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    Sequoia Capital Part II (with Doug Leone)

    enFebruary 18, 2020

    Podcast Summary

    • Sequoia Capital: A 50-Year Journey of Growth and InnovationSequoia Capital, founded in 1972, is a leading tech investor with a portfolio of influential companies like Yahoo, Google, and Stripe. Doug Leone, its global managing partner, joined in 1988 and expanded it into a multibillion-dollar global powerhouse. Immigrant Doug Leone's family story mirrors the firm's growth and resilience.

      Sequoia Capital, founded by Don Valentine in 1972, has been a leading investor in technology companies for over 50 years. After turning the firm over to Michael Moritz and Doug Leone in 1996, Sequoia has continued to be a driving force behind some of the most influential companies in the tech industry, including Yahoo, Google, PayPal, LinkedIn, YouTube, Reddit, 23andMe, HubSpot, WhatsApp, Dropbox, Airbnb, Docker, Stripe, Instacart, UiPath, DoorDash, and Robinhood. Doug Leone, the global managing partner of Sequoia, joined the firm in 1988 and has played a crucial role in its expansion from a single early-stage fund to a multibillion-dollar global powerhouse. In the modern era of Sequoia, the firm has processed over 130 billion events per day and shipped live product experiments to over 1.2 billion end users. One of their impressive portfolio companies, Statsig, now serves almost all of the most important AI companies in the world and has grown from a single core product to a full-fledged product understanding platform. Doug Leone's family immigrated from Italy to the United States when he was 11 years old. His story, like that of Sequoia Capital, is one of growth, innovation, and resilience.

    • Immigrating to America and facing adversity shaped the speaker's personalityAdversity in childhood and education made the speaker resilient and adaptable, shaping his intuitive and determined personality

      The speaker's experiences of immigrating to America as a child and facing adversity in high school shaped him into a resilient and adaptable person. Despite a loving upbringing in Italy, he encountered abuse in American high schools, which developed his tough side. His personality, as reflected in his Myers Briggs test results, shows him as being halfway between an introvert and extrovert, with a shift towards relying on intuition rather than logic as he grew older. The challenges he faced during his education in America, including being expelled from Cornell, only served to make him more determined and successful in his later career.

    • From outsider to successful entrepreneurPersonal experiences and setbacks can shape your career, but taking risks and seeking out opportunities for growth are essential.

      Personal experiences and opportunities can significantly shape a person's career path. The speaker shares how being abused in high school and feeling like an outsider led him to become "normal" again at Cornell, but also missing out on learning opportunities. He then found himself in sales after a lucky break with Hewlett Packard, but soon craved for more and took a risk by cold-calling Sun Microsystems. There, he discovered product market fit and had great success, but his focus on Wall Street meant his office became a depot for Sun. Through these experiences, the speaker learned the importance of taking risks and seeking out opportunities for growth.

    • From support engineer to venture capitalist through hard work and determinationPersistence and hustle are essential in the venture capital industry. Building knowledge, networking, and some luck can lead to success.

      Persistence and hustle can lead to success in the venture capital industry. The speaker, Doug, shares his story of starting out as a support engineer, impressing Scott McNealy with his dedication and work ethic, and eventually making his way into the venture capital world through hard work and determination. He made thousands of cold calls, wrote letters to venture firms, and even sweet-talked his way into an interview with Don Valentine of Sequoia Capital. During the interview, Don valued Doug's genuine approach and intuition, and saw potential in him to be a successful investor. Doug's success in the industry came from his relentless work ethic, building knowledge, developing a network, and some luck. He emphasizes that there is no one formula for success in venture capital, but hustle and determination are key components.

    • Trust and perseverance in venture capitalSuccess in venture capital requires trust and perseverance. Empowering young talent can lead to successful investments.

      Perseverance and trust are key elements for success in venture capital. The speaker, Doug Leone, shared his experiences during the early days of Sequoia Capital when they had several successful IPOs, including Arbor Software, INS, and Renaissance Software. He went through challenging times, almost getting thrown out of the firm, but was given a chance to prove himself. When the founders of Arbor Software were on the brink of bankruptcy, Doug created a presentation that helped secure funding from Sequoia. His understanding of the domain and ability to articulate the problem impressed the partners, who trusted him enough to make him a partner despite initial reservations. The partnership was later flattened to ensure young partners didn't act like associates. Trusting and empowering young talent proved to be a successful strategy for Sequoia, as Doug and his colleagues went on to invest in companies like Google.

    • Sequoia Capital's resilience during industry changesDespite underperformance and industry shifts, Sequoia Capital reinvested fees and carried losses, leading to strong returns for investors

      During the transition from Sequoia Fund 6 to Sequoia Fund 7, the venture capital industry was undergoing significant changes. The world was moving from semiconductors to PC software and then to the Internet. During this period, Sequoia Capital faced challenges in raising funds and keeping clients due to the lackluster performance of Sequoia 5 and the early losses in Sequoia 6. However, instead of giving up, the partners made a bold decision to reinvest their fees and carry into underperforming funds, bringing them up to close to 2x their original value. This approach allowed Sequoia Capital to weather the storm and continue to deliver strong returns for their investors. This incident serves as a reminder of the importance of resilience and commitment in the face of adversity.

    • Reinvesting in struggling fundsSequoia's founders' decision to reinvest in struggling funds instead of cutting losses defined the company's culture, fostering a strong sense of camaraderie and commitment to doing what's right.

      During the formative years of Sequoia Capital, the founders made a decision to reinvest in their struggling funds rather than cutting losses and moving on. This decision, which went against the norm for most other venture firms, became a defining moment for the company's culture. It required a great deal of effort and dedication to turn these investments into returns, but the founders, Mike Moritz and Doug Leone, were determined to make it work. This moment of unity and perseverance, despite the challenges and disagreements between them, created a strong sense of camaraderie and a shared commitment to doing what was right, even when it was inconvenient. This attitude has been a key factor in Sequoia's success.

    • Sequoia's hands-off approach allows founders to focus on product-market fitSequoia's hands-off approach enables founders to focus on creating their products and figuring out product-market fit, trusting that doing nothing is the riskiest option.

      Sequoia Capital, as a venture capital firm, has been successful due to its hands-off approach towards its portfolio companies, allowing founders to focus on creating their products and figuring out product-market fit. This strategy, which was also applied during the expansion of Sequoia's investment focus, is based on the understanding that the pace of change is exponential and doing nothing is the riskiest option. A practical example of this philosophy in action is Vanta, a company that automates security and compliance efforts, enabling organizations to focus on their core product and services. Sequoia's approach is not a solo effort but a collective one, with everyone building on each other's ideas and experiences. By trusting founders to create and providing support during execution, Sequoia has been able to help shape some of the most successful companies in the tech industry.

    • Sequoia Capital's Expansion into China and IndiaSequoia Capital's expansion into China and India led to successful investments in Alibaba, Meituan, ByteDance, and numerous IPOs. Founders' intuition and local partnerships proved crucial.

      Globalization and the rise of large and growing economies, specifically China and India, led Sequoia Capital to expand its operations and establish a presence in these markets. The firm's founders, uncertain but determined, took a risk and sought out local teams to partner with. They were introduced to experienced investors and founders, and after a series of meetings and handshake deals, Sequoia China was born. This bold move paid off, with successful investments in companies like Alibaba, Meituan, and ByteDance, and numerous IPOs. At critical moments, Sequoia's co-founder, Mike Moritz, demonstrated intuitive operational insights that proved invaluable. Despite initial skepticism from limited partners, Sequoia China has become a significant part of the firm's history.

    • Expanding Sequoia Capital: A Team EffortSequoia Capital's success was a team effort, with key individuals leading expansion into global markets while others held down the fort. Adapting to changing business landscapes and shifting focus from deep tech to app layer investing allowed them to maintain a competitive edge.

      The success of Sequoia Capital, as shared by Michael Moritz, was a result of a team effort, with key individuals like Moritz and Mike Moritz championing the expansion into global markets while others held down the fort. This was a critical period in the mid-2000s when the potential of Chinese markets was uncertain, and the focus was on building a dominant, global powerhouse that could act locally. The team managed to expand geographically and add funds in each geography, adapting to the changing business landscape and the shift from deep technology investing to application layer investing. This required a clear strategic focus and a quick response to the evolving needs of the company and the market. The importance of being the first investor in a startup remained a priority, and the team's ability to adapt and evolve allowed them to maintain their competitive edge.

    • Sequoia's holistic approach to venture capitalSequoia differentiates by growing with companies from seed to IPO and beyond, maintaining deep relationships, understanding potential, and sharing returns. They also offer new business units to better serve founders' needs.

      Sequoia Capital chose to differentiate themselves from other venture capital firms by vertically integrating and growing with their companies from seed stage to IPO and beyond, rather than specializing in a specific stage or asset class. This approach allowed them to maintain deeper relationships with founders, understand the full potential of their companies, and share in the significant returns that come later in a company's growth. Additionally, they established new business units such as a global growth fund, a hedge fund, and a heritage business to better serve their founders' needs and build long-lasting relationships. By taking a holistic approach and putting founders first, Sequoia has built a global powerhouse that serves founders throughout their entire journey.

    • Focusing on the market, putting founders first, and maintaining a strong cultureEarly investment and a strong company culture are crucial for success. Supporting companies during challenges attracts other investors, and open communication, learning from mistakes, and humility foster growth.

      Being an early investor and having a strong company culture are key to success for both entrepreneurs and venture capitalists. Sequoia Capital, as discussed, has found success by focusing on the market, putting founders first, and maintaining a culture that values truth and teamwork. By being an early investor, Sequoia can support companies during challenging times, which in turn helps attract other investors. Similarly, having a strong company culture allows for open communication, learning from mistakes, and maintaining a humble mindset. The success of a company or firm can sometimes make it a target for criticism, but it's important to remember that even established entities have much to learn and much to prove. The mindset of constantly striving to improve and adapt, while staying true to core values, is essential for long-term success.

    • Prioritizing Performance and ResponsibilitySequoia Capital values performance and responsibility, treating team members with dignity, and building an organization, not a family. Crusoe's clean compute cloud solution exemplifies this ethos, using stranded energy to provide better performance and cost savings for customers, while benefiting the environment.

      Success in business comes with great responsibility, and firms like Sequoia Capital understand the importance of helping others even during tough times. Reputation and past success can create a desirable aura, but it's crucial not to let that become a drug. Sequoia Capital prioritizes performance above all else, treating every team member with dignity, and building an organization, not a family. One of their favorite companies, Crusoe, exemplifies this ethos through its innovative clean compute cloud solution specifically designed for AI workloads, which uses stranded energy to provide better performance and cost savings for customers. By locating data centers at energy sites and reducing reliance on the grid, Crusoe not only benefits the environment but also offers a more cost-effective alternative to traditional cloud providers.

    • Reflecting on Past Investments: Successes and Missed OpportunitiesSuccessful investors like Doug Leone of Sequoia Capital emphasize the importance of self-reflection and critical analysis in investing. They acknowledge past successes and failures, learn from mistakes, and continuously strive for improvement.

      Self-reflection and critical analysis are essential components of successful investing. Doug Leone, a partner at Sequoia Capital, shared his thoughts on the firm's past decisions, giving them grades based on their outcomes. He acknowledged some successes, such as during the war room times of 1999 and during times when they leaned the right way in tough decisions. However, he also acknowledged several missed opportunities, particularly with Facebook, for which he gave himself an F. Leone emphasized the importance of embracing failure and treating people well, but also acknowledged areas for improvement. For entrepreneurs looking to get in touch with Sequoia, Leone advised sending thoughtful emails directly to the firm. Overall, Leone's reflections highlight the importance of learning from past mistakes and continuously striving for improvement.

    • The Power of Persistence in Email OutreachBe bold and aggressive in email outreach efforts, even with a low response rate, as it can still lead to successful investments.

      Sending emails aggressively to potential investors, even with a low response rate, can still lead to successful investments. Neil and Doug discussed their experiences with email outreach and emphasized the importance of persistence. Doug shared that even if the probability of an investment is low, it's still worth sending an email. Neil agreed and encouraged listeners to be bold and aggressive in their outreach efforts. For those interested in learning more about building companies and gaining access to bonus content, they encouraged listeners to subscribe to their podcast and become limited partners.

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