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
This is a remote position.
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
Practiced in English.
Full fluency in English, both spoken and written.
Proficiency in Microsoft Excel and confidence working with spreadsheets.
Equipment & Technical Requirements
Reliable high-speed internet connection suitable for full-time remote work and video calls.
Reliable laptop capable of running multiple browser-based applications at once (desktop computers are not accepted).
Working webcam for meetings and training.
Quiet, professional, and distraction-free home workspace.
Preferred Qualifications
Previous experience with GoHighLevel, HubSpot, or similar CRM platforms.
Experience identifying process improvements or contributing to operational improvements in a previous role.
What We Offer
Competitive full-time compensation based on experience.
Fully remote role with versátil scheduling options.
Structured onboarding and ongoing product training.
A supportive team culture where ideas and initiative are encouraged.
Clear opportunities for growth within the company.
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