Behind the founder: Drew Houston (Dropbox)
Behind the founder: Drew Houston (Dropbox)Drew Houston opens up about battling against big tech, building and rebuilding culture, finding purpose, and moreListen now on Apple, Spotify, and YouTube. Brought to you by: • Paragon—Ship every SaaS integration your customers want — Drew Houston is the co-founder and CEO of Dropbox. Under his leadership, Dropbox has grown from a simple idea to a service used by over 700 million registered users globally, with a valuation exceeding $9 billion. Drew has led Dropbox through multiple phases, from explosive viral growth, to battling all the tech giants at once, to reinventing the company for the future of work. In our conversation, he opens up about:
Find the transcript at: https://www.lennysnewsletter.com/p/behind-the-founder-drew-houston-dropbox Some takeaways:
Where to find Drew Houston: • X: https://x.com/drewhouston • LinkedIn: https://www.linkedin.com/in/drewhouston/ In this episode, we cover: (00:00) Introduction to Drew and Dropbox (04:44) The three eras of Dropbox (07:53) The first era: Viral growth and early success (14:19) The second era: Challenges and competition (20:49) Strategic shifts and refocusing (29:36) Personal reflections and leadership lessons (40:19) Unlocking mindfulness and building support systems (43:14) The Enneagram test (50:35) The challenges of being a founder CEO (58:11) The third era: Rebooting the team and core business (01:22:41) Lessons and advice for aspiring founders (01:27:46) Balancing personal and professional growth (01:42:38) Final reflections and future outlook Referenced: • Dropbox: https://www.dropbox.com/ • Y Combinator: https://www.ycombinator.com/ • Paul Graham’s website: https://www.paulgraham.com/ • Hacker News: https://news.ycombinator.com/ • Arash Ferdowsi on LinkedIn: https://www.linkedin.com/in/arashferdowsi/ • Sequoia Capital: https://www.sequoiacap.com/ • Pejman Nozad on LinkedIn: https://www.linkedin.com/in/pejman/ • Mike Moritz on LinkedIn: https://www.linkedin.com/in/michaelmoritz/ • TechCrunch Disrupt: https://techcrunch.com/events/tc-disrupt-2024/ • Dropbox viral demo: https://youtu.be/7QmCUDHpNzE • Digg: https://digg.com/ • Reddit: https://www.reddit.com/ • Hadi and Ali Partovi: https://www.partovi.org/ • Zynga: https://www.zynga.com/ • Steve Jobs announces Apple’s iCloud: https://www.youtube.com/watch?v=ilnfUa_-Rbc • Dropbox Carousel: https://en.wikipedia.org/wiki/Dropbox_Carousel • Dropbox Is Buying Mega-Hyped Email Startup Mailbox: https://www.businessinsider.com/dropbox-is-buying-mega-hyped-email-startup-mailbox-2013-3 • 5 essential questions to craft a winning strategy | Roger Martin (author, advisor, speaker): https://www.lennysnewsletter.com/p/the-ultimate-guide-to-strategy-roger-martin • Intel: https://www.intel.com/ • Gordon Moore: https://en.wikipedia.org/wiki/Gordon_Moore • Netscape: https://en.wikipedia.org/wiki/Netscape • Myspace: https://en.wikipedia.org/wiki/Myspace • Bill Campbell: https://en.wikipedia.org/wiki/Bill_Campbell_(business_executive) • Enneagram type descriptions: https://www.enneagraminstitute.com/type-descriptions/ • The Myers-Briggs Type Indicator: https://www.themyersbriggs.com/en-US/Products-and-Services/Myers-Briggs • Brian Chesky’s new playbook: https://www.lennysnewsletter.com/p/brian-cheskys-contrarian-approach • Ben Horowitz on X: https://x.com/bhorowitz • Why Read Peter Drucker?: https://hbr.org/2009/11/why-read-peter-drucker • GitLab: https://about.gitlab.com/ • Automattic: https://automattic.com/ • Dropbox Dash: https://www.dash.dropbox.com/ • Welcome Command E to Dropbox: https://blog.dropbox.com/topics/company/welcome-command-e-to-dropbox- • StarCraft: https://en.wikipedia.org/wiki/StarCraft_(video_game) • Procter & Gamble and the Beauty of Small Wins: https://hbr.org/2009/10/the-beauty-of-small-wins • Teaching Smart People How to Learn: https://hbr.org/1991/05/teaching-smart-people-how-to-learn Recommended books: • Guerrilla Marketing: Easy and Inexpensive Strategies for Making Big Profits from Your Small Business: https://www.amazon.com/Guerilla-Marketing-Inexpensive-Strategies-Business/dp/0618785914 • Playing to Win: How Strategy Really Works: https://www.amazon.com/Playing-Win-Strategy-Really-Works/dp/142218739X • High Output Management: https://www.amazon.com/High-Output-Management-Andrew-Grove/dp/0679762884/ • Only the Paranoid Survive: How to Exploit the Crisis Points That Challenge Every Company: https://www.amazon.com/Only-Paranoid-Survive-Exploit-Challenge/dp/0385483821 • Zone to Win: Organizing to Compete in an Age of Disruption: https://www.amazon.com/Zone-Win-Organizing-Compete-Disruption/dp/1682302113 • Warren Buffett’s books: https://www.amazon.com/warren-buffett-Books/s?k=warren+buffett&rh=n%3A283155 • Poor Charlie’s Almanack: The Essential Wit and Wisdom of Charles T. Munger: https://www.amazon.com/Poor-Charlies-Almanack-Essential-Charles/dp/1953953239 • Invent and Wander: The Collected Writings of Jeff Bezos: https://www.amazon.com/Invent-Wander-Collected-Writings-Introduction/dp/1647820715/ • The 15 Commitments of Conscious Leadership: A New Paradigm for Sustainable: https://www.amazon.com/15-Commitments-Conscious-Leadership-Sustainable-ebook/dp/B00R3MHWUE Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com. Lenny may be an investor in the companies discussed. You're currently a free subscriber to Lenny's Newsletter. For the full experience, upgrade your subscription. |
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