From 269 - Hybrid Teams = People + Agents: Jessica Swank (Chief People Officer, Box) · · The Modern People Leader
“Within our people and communities team we have a three‑prong 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).”
On , Jessica Swank, Chief People Officer & Senior Vice President at BOX INC, spoke about people strategy during 269 - Hybrid Teams = People + Agents: Jessica Swank (Chief People Officer, Box) on The Modern People Leader.
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.