Executive Assistant / Chief of Staff — AI-Native Operator

AI-Native Chief of Staff / Executive Assistant
Part-Time | 15–20 hrs/week | Phoenix MST Overlap Required

I'm a US-based entrepreneur running multiple ventures simultaneously. I operate as a Visionary — I identify opportunities, set direction, and make decisions. What I need is someone who executes, follows up, and keeps things moving when I'm focused elsewhere.

This is not a traditional EA role. You will work alongside Claude (my AI agent, Homer) as the human bridge between my vision and the tools, developers, and tasks that bring it to life. If you're not genuinely excited about AI and the way it's changing how work gets done — this isn't the right fit.

What You'll Do
AI Tool Exploration — push tools like Miro, Notion, Obsidian, and Claude to their limits on my behalf. Come back with a structured report: what it can do, what it can't, your recommendation.

Developer Liaison — serve as the communication bridge between me and my development team. Translate vision into clear next steps. Keep builds on track without requiring my involvement at every step.

Homer Context Management — help maintain and update my AI operating system with relevant project context. Pull recaps across ventures so I'm never starting from scratch.

Administrative Execution — research tasks, vendor follow-ups, scheduling, drafting communications, tracking open loops, and surfacing what needs my attention.

Who You Are
AI-native — you use Claude, ChatGPT, or similar tools daily and know how to get real work out of them
Self-directed — vague directive in, structured output out
Proactive — you flag issues and suggest next steps before being asked
Detail-oriented — you close open loops and catch what falls through the cracks
Adaptable — early stage, fast moving, priorities shift

The Overlap Requirement
Non-negotiable: available and responsive 6:00–10:00am Phoenix MST, Monday–Friday. Outside that window, manage your own schedule.

15–20 hours per week to start. Contract. Room to grow.

To Apply
(please respond with bullet answers to the below)
Do not send a generic proposal. Include all of the following or your application will not be considered:

1. Which AI tools you use daily and specifically how you use them
2. Confirm you can cover the 6–10am Phoenix MST window
3. A Loom or short video intro — why are you the best fit?
4. Complete both assessments and include your results:
16 Personalities: ---------- (share the unique link to your results)
Rocket Fuel Quiz: ---------- p