Hi, I'm Claudia! Lessons from My AI Executive Proxy

11:15 am
-
11:25 am
CT

Everyone's talking about AI for content. This talk is about something harder and far more interesting: using AI as a genuine executive proxy to extend your judgment, not just your output.

I was drowning in reviews, my team was bottlenecked by my calendar, and everyone was frustrated. I knew there had to be a better way, so I built an AI system that knows my team, my standards, my stakeholders, and my review criteria well enough to triage decisions, draft feedback, manage review queues, and hold my quality bar—whether I'm in meetings all day or out of office for three weeks.

This isn't about prompt hacks or saving 20 minutes on a blog post. It's about what happens when you invest in training AI on how you think. We'll dive into the surprising places where it works, the important places where it doesn't, and what that distinction teaches you about your own leadership.

I'll share the real system behind the 'real' Claudia: how I documented my standards, how I trained my AI proxy, where it's saved me meaningful time, where it's failed, and what it's revealed about the gap between what I think I communicate and what my team actually receives.

Session Agenda

  • 1. Why every leader should be thinking about AI as a thought partner and review standard—not just a content generator
  • 2. How to document your own decision-making frameworks in a way that's actually transferable to an AI system
  • 3. Where AI as a strategic proxy works vs. where human judgment is irreplaceable
  • 4. What building an AI proxy teaches you about your own leadership clarity and the gaps it exposes
  • 5. A practical starting framework for marketing leaders who want to do more without working more hours

Speakers

Jade Hill

Senior Director, Corporate Marketing

Drata

Jade Hill

Senior Director, Corporate Marketing

Drata

Jade Hill is the SeniorDirector of Corporate Marketing at Drata, where she leads brand, content,communications, web, and customer advocacy. She's currently repositioning Dratain a crowded GRC market, integrating a major company acquisition, and buildingan AI-powered marketing operating system designed to extend her team'sjudgment—not just their output.

 She has nearly a decade ofexperience in marketing for cybersecurity, spending more than four years atAbnormal AI scaling the content and communications program across a period of1,000%+ revenue growth. During that time she led content strategy, publicrelations, analyst relations, and a team spanning content marketers, commsmanagers, social media strategists, and agencies—earning coverage in WSJ,Bloomberg, Fortune, WIRED, and Dark Reading. Prior to Abnormal, she built andled the content and brand function at Agari, and spent time at Facebook as aContent Strategist.

 She speaks and writesabout the things corporate marketing leaders rarely say out loud: how to earninternal credibility when your work doesn't generate MQLs on a Tuesday, what itcosts to build a brand that actually resonates, and what you learn about yourown leadership when you try to teach AI to replicate it.

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About this Session's Track

GTM, Strategy & Exec Leadership

Hear from seasoned executives on crafting go‑to‑market strategies, aligning cross‑functional teams, and leading transformative growth initiatives.