The AI-Integrated Chief of Staff: Operational Effectiveness Under High Context Load

​Title: The AI-Integrated Chief of Staff: Operational Effectiveness Under High Context Load

​Host: Chief of Staff Roundtable (CSR)

​Guest: Ebony Belhumeur, Founder & CEO @ DappleAi

​The Chief of Staff role is defined by constant switching. You move from the urgency of a crisis to the sensitivity of a 1:1, often carrying the "mode bleed" of the previous task. This unstructured switching doesn't just feel exhausting—it erodes focus, memory, and decision quality.

​Join us for a practitioner-led roundtable on the Multimodal Operator’s Advantage. We’re moving past the "bottleneck fallacy" to look at how AI can act as an adapter—helping you build the context packs and rituals needed to drop into the right mindset instantly.

​This is not a webinar; it is a collaborative session where everyone contributes. We will use a five-part canvas to guide our breakout conversations:

• ​Principles for maintaining momentum.

• ​Skills for clean mode-switching (Triage → Diplomacy → Strategy).

• ​Workflows and tools, including DappleAi, that actually work in practice.

• ​How environment (Startup vs. Enterprise) changes the approach.

• ​What’s changing in 2026 that we can’t ignore.

​Leave with field-tested practices and a clearer understanding of how to use AI as an adapter, not a shortcut.