed to significant financial success through its product expansion and IPO.
  • Strategic investment in DoorDash post-IPO led to a significant increase in net worth due to stock price surge and market share growth.


Keith Rabois' journey in the tech industry took a pivotal turn when he joined PayPal in November 2000, playing a significant role in its rapid growth and success. As the Executive Vice President of Business Affairs, Rabois showcased his strategic and leadership skills during PayPal's formative years. His position allowed him to influence key decisions that propelled the company toward its significant achievements.

During his tenure, Rabois was instrumental in guiding the company through critical phases, including its eventual acquisition by eBay. This acquisition not only solidified PayPal's place as a major player in the tech industry but also substantially contributed to Rabois' net worth. His early involvement with PayPal, alongside other tech leaders, laid the foundation for his successful career trajectory.

The success and growth of PayPal were pivotal in shaping Rabois' professional reputation. This experience provided him with valuable insights and a robust network, both of which became instrumental in his future endeavors in the tech sector. As a result, PayPal's impact on Rabois' career trajectory and net worth underscores the significance of his early successes in the tech industry.


As Vice President of Business and Corporate Development, you made strategic early investments in LinkedIn that paid off substantially. By leveraging networking opportunities, you contributed to LinkedIn's expansion and eventual IPO in 2011.

Your successful exit strategy was further validated by Microsoft's acquisition of LinkedIn for $26.2 billion in 2016, cementing your status as a savvy tech investor.

Strategic Early Investment

Recognizing the immense potential of LinkedIn early on, Rabois made a strategic investment that greatly contributed to his burgeoning net worth. As a visionary in the tech industry, Rabois identified LinkedIn as the next big opportunity, leveraging his expertise in venture capital to secure a position as an early investor. This foresight paid off handsomely when LinkedIn went public in 2011, substantially boosting his financial standing.

Rabois' involvement didn't stop at mere investment; he also played an essential role in the platform's expansion as Vice President of Business and Corporate Development. His hands-on approach not only deepened his ties with LinkedIn but also contributed to its rapid growth and success as a leading professional networking site. This symbiotic relationship between investor and company underscored the importance of strategic early investment in burgeoning tech enterprises.

The successful IPO of LinkedIn validated Rabois' keen insight and ability to spot high-potential ventures. His early stake in LinkedIn proved to be a lucrative addition to his investment portfolio, exemplifying how strategic early investments in promising tech ventures can yield substantial financial rewards.

This move showcased Rabois' adeptness in recognizing and capitalizing on transformative market opportunities.

Networking Opportunities Leveraged

Building on the success of his strategic early investment in LinkedIn, Rabois skillfully leveraged the platform's networking opportunities to forge invaluable connections within the tech industry. Serving as Vice President of Business and Corporate Development at LinkedIn, Rabois had a front-row seat to the burgeoning tech ecosystem, enabling him to identify and engage with key players. His role wasn't just a title; it was a gateway to an expansive network of industry leaders, potential investors, and strategic partners.

By actively participating in LinkedIn's network, Rabois capitalized on the platform's unique ability to connect professionals. He didn't just sit back; he reached out, initiated conversations, and built relationships that would later prove pivotal. These efforts weren't merely social; they were strategic moves that opened doors to valuable partnerships and investment opportunities.

Furthermore, the relationships Rabois formed at LinkedIn were instrumental in his ability to spot and invest in high-growth tech companies. The connections he cultivated provided him with insider insights and early access to promising ventures. This strategic networking played a crucial role in his financial success and positioned him as a prominent figure in the tech investment landscape.

Exit Strategy Success

Keith Rabois' strategic involvement in LinkedIn culminated in a highly successful exit strategy, greatly boosting his net worth. As LinkedIn's Vice President of Business and Corporate Development, Rabois played an instrumental role in driving the company's early growth. His efforts were pivotal during LinkedIn's initial public offering (IPO) in 2011, which marked one of the first major exit strategies for the company.

The IPO not only validated LinkedIn's business model but also notably increased Rabois' financial stake. However, the pinnacle of his success came with the acquisition of LinkedIn by Microsoft in 2016 for a staggering $26.2 billion. This acquisition further underscored the value Rabois helped create within LinkedIn.

The strategic foresight and operational contributions he made positioned LinkedIn as an attractive target for Microsoft, which sought to leverage LinkedIn's extensive professional network to enhance its own service offerings. Rabois' ability to guide LinkedIn through these critical phases of growth and exit strategies is a tribute to his acumen in the tech industry.

His involvement in LinkedIn not only multiplied his investment but also solidified his reputation as a master strategist in tech investments.


In 2005, YouTube emerged as a groundbreaking platform for video sharing, thanks to early investors like Keith Rabois who recognized its potential. Founded by Chad Hurley, Steve Chen, and Jawed Karim, YouTube quickly revolutionized the way people consumed and shared video content online.

Rabois' early investment positioned him advantageously when Google acquired YouTube in 2006 for a staggering $1.65 billion.

YouTube's growth trajectory has been nothing short of spectacular. It's now the second most visited website globally, boasting over 2 billion logged-in monthly users. The platform's monetization strategies, including advertising, subscriptions, and content partnerships, have established it as a dominant force in the online video streaming industry.


You can't ignore Keith Rabois' early-stage investment in Yelp, which greatly impacted his net worth.

By recognizing Yelp's potential to revolutionize local business reviews, he strategically partnered with the company during its formative years.

This foresight not only enhanced his financial portfolio but also solidified his reputation as a savvy tech investor.

Early-Stage Investment Impact

Recognizing Yelp's potential from the outset, Rabois' early-stage investment played a pivotal role in significantly boosting his net worth. When Yelp, an online review platform, was still in its infancy, Rabois identified its promise and invested early. This decision underscored his ability to spot lucrative opportunities before they became mainstream successes.

Rabois' foresight paid off handsomely when Yelp went public in 2012. The IPO marked a significant milestone, transforming his initial investment into a substantial financial gain. This event not only increased the value of his investment portfolio but also solidified his reputation as a savvy investor with a keen eye for high-growth potential.

Moreover, Yelp's consistent market performance and expansion were instrumental in contributing to Rabois' financial success within the tech industry. Each strategic move Yelp made, from expanding its user base to enhancing its service offerings, amplified the returns on his investment. This scenario exemplifies the profound impact that well-timed, early-stage investments can have on an investor's net worth.

In essence, Rabois' early bet on Yelp was a demonstration of his strategic acumen, further cementing his position as a notable figure in the tech investment landscape.

Strategic Growth Partnership

Keith Rabois' strategic growth partnership with Yelp greatly strengthened the company's market presence and his own net worth in the tech industry. By focusing on enhancing Yelp's growth, Rabois played a pivotal role in guiding the company through critical strategic decisions and expansion plans. This collaboration didn't just elevate Yelp's status in the market; it also notably contributed to Rabois' financial success.

During his time with Yelp, Rabois' expertise facilitated several key business developments that propelled the company's value. His ability to identify and implement growth opportunities was instrumental in driving Yelp's market penetration and competitive edge.

To make it more engaging, here are some pivotal aspects of Rabois' involvement with Yelp:

  • Strategic Decision-Making: Rabois provided invaluable insights that shaped Yelp's long-term strategy.
  • Expansion Plans: He spearheaded initiatives that allowed Yelp to broaden its market reach.
  • Market Value Growth: Under his guidance, Yelp saw a noticeable increase in its overall market valuation.
  • Business Development: Rabois' influence led to the establishment of key partnerships and business opportunities.

This strategic growth partnership stands out as one of the lucrative investments that boosted Keith Rabois' net worth in the tech industry, showcasing his acumen in driving company success.


As the Chief Operating Officer of Square, a pioneering financial services and mobile payment company founded by Jack Dorsey, Rabois played a pivotal role in its remarkable growth and eventual public offering in 2015. Under his leadership, Square expanded its product line and entered new markets, solidifying its position as a formidable player in the fintech industry.

You'll find that Rabois' contributions to Square were instrumental in driving the company's innovative solutions, such as the Square Reader and Square Stand, which democratized payment processing for small businesses. His strategic vision and operational expertise helped Square navigate competitive pressures and regulatory challenges, ensuring its sustained growth and market penetration.

Rabois' role in steering Square towards its IPO not only marked a significant milestone for the company but also contributed substantially to his net worth. The successful public offering underscored the market's confidence in Square's business model and growth prospects, further enhancing its valuation.


Rabois' investment in Eventbrite, an innovative online ticketing platform, greatly strengthened his tech portfolio and net worth. Eventbrite's value skyrocketed after its successful IPO in 2018, and Rabois' early backing of the company proved to be a masterstroke. The platform's appeal to both event organizers and attendees allowed it to carve out a significant user base, which, in turn, enhanced its market position and financial standing.

Rabois' decision to invest early in Eventbrite showcased his foresight and ability to identify promising tech ventures. Here are a few reasons why this investment was pivotal:

  • Successful IPO: Eventbrite's public offering in 2018 significantly boosted its value and, consequently, Rabois' net worth.
  • User Base Growth: The platform's innovative approach attracted millions of users, increasing its market influence.
  • Event Organizer Appeal: Eventbrite provided essential tools for event organizers, making it indispensable in the industry.
  • Tech Industry Credibility: This investment solidified Rabois' status as a savvy investor, enhancing his reputation in tech circles.


You can't overlook Keith Rabois' strategic insight when he made an early investment in Airbnb. His foresight paid off handsomely, especially during the company's 2020 IPO, which greatly boosted his net worth.

This move exemplifies how Rabois identifies growth potential in emerging tech ventures.

Early Investment Stage

During the early stages of Airbnb, Keith Rabois' strategic investment laid the foundation for a substantial boost in his net worth. By recognizing the potential of Airbnb before it became a household name, Rabois positioned himself advantageously within the tech investment landscape. His decision to invest early wasn't only timely but also demonstrated a keen understanding of emerging market opportunities.

The impact of Rabois' early investment in Airbnb can be highlighted through several key points:

  • IPO Success: Airbnb's 2020 IPO was a landmark event, propelling 13 investors, including Rabois, onto the prestigious Midas List.
  • Substantial Returns: The company's successful public offering led to substantial returns, significantly enhancing Rabois' financial portfolio.
  • Elevated Status: The growth and valuation of Airbnb post-IPO elevated Rabois' status in the tech investment world, affirming his expertise in identifying high-potential ventures.
  • Foundation for Growth: This strategic move laid a robust foundation for Rabois' continued success and influence in the tech industry.

Rabois' early investment in Airbnb exemplifies how foresight and strategic decision-making can lead to remarkable financial outcomes. His ability to identify and commit to promising startups during their formative stages has been instrumental in building his impressive net worth.

Strategic Growth Insight

Building on the momentum of his early investment, Keith Rabois' strategic growth insight into Airbnb's potential played a pivotal role in further elevating his net worth and influence in the tech industry.

Recognizing the transformative power of the home-sharing platform, Rabois invested in Airbnb at a critical juncture. His foresight was rewarded when Airbnb went public in 2020, a move that not only raised over $3.5 billion but also valued the company at around $47 billion.

Rabois' association with Airbnb's successful IPO propelled him onto the Midas List, a confirmation of his keen investment acumen. This significant milestone highlighted his ability to identify and support ventures with substantial growth potential. It's evident that Airbnb's surge to prominence was a key factor in bolstering Rabois' financial standing in the tech sector.

His early and strategic investment in Airbnb contributed to a track record that continues to draw the attention of industry peers and aspiring investors. By aligning himself with Airbnb's growth trajectory, Rabois demonstrated a deep understanding of market dynamics and consumer trends, further cementing his status as a visionary investor in the technology landscape.


Keith Rabois' investment in DoorDash, a leading food delivery service, played a vital role in greatly enhancing his net worth following its successful IPO in December 2020. With the IPO, DoorDash experienced a substantial surge in its stock price, solidifying Rabois' position as a prominent investor in the tech industry.

By identifying DoorDash's potential early on, Rabois positioned himself to benefit immensely as the company gained both popularity and market share. His strategic foresight in investing in DoorDash wasn't only timely but also highly profitable, marking a major milestone in his investment career.

Consider the following key elements that contributed to the success of Rabois' investment in DoorDash:

  • Early Investment: Rabois recognized DoorDash's potential at a nascent stage, allowing him to capitalize on its growth trajectory.
  • IPO Surge: DoorDash's stock price soared post-IPO, considerably boosting the value of Rabois' shares.
  • Market Share Expansion: DoorDash's ability to capture a substantial portion of the food delivery market translated into increased returns for investors.
  • Strategic Milestone: The IPO underscored Rabois' acumen in identifying and nurturing high-potential tech startups.

Rabois' involvement with DoorDash exemplifies his adeptness in making impactful investments that significantly elevate his financial standing.


Shifting focus from his success with DoorDash, Rabois' investment in Affirm further exemplifies his knack for identifying high-growth opportunities in the tech sector. Affirm, a fintech company founded by Max Levchin, captured Rabois' attention early, and his decision to back it as an angel investor proved astute.

When Affirm went public in January 2021 with an IPO valuation of approximately $11.9 billion, it greatly bolstered Rabois' net worth.

Affirm's disruptive approach to traditional credit systems and its dominance in the buy-now-pay-later space underscore the strategic foresight behind Rabois' investment. His early involvement in the company not only positioned him as a key player in fintech innovation but also showcased his ability to support ventures with substantial growth potential.

Affirm's strong market performance continues to validate Rabois' investment acumen, as the company remains a major force in the consumer finance sector.


With an eye for transformative technology, Rabois' investment in Opendoor has greatly enhanced his net worth by revolutionizing the traditional real estate market. Opendoor, a tech company simplifying the home buying and selling process through its online platform, has attracted substantial funding and investor interest. Rabois' involvement in Opendoor's growth has been pivotal, positioning the company as a leading player in the real estate tech sector.

Opendoor's success stems from its innovative approach, which streamlines the cumbersome aspects of real estate transactions. By leveraging technology, Opendoor offers convenience and efficiency to its customers, making home selling as effortless as clicking a few buttons. This disruptive business model hasn't only driven rapid expansion but also solidified Opendoor's market presence, directly contributing to Rabois' financial gains.

Key aspects of Opendoor's impact include:

  • Funding Attraction: Significant investor interest has fueled Opendoor's growth.
  • Market Disruption: Opendoor's model simplifies real estate transactions.
  • Customer Convenience: Technology-driven processes enhance efficiency and ease.
  • Rapid Expansion: Swift growth has established Opendoor as a market leader.

Through his strategic investment in Opendoor, Rabois has exemplified how recognizing and supporting disruptive technologies can substantially boost one's net worth in the tech industry.

Frequently Asked Questions

How Did Keith Rabois Make His Money?

You'd find that Keith Rabois made his money through strategic investments in tech companies like Opendoor and DoorDash, alongside his roles in ventures such as Clarium Capital and the Founders Fund, and his tenure as COO of Square.

What Company Was Founded in 2014 by Keith Rabois?

Keith Rabois co-founded OpenDoor in 2014. This technology platform revolutionizes real estate transactions, simplifying the buying and selling process. OpenDoor's innovative model and success have greatly contributed to Rabois' impressive net worth in the tech industry.

Who Are the Tier 1 Vcs?

Tier 1 VCs, such as Sequoia Capital, Andreessen Horowitz, and Accel Partners, are renowned for their successful investments. They back unicorns and tech giants, greatly impacting a company's growth, valuation, and credibility in the industry.

Who Is the Most Successful Venture Capitalist?

Neil Shen from Sequoia China is the most successful venture capitalist in 2023. You'll find him topping the Midas List, recognized for his outstanding investments in tech companies, achieving significant returns through IPOs and acquisitions.