Rockstar is hiring an AI-Supercharged Executive Assistant to support U.S.-based healthcare practice owners on a full-time remote basis.
This is a new role at Rockstar.
It's built for an experienced executive assistant who wants to run AI inside a real business, and who knows that the tool is only as good as the person operating it.
In this role, you'll own the owner's calendar, inbox, tasks, and daily follow-through, working in a Claude AI environment built specifically for that practice.
Claude drafts.
You review, decide, and send.
The practice owner never touches the technology.
You'll get structured Claude training from your first week, weekly coaching with Rockstar's role lead, and a community of other EAs doing the same work.
KEY RESPONSIBILITIES
Calendar & Scheduling
Manage the owner's calendar with consistent color coding, time blocking, and protected focus time
Confirm every meeting's time, attendees, link, and purpose at least 24 hours in advance
Use Claude's calendar connector to prepare daily and weekly calendar summaries, then check them against the real calendar before they go out
Coordinate personal appointments and travel where the placement includes it
Inbox & Communication
Triage the inbox daily: handle routine items, draft what needs the owner's voice, and elevate what needs their decision




Draft outbound email through Claude in the practice's brand voice and review every draft before sending
Follow a defined escalation matrix with set response windows for urgent, same-day, and routine items
Acknowledge email within 4 business hours and flag anything urgent to the owner within 30 mShopping, PMax, Demand Gen, YouTube, Merchant Center, GA4, GTM.
Bing is a nice to have.
You are AI native, and you build.
This is a requirement, not a bonus.
You should already be using Claude or equivalent as a working tool rather than a novelty, and you should be able to build and ship a landing page with it.
You can communicate your ideas in English at a native or near native level.
You will be in front of clients constantly.
You need to explain your thinking clearly, sell an idea on its merits, push back when a client is about to force the account into mediocrity, and raise a problem before it becomes a fire.
This matters as much as anything else on this list.
You are skeptical of your own numbers.
You would rather run the holdout than protect the dashboard.
You can work US Eastern business hours for client calls.
Where you live is up to you.
Bonus: you have built or operated your own Shopify store, or you have run Meta at spend too
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