Remote Ceo Executive Assistant — Proactive, Ai-Aware

Blessinger Legal; Buenos Aires; Remote; ARS 98,446,000 - 143,883,000; Full time

Job summary

Rockstar is seeking an AI-enabled Executive Assistant to support a U.S.-based healthcare practice owner on a full-time remote basis. You will own the owner's calendar, inbox, tasks, and daily follow-through in a Claude AI environment built for this practice.

Structured Claude training and weekly coaching are provided, with the owner never touching the technology. You will coordinate scheduling, emailing, project tracking, and reporting, delivering daily and weekly summaries and ensuring HIPAA

Qualifications

• Experienced executive assistant supporting busy owners.
• Comfortable operating Claude AI in a professional practice setting.
• Demonstrates HIPAA awareness and patient confidentiality.

Responsibilities

• Own the owner's calendar, inbox, tasks, and follow-through.
• Draft emails in the practice's brand voice and review with owner approval.
• Triages inbox, escalates urgent items, and maintains response windows.
• Maintain a daily task tracker and coordinate cross-functional projects.
• Create meeting agendas, slide decks, and post-meeting action items.
• Deliver daily and weekly summaries; pull and verify reports from CRM/EMR.
• Maintain SOPs and support referrals, invoicing, and schedules.
• Ensure HIPAA compliance and protect patient confidentiality.

Skills

Calendar management

Email drafting

Inbox triage

Task & project coordination

Meeting preparation

HIPAA compliance

Tools

Claude AI

CRM/EMR platforms

Job description

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.