I listen to startup podcasts so you don’t have to.

How AI Is Really Changing Enterprise Work

Strategy
May 21, 2025
Box CEO Aaron Levie shares how AI is adopted at work and how leaders misunderstand tech innovation.
Topics discussed in the episode:
-
Why should founders view AI as a way to expand services rather than reduce workforce?
-
How can founders use AI for deep research to accelerate decision-making?
-
Why is now the time for startups to adopt an AI-first approach?
-
How can AI enhance sales productivity and lead to growth?
-
What advice does Aaron Levy have for leaders coping with rapid technological change?
-
How does embracing AI open new opportunities rather than just replacing existing jobs?
-
How can AI agents transform enterprise business processes?
-
How can founders stay updated with the rapid advancements in AI technology?
-
What does it mean to be an AI-first organization?
-
How can embracing AI accelerate product development and expand business capabilities?

Why should founders view AI as a way to expand services rather than reduce workforce?

Aaron Levy argues that AI enables companies to take on new work, leading to growth and potentially more hiring.

"These industries are not static and zero sum... my argument is that we'll probably hire as many, if not more engineers if AI can get really good at coding."

  • Recognize AI as a growth driver, not just a cost cutter.
  • Use AI to handle new projects that were previously unfeasible.
  • Invest in talent to leverage AI advancements fully.

How can founders use AI for deep research to accelerate decision-making?

Aaron Levy shares how AI can perform extensive research tasks, speeding up projects significantly.

"Late at night... 15 minutes later, it has come up with a full research document of every single company in our space and what they're all doing for pricing."

  • Employ AI agents to conduct comprehensive market research.
  • Use AI-generated insights to make faster, informed decisions.
  • Reduce project timelines by automating research tasks.

Why is now the time for startups to adopt an AI-first approach?

Aaron Levy emphasizes the importance of integrating AI early to stay ahead in the long-term AI adoption journey.

"That's why moving AI first now is a very relevant exercise because you do want those learning cycles to happen in your company sooner and faster than it does outside your company."

  • Begin integrating AI to build institutional knowledge.
  • Early adoption positions your startup ahead of competitors.
  • Embrace AI to accelerate innovation and adapt to future demands.

How can AI enhance sales productivity and lead to growth?

Aaron Levy explains how AI can improve sales performance and be reinvested to accelerate growth.

"If we can make a sales rep able to sell 5% more because we give them better data... we're going to internally, in some planning session, we're going to get greedy and say, what if we reinvested that back into the sales team to grow even faster?"

  • Leverage AI insights to boost sales efficiency.
  • Reinvest AI-driven productivity gains to scale your business.
  • Use AI to inform strategic growth decisions.

What advice does Aaron Levy have for leaders coping with rapid technological change?

Aaron Levy offers guidance to leaders on embracing the pace of change and staying energized.

"The reason why I can stay up with it is because I'm excited by it all... I think it's this amazing gift. And so I'm only basically having fun."

  • Cultivate enthusiasm for new technologies to stay motivated.
  • Embrace change as an opportunity rather than a burden.
  • Foster a positive mindset to lead your team through transformation.

How does embracing AI open new opportunities rather than just replacing existing jobs?

Aaron Levy highlights how AI enables companies to expand services and pursue new opportunities.

"Most of the use cases that we're hearing about are things where... I'm actually expanding the set of things my company can go do."

  • View AI as a tool to grow and diversify your offerings.
  • Use AI to address previously unprofitable or inaccessible markets.
  • Encourage teams to explore innovative uses of AI beyond cost-cutting.

How can AI agents transform enterprise business processes?

Aaron Levy discusses the transformative impact of AI agents on enterprise workflows and productivity.

"Customers are doing everything from saying, 'I want to take 100,000 contracts and automatically review them with AI and extract the most relevant data from those contracts.'"

  • Utilize AI agents to automate large-scale data analysis tasks.
  • Leverage AI to uncover insights from unstructured data.
  • Incorporate AI into processes to increase efficiency and reduce manual effort.

How can founders stay updated with the rapid advancements in AI technology?

Aaron Levy shares insights on the necessity for founders to keep pace with the fast-moving AI landscape.

"Having done this now for 20 years... this is absolutely the fastest I've ever seen tech move by at least 5 to 10X."

  • Allocate time to continuously learn about AI advancements.
  • Engage with industry peers to share knowledge and updates.
  • Prioritize staying informed to make timely strategic decisions.

What does it mean to be an AI-first organization?

Aaron Levy explains the concept of being AI-first and how it can drive acceleration in customer outcomes and innovation.

"For us, AI first means that we want to use AI as a means of driving an acceleration of the customer outcome, an acceleration of decision making, and acceleration of building new features."

  • Implement AI to speed up decision-making processes.
  • Use AI to enhance customer experiences and product development.
  • Adopting an AI-first mindset can give your startup a competitive edge.

How can embracing AI accelerate product development and expand business capabilities?

Aaron Levy discusses how AI can revolutionize product development and enable businesses to do things previously not possible.

"Because it is now affordable to deploy AI at a problem, I'm actually expanding the set of things my company can go do."

  • Embracing AI can open up new opportunities and services for your business.
  • Using AI tools can accelerate project timelines and enhance productivity.
  • Founders should consider how AI can expand, not just optimize, their offerings.