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 is 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 will 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 will 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 ResponsibilitiesManage the owner's calendar with consistent color coding, time blocking, and protected focus timeConfirm every meeting's time, attendees, link, and purpose at least 24 hours in advanceUse Claude's calendar connector to prepare daily and weekly calendar summaries, then check them against the real calendar before they go outCoordinate personal appointments and travel where the placement includes itTriage the inbox daily: handle routine items, draft what needs the owner's voice, and escape what needs their decisionDraft outbound email through Claude in the practice's brand voice and review every draft before sendingFollow a defined escalation matrix with set response windows for urgent, same‐day, and routine itemsAcknowledge email within 4 business hours and flag anything urgent to the owner within 30 minutesKeep one task tracker current every day, covering every commitment, owner, and deadlineCoordinate projects across the owner, staff, and vendors,



breaking them into clear steps and tracking milestones through to completionBuild meeting agendas in Claude from what's open on the trackerCreate presentations and slide decks for the owner's meetings, trainings, and partner conversationsTurn meeting notetaker transcripts into same‐day recaps with action items assigned to the right peopleDeliver a Daily Summary and Weekly Summary so the owner never has to ask what happenedPull reports from the practice's CRM, EMR, or spreadsheets and spot‐check the numbers before they go anywhereFollow up with patients and clients after interactions and close the loopSupport referrals, waitlists, and scheduling‐related workflowsHandle invoices, PTO tracking, vendor coordination, and compliance remindersWrite and maintain SOPs for recurring workFor practices that include it, monitor social platforms and Google and Yelp reviews, and draft responses for the owner's approvalKeep the practice's brand voice file current as the practice changesBring real drafts to weekly coaching calls and refine the environment based on what's workingMaintain strict HIPAA compliance and patient confidentiality at all times.
Claude never contacts a patient or staff member without your reviewRequirementsProven experience as an Executive Assistant, Administrative Assistant, or similar role supporting a business owner or leaderHands‐on experience using AI tools for real workStrong project coordination and task management skills,



with a track record of moving work from assigned to doneExcellent time management and the ability to prioritize competing deadlines without dropping anythingStrong presentation skills, including building clear, polished slide decksExcellent written English.
You'll review and send communication in a business owner's voice every dayStrong judgment about what to handle on your own and what to escapeComfort working in Google Workspace or Microsoft 365Ability to work independently and keep steady communication with the practice ownerWillingness to complete Rockstar's confidentiality and compliance training before your start dateReliable home office setup with a stable internet connection suitable for HIPAA‐compliant remote workWhat We Look ForJudgment: you know what to handle, what to draft, and what to escape, and you don't escape out of cautionFollow‐through: if it's not written down and tracked, it isn't handled.
You close every loopDiscretion: you handle the owner's information and patients' information with care, and only share it with the people who need itCuriosity: you want to get better at running AI, and you bring real drafts and real questions to coaching every weekOwnership: you never send a draft you haven't read.
Claude makes you faster.
You make it correctBenefitsCompetitive salary based on experienceStructured Claude training, including connectors, reporting, meeting summaries, and agenda buildingWeekly one‐on‐one coaching with Rockstar's role leadA private community of EAs in this role to share what's working and solve problems togetherAccess to Rockstar's playbooks and VA Academy for long‐term career growthStable, full‐time remote work with U.S.-based healthcare practices
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