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Cover Image for The AI Your CEO Can’t See: How Chiefs of Staff Make AI Use Visible
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The AI Your CEO Can’t See: How Chiefs of Staff Make AI Use Visible

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About Event

​​🗓️ Join us on December 2nd!

​Your team is already using AI, often where leadership can’t see it. It’s built into everyday tools, running on personal accounts, and showing up in approved tools used for things they weren’t approved for. This is often called “Shadow AI”: AI that shapes decisions and work without leadership knowing it’s there.

​Chiefs of Staff sit between the CEO, the leadership team, and daily operations, so they’re well placed to bring this into the open without slowing the business down. In this workshop, you’ll apply the UFO Framework (Uncover, Facilitate, Operationalize) to your own organization and leave with a practical plan to make AI use visible.

​💡 What you’ll leave with

  • ​A map of where hidden AI use likely shows up in your organization: built-in features, personal accounts, and approved tools stretched beyond their purpose.

  • ​A conversation guide for inviting colleagues to share how they use AI, grounded in the value of their human contribution rather than fear of being replaced.

  • ​A 30-day action plan with owners, simple guardrails, and next steps you can bring to your CEO.

​🎯 Who it’s for

​Current and aspiring Chiefs of Staff who’ve been asked to “figure out AI” without a formal mandate or a governance team behind them. It’s especially useful in growing organizations where AI use is outpacing policy, and in regulated or high-accountability sectors like financial services, legal, healthcare, and government contracting.

​✅ How to prepare

​No prep needed. Come with one workflow, function, or initiative where you suspect AI already plays a role, and be ready to join live exercises and discussion. After the session, you’ll get a QR code to a free workbook for completing your map, conversation guide, and action plan.

​🎙️ More About the Speaker

​Tasha (TC) Cooper, Esq., PCC, AIGP, is the Founder and President of UpwardAction Advisory, an executive coaching and AI governance advisory firm that partners with executives, attorneys, and leadership teams to lead with confidence as AI and emerging technology reshape their work. An attorney and executive coach who has coached hundreds of leaders since 2007, TC equips organizations to adopt AI responsibly while strengthening the human judgment that drives results.

​She advises and trains senior leaders across government, law, and human resources, and she is the creator of the Human Intelligence Value Mapping™ methodology and the Unique Human Contribution™ Index, which identify where human judgment creates the greatest value in the age of AI.

​TC has earned the AI Governance Professional (AIGP) credential from the International Association of Privacy Professionals (IAPP) and the Professional Certified Coach (PCC) credential from the International Coaching Federation (ICF). She is a graduate of Hampton University and Columbia Law School and a #1 International Amazon best-selling author.

​💜 Ask a Chief of Staff

​Ask a Chief of Staff is a premier executive search and career development platform dedicated to placing top-tier Chiefs of Staff and empowering professionals in strategic leadership roles. We serve ambitious professionals and high-growth companies by offering executive recruiting, mentorship programs, and career resources tailored to Chiefs of Staff. By addressing the lack of structured career paths for this role, we provide guidance, connections, and opportunities that accelerate leadership development and organizational success.

​Learn more at askachiefofstaff.com.

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