Our guest brings a rare dual perspective — serving as CEO at one organization and Board Chair at another. That vantage point offers a unique opportunity to compare, side by side, what a CISO relationship looks like from each seat: the closer, more informal cadence of a CEO conversation, and the structured, governance-driven expectations of the boardroom. In this conversation, our guest reflects on how the two roles shape what they expect from a CISO — how much detail is appropriate, how risk should be framed, and what builds credibility — while also exploring where those expectations diverge and where a CISO's message should (or shouldn't) change depending on the room. Attendees will leave with practical, dual-lens guidance on engaging CEOs and Boards effectively, even when they aren't the same audience.