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 minutes
Tasks, Projects, Meetings & Reporting
Keep one task tracker current every day, covering every commitment, owner,



and deadline
Coordinate projects across the owner, staff, and vendors, breaking them into clear steps and tracking milestones through to completion
Build meeting agendas in Claude from what's open on the tracker
Create presentations and slide decks for the owner's meetings, trainings, and partner conversations
Turn meeting notetaker transcripts into same-day recaps with action items assigned to the right people
Deliver a Daily Summary and Weekly Summary so the owner never has to ask what happened
Pull reports from the practice's CRM, EMR, or spreadsheets and spot-check the numbers before they go anywhere
Practice Coordination & Administrative Support
Follow up with patients and clients after interactions and close the loop
Support referrals, waitlists, and scheduling-related workflows
Handle invoices, PTO tracking, vendor coordination, and compliance reminders
Write and maintain SOPs for recurring work
For practices that include it, monitor social platforms and Google and Yelp reviews, and draft responses for the owner's approval
Claude Environment
Keep the practice's brand voice file current as the practice changes
Bring real drafts to weekly coaching calls and refine the environment based on what's working
Maintain strict HIPAA compliance and patient confidentiality at all times.




Claude never contacts a patient or staff member without your review
This is a remote position.
Requirements
Proven experience as an Executive Assistant, Administrative Assistant, or similar role supporting a business owner or leader
Hands-on experience using AI tools for real work
Strong project coordination and task management skills, with a track record of moving work from assigned to done
Excellent time management and the ability to prioritize competing deadlines without dropping anything
Strong presentation skills, including building clear, polished slide decks
Excellent written English.
You'll review and send communication in a business owner's voice every day
Strong judgment about what to handle on your own and what to elevate
Comfort working in Google Workspace or Microsoft 365
Ability to work independently and keep steady communication with the practic 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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