In this podcast, Drew Houston, the founder of Dropbox, reflects on the company's 18-year journey. He breaks it down into three key phases: the explosive growth in its early years, fierce competition from tech giants, and the current shift in Dropbox's mission. Houston shares the challenges of going up against major players like Google and Apple, highlighting how Google Photos' free unlimited storage impacted their business. He stresses the importance of self-awareness and adapting leadership styles as Dropbox grew, using the Enneagram as a valuable tool for self-reflection. Founders can learn crucial lessons on handling intense competition, addressing internal challenges during rapid expansion, and the significance of ongoing personal and professional growth.