Aaron Levie is one of the OG founders of the last two decades as the Co-Founder and CEO of Box. Today, Box does over $1BN in revenue with a market cap of $3.85BN, and has raised over $560 million from the likes of DFJ, Andreesen Horowitz, and Coatue.

In Today’s Episode with Aaron Levie We Discuss:

What You Need to Know Entering This AI Wave:

Why does Aaron think we are currently in a transformative window in AI?
What does Aaron think it takes to be successful in this next wave?
Which areas does Aaron think founders should be focusing on today? Where should they not?

AI Adoption: Business Model, Implementation, Regulation.

How does Aaron think AI will change how we work & run a business?
What does Aaron think is the single biggest obstacle to AI adoption in large organizations?
Does Aaron agree with Sarah Tavel @ Benchmark AI companies will be selling work not tools?
How does Aaron think AI will change the SaaS business model?
Why is Aaron not as worried about AI regulation? What are his biggest concerns today?

The Next AI Breakthrough: AI Agents

Why does Aaron believe the next big breakthrough in AI will be agents?
How does Aaron think AI agents will change org structures?
How does Aaron think agents will differ from RPA? How will RPA companies benefit from AI?
What does Aaron think AI agents will look like in five years?

Startups vs Incumbents: Who Wins?

What is Aaron’s advice to startups today building against OpenAI?
Does Aaron think startups have more advantage in foundational models or the application layer?
What advantages do incumbents have? What are their biggest weaknesses?
Who does Aaron think are the biggest winners in AI today? Who is underperforming?
Why does Aaron think Apple isn’t losing the AI race?

Severance - S01E09 - The We We Are