Josh Clemm

In this engaging discussion, Josh Clemm, Vice President of Engineering at Dropbox, shares insights into Dropbox Dash, a revolutionary AI-powered universal search tool. He explains the concept of 'multiplayer AI,' emphasizing its role in enhancing collaborative work. Josh delves into the importance of context engineering, warning against 'context rot' that can diminish AI output quality. He also highlights lessons learned from building search apps and advocates for a balance between data-driven and intuitive decision-making in tech leadership.

Penelope LaFeuille, a data scientist dedicated to fitness and health, shares her journey from burnout to balanced living through structured routines. Jeff Lee, a senior data scientist from Netflix, provides tips on securing top tech roles, including the 'briefcase technique.' Stanford's Sandy Pentland emphasizes the importance of designing AI systems that account for human behavior to avoid pitfalls. Lastly, Josh Clemm warns against 'work slop' in AI adoption, advocating for clear goals and effective retrieval strategies for better results.

In this discussion, Josh Clemm, VP of Engineering at Dropbox, shares his insights on the intersection of AI and productivity. With prior leadership roles at Uber and LinkedIn, Josh recounts a wild Krispy Kreme promotion that tested Uber Eats' infrastructure. He highlights Dropbox Dash, an AI-driven tool that connects cloud apps to streamline information retrieval. Josh emphasizes the importance of AI fluency for leaders and discusses how context-aware AI could transform teamwork, moving beyond chaotic workflows to more intuitive collaboration.