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    44. Take on Goliath — and win, w/Dropbox's Drew Houston

    enSeptember 05, 2019

    Podcast Summary

    • Overcoming competition by focusing on your advantage.Startups can succeed against established companies by identifying and utilizing their unique advantages, rather than trying to compete on the same terms.

      In the book Blitzscaling, the authors Drew Houston and Reid Hoffman use the story of a video game battle as a metaphor for how startups can compete with established companies. The story shows that even if your competition seems overwhelming, if you know your advantage and focus on it, you can succeed. In the case of Dropbox, their advantage was their knowledge of the game, Rock Band. Similarly, startups must focus on what they can do differently and better than established companies to succeed. Fighting giants on their terms will only lead to failure, but finding a unique and innovative approach is the key to success.

    • How to Succeed as a Startup: Be Contrarian and Recognize OpportunityPursue an overlooked opportunity, refine your business model, and recognize your unique advantage to succeed like Dropbox founder Drew Houston did against tech giants like Google and Microsoft.

      To succeed as a startup, you need to be contrarian and pursue an opportunity that others have ignored. This gives you time to refine your business model and gain users. Even if your field is already crowded, there might not be a clear dominant player, so don't give up. Drew Houston, founder of Dropbox, succeeded by recognizing a need that was still unmet, despite competition from tech giants like Google and Microsoft. He believed his singular pursuit of this need was the defining advantage of Dropbox, and 12 years later, it's valued at over $10 billion. To succeed like Drew, recognize your window of opportunity and take on bigger competitors with a great idea and some unique advantage.

    • The inspiring story of Drew Houston's journey from Accolade to Dropbox.Recognize opportunities and stay ahead of your competition by adapting and continuously educating yourself.

      Drew Houston founded Accolade, a company that provided software programs to help students prepare for the SAT exam. He recognized an opportunity when the exam format changed and he knew that all the study materials would become partially obsolete. Accolade had a clear advantage over Kaplan and Princeton Review, the established players in the market, as it was easier for Drew to update their software than revise countless textbooks. To counteract his own inexperience, Drew developed a habit of reading books on company management, sales, and marketing. Accolade's success gave him the confidence to start another company, which eventually became Dropbox, a cloud-based storage company.

    • The Power of User Feedback and Niche Targeting in Building a Successful ProductListening to user feedback, even from competitors, and focusing on a specific niche can help create a unique and advantageous product in a crowded market.

      User feedback is valuable, even if it's not from your own users. Knowing what people dislike about your competitors can point you towards their weakness and help you stand out in a crowded field. Despite the wealth of online storage options, Dropbox's founder, Drew Houston, was frustrated with their lack of reliability and knew what he needed from a product. He focused on creating a solution for himself and a small group of people who would love it, rather than trying to appeal to the masses. This approach allowed him to create a product that stood out from the competition and provided a clear advantage.

    • The importance of being your product/service advocate and focusing on building a strong team.When pitching to investors or competing with bigger companies, founders should be passionate about their product/service and focus on building a strong team that can drive innovation and forward momentum.

      When facing skeptical investors or competition from bigger companies, founders need to be the number one advocate for their product or service. They should know their advantage, even if it seems small, and be singularly obsessed with their product or service. Drew Houston, founder of Dropbox, knew his advantage was his youth, naivety, fearlessness, and the fact that he had very little to lose. Dropbox also avoided partnering with big companies, as it often resulted in wasted effort and could kill the company. Instead, founders should focus on building a strong team that can generate ideas, innovation, and forward momentum.

    • Empowering Your Best People: A Strategy to Avoid Middle ManagementIn large companies, empower your top people to be in the trenches with consumers, designers, engineers, and project managers. Avoid creating rear admirals and instead have field generals who make critical, quick decisions. Top managers should run your flagship franchise instead of multiple products. Implement viral referral programs to achieve rapid scalability.

      Mark Pincus, founder of Zynga, recommends avoiding middle management in large companies by empowering your best people to be in the trenches, close to consumers, engineers, designers and project managers. Instead of creating rear admirals, who are commanders far from the front lines, you need field generals who can make difficult split-second calls in real time. Your top managers should know the details just as much as the people in the trenches and should run your flagship franchise product, not 10 products. Dropbox avoided the gravitational pull of large partners and instead implemented a viral referral program to rapidly scale its user base.

    • Dropbox's Referral Program and the Importance of User ExperienceDropbox's founder Drew Houston realized how important referrals were to growth, but also understood that a user-friendly onboarding experience was key. His team made a list of 80 improvements based on user feedback, which led to accelerated growth.

      Drew Houston, founder of Dropbox, realized the importance of virality and retention early on. He introduced a referral program that rewarded users for referring friends and making them sign up, with no upper limit to the extra space awarded. But, after launching the service, they noticed that 60% of referred users failed to activate their accounts, causing stress and stalling growth. Drew addressed this by offering a usability test and found that users got stuck at many points along the onboarding journey. With this insight, Drew and his team made a list of 80 things to fix, simplifying and enhancing the user experience. This strategy helped Dropbox's growth accelerate.

    • Dropbox's Success Story: Customer Acquisition, Retention and MonetizationA startup's success depends on getting customer acquisition and retention right, and catching the attention of bigger players in the market can lead to potential challenges and opportunities. Dropbox's story demonstrates the importance of these factors.

      Dropbox's success in acquiring, activating, retaining, and monetizing its customers contributed to its rapid scaling and caught the attention of tech giants like Google and Apple. The cofounders were even summoned to meet Steve Jobs, who gave them a pitch to join Apple but also trolled them by saying that they were a feature, not a product, and that Apple could easily build their own version. Despite Jobs' trolling, the cofounders left a good impression and didn't piss him off. Dropbox's experience shows the importance of getting customer acquisition and retention right for startup success, and the potential challenges and opportunities of catching the attention of bigger players in the market.

    • Constantly reassessing advantages and embracing competition are qualities of successful leaders.To be a successful leader, keep an open mind and be willing to recognize potential even in smaller companies. Competition is necessary for growth and success in today's market.

      The key takeaway from this section is that successful leaders constantly reassess their advantages and are not afraid of competition. While some leaders ignore the encroachment of smaller companies until it's too late, a visionary leader sees potential where others may not. Both Drew Houston of Dropbox and Reed Hastings of Netflix recognized the potential in their respective companies early on, while leaders at Blockbuster failed to see the value of a partnership with Netflix. Despite the looming threat of being crushed by larger tech giants, Houston remains philosophical, stating that competition is essential for growth and success.

    • How Small Tech Startups Can Outperform Larger CompetitorsFocus on delivering a well-designed and satisfying user experience and create a unique playbook that sets you apart from the competition by determining your target customer, job function, and design principles. Leverage your talent advantage and commitment to secure a competitive edge.

      In the world of tech startups, even smaller companies can outperform larger competitors by maintaining focus and agility. While big players may copy a product and give it away for free, smaller companies can leverage their talent advantage and commitment to deliver a well-designed and more satisfying user experience. To succeed, startups must create a unique, specific playbook that sets them apart from the competition. By taking the time to determine their target customer, job function, and design principles, startups can avoid trying to compete on the same terms as their bigger rivals and instead use their strengths to secure a competitive edge.

    • How Dropbox Lost Its Focus and Regained ItDropbox grew organically by letting employees use it first, but lost focus when expanding into unrelated areas. Founder Drew's reassessment led to a strategy aligned with the company's purpose. To avoid competing with well-resourced companies, it's essential to expand without losing focus and purpose.

      Dropbox experienced organic growth, where employees started using it first before it reached the top. This approach is different from the conventional way of purchasing before deploying. The founder, Drew, constantly reassessed their advantages and played to them, helping the company survive against multiple competitors. However, as Dropbox expanded into unrelated areas and fought on many fronts, they lost focus and became like the Goliaths they had once scorned. Drew realized they needed to reassess their direction and purpose, which led to a multi-year process of figuring out a strategy that aligned with the company's purpose and his as a human being. It's essential to expand without losing focus and purpose to avoid competing with well-resourced companies without success.

    • The Importance of Collaboration and Inspiration in Business SuccessTo achieve success, it is crucial to work well together and have the right tools. The founder's inspiration can be a strategic advantage, and persistence and knowledge of competitive advantages are key to achieving goals.

      Drew Houston, the co-founder of Dropbox, realized that every important human endeavor relies on the ability of people to work well together, and the speed of progress is determined by the quality of tools used. Houston was inspired by SpaceX's mission to land on Mars, and he realized that Dropbox could help solve the collaboration and information sharing problems they faced by developing better tools. The founder's inspiration is always a strategic advantage for the company, and this is what drives the success of the business. The lesson to learn is that the key to achieving huge and modest goals is to never quit and to know what advantages you have to compete and succeed.

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