Superhuman AI: Decoding the Future

In this episode of Superhuman AI: Decoding the Future, Hassan and Zain are joined by Jesse Middleton, former WeWork executive, early-stage tech investor, and hacker extraordinaire. Jesse shares how his journey from playing with early Apple computers to helping WeWork scale from a small team to a global phenomenon has influenced his unique approach to startup investing and the future of work.

Jesse provides insights into the wild early days of WeWork, how culture and focus built the company, and the lessons learned from its downturn. Jesse also dives into his investment philosophy, the explosive growth of AI, and why he believes the next decade will see AI transforming industries in ways we can hardly imagine.

We also learn about the role of culture in startups and hear Jesse’s predictions for AI’s impact on the regulation space.

What we talk about:

  • (01:05) Jesse’s journey from hacker to WeWork and beyond
  • 03:42) How Jesse’s love for breaking things led him to the tech world
  • (05:48) The moment Jesse met Adam Neumann and joined WeWork
  • (07:06) WeWork Labs: Building a space for tech entrepreneurs
  • (09:58) How WeWork grew
  • (12:00) The rise and fall of WeWork from an insider’s perspective
  • (13:14) Key takeaways from WeWork: Focus and culture
  • (15:12) Jesse’s philosophy on startup investing and AI’s future
  • (19:12) AI’s impact on regulated industries and the creative fields
  • (21:33) The rise of Small Language Models (SLMs) and agentic AI
  • (25:51) AGI: Will it happen and how it could change everything?
  • (28:35) How AI is already making a difference in Jesse’s life?

What is Superhuman AI: Decoding the Future?

AI is exploding. Every day, new intelligent tools are emerging, and they're becoming more powerful, more helpful, and more convenient to use than ever before. Artificial intelligence isn't just a handy tool for those in IT — the data science and application of AI tools spans across sectors. But how do you keep up with the latest developments? How do you make sure you don't fall behind in deep learning and automation? And where can you learn how to use these tools for productivity?
This is Superhuman AI: Decoding the Future - your source for the latest news and insights in artificial intelligence, brought to you by Zain Kahn (Superhuman.ai) and Hassan Bhatti (technology entrepreneur and investor). Each week, listen in as Zain and Hassan speak to AI industry pioneers and innovators to find out how smart technologies are transforming business and how you can apply these tools to enhance your productivity.
Along with interviews with some special guests, tune in for our weekly AI news show where we keep you in the loop with all the biggest stories and developments on AI ethics, AI marketing, and more. So, join Zain and Hassan as they break down machine learning, neural networks, and smart technologies to give you the tips you need to harness automation, boost your productivity, and let the AI tech do the heavy lifting for you.

Listen in on Superhuman AI: Decoding the Future and equip yourself with the knowledge to stay ahead in the AI era. Subscribe now and never miss an episode.

For more information, visit www.superhuman.ai.