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Executive Assistant (Job ID: MEGDEE1EAR)

Role overview

Qualifications

  • 3–5+ years of experience operating as an Executive Assistant and/or Personal Assistant
  • Superior written and verbal communication skills in English
  • Uncompromising discipline regarding account security and credential safety
  • Hands-on experience using AI integrations and productivity tools

Responsibilities

  • Manage high-level calendar scheduling and administrative tasks
  • Protect the CEO’s focus blocks and prepare pre-meeting materials
  • Work from existing SOPs, refine documentation, and manage institutional memory
  • Draft communications matching the CEO’s tone and filter communications intelligently

Key facts

Hard skills

Other skills

  • Organizational Skills
  • Calendaring
  • Communication
  • Adaptability
  • Time Management
  • Critical Thinking
  • Personal Integrity

About the company

InsideOut logo

InsideOut

Outsourcing & Offshoring

Inside Out empowers growth-focused small businesses with elite support services that drive scale, boost margins, and reclaim valuable time. We combine two high-impact solutions under one brand to help founders grow without growing overhead: 1. Inside Out VA Headhunting Tired of hiring headaches and overpriced agencies? We deliver world-class virtual assistants—sourced, vetted, and hired direct by you. No markups. No ongoing fees. Just elite global talent from Latin America, South Africa, Egypt, and the Philippines—placed in under 3 weeks with a 6-month replacement guarantee. 2. Inside Out Virtual Receptionists Missed calls = lost revenue. Our 24/7 virtual receptionist team answers every call, books appointments, and handles your front-line communication—so you never lose a lead or interrupt your focus again. Fully trained, bilingual, and always on-brand. Why Businesses Choose Inside Out: ✔ Save up to 80% vs. local hiring ✔ Scale with margin, not stress ✔ Eliminate missed revenue and admin burden ✔ Plug-and-play solutions for lean, high-growth teams We’re not just a staffing company or call center—we’re your outsourced growth layer. Trusted by U.S. entrepreneurs across industries like law, health, home services, and consulting. Let’s simplify your scale. Support that grows with you—without adding overhead. Connect with us today. ** Remote Workers ** Join our community to get free training! https://www.skool.com/virtual-assistant-academy

Company details

Company typeSME
IndustryOutsourcing & Offshoring
Company size51 - 200

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Job description

🌟 Exciting Remote Opportunity! We're Hiring an Executive Assistant! 🌟

Are you an exceptionally precise, highly organized professional ready to act as a force multiplier for a high-velocity Founder & CEO? We are looking for a high-trust Executive Assistant to support a dynamic e-commerce brand specializing in functional medical accessories!

🚨 IMPORTANT - Watch this quick Loom video on how to get hired: 🔗 https://www.loom.com/share/345f776084e642ba99c24aabe40a67a0

🗣️ C1 ENGLISH LEVEL IS REQUIRED. The selected candidate will be speaking strictly in English during their whole shift. 🎙️ PLEASE SUBMIT YOUR RESUME AND AUDIO RECORDING IN ENGLISH.

📋 Job Details at a Glance

  • Job Title: Executive Assistant

  • Job ID: MEGDEE1EAR

  • Industry: Medical Devices / Healthcare Accessories & Supplies

  • Location: LATAM / South Africa

  • Job Status: Full Time

  • Work Schedule: Monday to Friday, 8:00 AM to 5:00 PM / 7:00 AM to 4:00 PM PST

  • Salary: $2000 to $2500 per month

  • Target Start Date: ASAP

🏢 About the Client

Our client is a fast-growing, dynamic e-commerce brand specializing in functional and stylish medical accessories—including decorative adhesive tapes, overpatches, underpatches, and device stickers for continuous glucose monitors (CGMs) and insulin pumps. Led by a high-velocity Founder and CEO, operations run on robust documentation, clear processes, and a remote-first culture built on asynchronous productivity. We value high operational efficiency, proactive ownership, uncompromising security, and total integrity in every role.

💼 About the Role

We are seeking a high-trust, exceptionally precise Executive Assistant to act as a force multiplier and right hand to our Founder & CEO.

In this role, your core mission is to offload administrative execution and daily operational friction from the CEO—spanning both business operations and personal life support (e.g., coordinating household vendors, appointment booking, and meal tracking during crunch periods)—enabling her to focus on strategic growth. Rather than relying on constant real-time meetings or micromanagement, you will step directly into a mature, well-documented environment featuring established Standard Operating Procedures (SOPs), detailed access matrices, and voice/writing repositories.

The ideal candidate possesses impeccable organizational skills, outstanding written and spoken English, disciplined technical judgment, and a proactive systems-thinking mindset—utilizing modern AI tools thoughtfully as an analytical partner to deliver complete, QA-checked solutions rather than bringing unsolved problems or unfiltered noise.

🎯 Key Responsibilities

  • Executive & Personal Administrative Ownership: Manage high-level calendar scheduling, administrative inboxes, travel logistics, and internal team operational workflows. Support personal logistics (coordinating household services/vendors, meal tracking during intense periods, personal travel, and local bookings via digital tools or direct phone calls).

  • Time & Priority Management: Own the CEO’s calendar end-to-end. Protect focus blocks, eliminate double-bookings, negotiate scheduling, and prepare comprehensive pre-meeting contexts, goals, and background materials independently.

  • Asynchronous Execution & SOP Management: Work seamlessly from existing SOPs and permissions matrices, while continuously refining, creating, and maintaining documentation to preserve institutional memory.

  • Inbox & Voice Alignment: Draft emails, messages, and external communications matching the CEO’s tone, nuance, and style guidelines across varied contexts. Filter communications intelligently—ensuring critical opportunities are highlighted without overwhelming the CEO with daily micro-decisions.

  • Security & System Maintenance: Rigorously adhere to system administration protocols, managing passwords, 2FA tokens, and user permissions across digital platforms with high precision and zero security compromises.

  • AI-Assisted Problem Solving & Quality Assurance: Utilize AI tools (e.g., Claude, ChatGPT) thoughtfully as an analytical thinking partner for research, drafting, and troubleshooting. Conduct strict human oversight and quality assurance (QA) on all AI outputs to ensure they reduce cognitive load rather than creating operational friction.

  • Proactive Daily Reporting: Drive transparent, daily asynchronous updates (via daily logging platforms like Cadence) outlining priority statuses, completed deliverables, and active blockers.

  • Special Projects & Operational Support: Execute cross-functional administrative projects, interface with HR/finance/external partners, and prepare structured summaries, briefs, and action lists to speed up executive decision-making.

✅ Qualifications & Skills

  • Proven EA/PA Experience: 3–5+ years of experience operating as an Executive Assistant and/or Personal Assistant supporting senior leaders, founders, or entrepreneurs in a remote setting.

  • Exemplary Spoken & Written English: Superior written and verbal communication skills. Comfortable jumping on phone calls to book services or resolve operational inquiries, as well as capturing nuanced formal/informal writing styles.

  • Flawless Technical & Access Security: Uncompromising discipline regarding account security, 2FA settings, credential safety, and strict permission boundaries.

  • Systems Thinking & AI Fluency: Hands-on experience using AI integrations and productivity tools to streamline workflows while exercising human judgment to verify accuracy and context.

  • High Systems & Cloud Fluency: Comfort operating across cloud software, Google Workspace (Gmail, Docs, Sheets, Calendar, Meet), Slack, and financial/operations hubs (e.g., Ramp).

  • Receptive to Feedback & Fast Adaptation: Ability to process constructive feedback cleanly without defensiveness, adjusting execution style immediately to prevent recurring errors.

🛑 Non-Negotiables

  • Zero-Tolerance for Security Errors: Absolute rigor when managing credentials, 2FA tokens, and access settings. Careless credential handling or missed security steps are immediate dealbreakers.

  • Receptive to Feedback (No Defensiveness): Ability to accept direct feedback, acknowledge adjustments swiftly, and implement corrections without prolonged back-and-forth debates or excuses.

  • Phone & Verbal Willingness: Complete comfort jumping on phone calls whenever digital options are unavailable (e.g., booking appointments, vendor coordination, or administrative follow-ups).

  • Independent "Brain On" Judgment: High critical thinking skills. Uses AI as an efficiency tool rather than a replacement for logical reasoning, double-checking all automated outputs before escalation.

  • Asynchronous-First & Documentation Mindset: Comfort operating in a documentation-first workflow, prioritizing written updates and clear progress tracking over unnecessary real-time meetings.

  • Absolute Integrity & Confidentiality: Total discretion when handling sensitive inboxes, personal schedules, financial items, and business reputation.

💻 Tech Stack

  • Communication & Collaboration: Google Workspace (Gmail, Docs, Sheets, Calendar), Google Meet, Slack

  • Finance & Operations: Ramp

  • AI & Automation Tools: Claude, ChatGPT, specialized productivity AI software

  • Daily Cadence & Progress: Operational logging and asynchronous status-tracking tools

🚀 Submit your application today and take the first step toward your next great opportunity!

Don't forget to join our Facebook community for more updates and opportunities (Exclusively for LATAM candidates!): 🔗 Join our LATAM Facebook Group Here!

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MR

Marcus Rivera

Chief Revenue Officer

m.rivera@company.com
linkedin.com/in/marcusrivera
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