AI‑Supercharged Executive Assistant

About the role

Rockstar is seeking a remote AI‑Supercharged Executive Assistant to support U.S.-based healthcare practice owners. You will manage the owner’s calendar, inbox, tasks, and reporting while working in a Claude AI environment tailored to the practice.

Key responsibilities

• Own the owner’s calendar with color‑coding, time‑blocking, and daily/weekly summaries using Claude’s calendar connector.
• Tri­age the inbox, draft outbound emails in the practice’s brand voice, and follow an escalation matrix with defined response windows.
• Maintain a daily task tracker, coordinate projects across staff and vendors, and build meeting agendas and slide decks.
• Transform meeting transcripts into same‑day recaps with action items and deliver daily and weekly summaries.
• Handle practice‑level administrative work such as patient follow‑ups, referrals, invoicing, PTO tracking, vendor coordination, SOP maintenance, and compliance reminders.

Required profile

• Proven experience as an Executive or Administrative Assistant supporting a business owner or leader.
• Hands‑on experience using AI tools (Claude, ChatGPT) for real‑world tasks.
• Strong project coordination, time‑management, and judgment about what to handle versus what to escalate.
• Excellent written English and ability to adopt the owner’s brand voice.
• Comfort with Google Workspace or Microsoft 365 and ability to work independently in a remote, HIPAA‑compliant environment.

Required skills

• Claude AI (including connectors and agenda building).
• ChatGPT or similar generative AI tools.
• Google Workspace or Microsoft 365.
• Canva for visual content.
• HIPAA compliance and handling of patient information.
• EMR platforms (Prompt, WebPT, Raintree) and CRM systems (HubSpot, Zoho).
• Project‑management tools such as Asana or Monday.com.

What we offer

• Competitive salary based on experience.
• Structured Claude training, weekly one‑on‑one coaching, and a private community of peer EAs.
• Access to Rockstar’s playbooks and VA Academy for long‑term career growth.
• Stable, full‑time remote work with U.S. healthcare practices.