269 - Hybrid Teams = People + Agents: Jessica Swank (Chief People Officer, Box)
Jessica Swank, Chief People Officer at Box, joined us on The Modern People Leader. We talked about building an "org brain",Β ...
Chief People Officer & Senior Vice President, Box
Search every verified Jessica Swank interview, podcast appearance, and on-the-record quote β each transcript cross-checked by AI and human review to confirm speaker identity. Jessica Swank, Chief People Officer and Senior Vice President at Box, has spoken in several 2025 podcast appearances about the company's integration of artificial intelligence into its workforce and product strategy. She described Box as an "intelligent content management" platform and said the company is "sitting on a gold mine of data" to leverage with AI. Swank stated that Box has an AI council and an AI governance council focused on security, privacy, and compliance. She noted that the company built an internal recruiting agent that saves an estimated four to six hours per hire, and that an AI certification program achieved about 95% completion across the company. Swank said she believes "every role within an organization is going to change, whether that's 5% or 95%" due to AI, and that managers may soon oversee both people and AI agents, raising questions about performance management and spans of control. Swank has also discussed Box's approach to leadership and culture. She said the company measures both outcomes through quarterly OKRs and behaviors through four "leader mindsets" anchored on values. She stated that "empathy actually requires strength" and that companies must align rewards with stated values. On work-life balance, she said she calls it "work-work integration" because "life and work are not discrete." Swank noted that Box has been "hyperfocused on profitable growth" and makes "hard tradeoffs" to avoid layoffs. Separately, Swank is also an artist; in a 2025 grantee story, she discussed her sculpture practice using materials such as silicone, resin, and plaster to explore themes of the body and technology.
“I truly believe that this is an incredible moment and opportunity for every single people, HR, talent, learning leader because it is a huge seismic shift of expectations and there isn't a blueprint.”
“Box's current state is an AI platform where essentially we are intelligent content management β it's a file store but there's so much more, and with AI we're sitting on a gold mine of data that can provide insights to leverage AI going forward.”
“Aaron Levy, our CEO, and Ben Cous, our CTO, have been kind of on the forefront of really defining AI as a business strategy, so the product strategy is very much aligned to the business strategy.”
“Within our people and communities team we have a threeβprong strategy: optimize (look across the employee life cycle to use AI), elevate (org design, job architecture and skills), and amplify (bring Box-on-Box use cases to customers and partners).”
Jessica Swank, Chief People Officer at Box, joined us on The Modern People Leader. We talked about building an "org brain",Β ...
Check out FY23 Emerging Artist Grantee, Jessica Swank's Studio! https://www.instagram.com/jessicawswank/ This grant isΒ ...
Meet Jessica Swank and Maggie Genoble, FY23 and FY25 Emerging Artist Grantees! https://www.instagram.com/jessicawswank/Β ...
Post-pandemic leadership is complex, and mid-level managers are feeling the squeeze. In this episode, I talk with Jessica Swank,Β ...
Jessica Swank, CPO of Box: Rethinking Productivity and Org Structure through the AI Talent Race In this episode of the ScalingΒ ...
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