Yin & Yang: Promises, Pitfalls, & the Real Trade-Offs of Using AI Everyday

​AI tools are already embedded in daily work. Senior leaders, Chiefs of Staff, and many other roles use them daily to draft, summarize, analyze, and automate.

​But the impact hasn’t been clean or evenly positive.

​This roundtable focuses on the practical reality of using AI at work: where it saves time, where it creates new friction, and how it quietly reshapes roles, workloads, and expectations. Participants will unpack the upside and downside of AI tools in real workflows, including uneven adoption across teams, new “invisible” work, governance slowdowns, and the growing gap between what AI promises and what it actually delivers in practice.

​This is not a conversation about AI strategy or future planning. It’s about living with AI tools now—and learning how to use them in ways that support your role instead of complicating it.

• ​How is AI changing roles and staffing? "We’re actively thinking through how AI will reshape existing roles, staffing models, and resourcing decisions."

• ​Where can AI remove busywork? "I’m experimenting with internal AI agents specifically to reduce busywork and free up time for higher-value work."

• ​Why is AI adoption uneven? "Some teams are moving quickly with AI, while others are hesitant or unsure where to start.

• ​How do we balance AI speed and governance? "Privacy, accountability, and governance concerns slow progress, but they also feel necessary to get right."