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Salary
$30k – $36k per year
Location
Remote (South Africa, EST hours)
Seniority
Middle · 3+ years exp
Employment
Full-Time

First seen by Alion on Oct 6, 2026.

Overview
Company
Impact
Profile match
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 HeadhuntingTired of hiring headaches and overpriced agencies? We deliver world-class virtual assistants-sourced, vetted, and hired direct by you.

This a Full Remote job, the offer is available from: United States, Idaho (USA)

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

Are you a high-leverage operational partner with advanced AI literacy who thrives on radical candor, radical ownership, and driving team accountability? We are seeking an Executive Assistant based in South Africa or LATAM to serve as the operational right-hand partner to the Founder of a boutique digital media, narrative strategy, and growth marketing studio!

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: OSBSAM1EA

  • Industry: Digital Media & Narrative Strategy Studio

  • Location: South Africa / LATAM

  • Job Status: Full Time

  • Work Schedule: Monday to Friday, 9:00 AM to 5:00 PM (EST)

  • Salary: $2,500 - $3,000 USD / month

  • Target Start Date: ASAP

About the Client

Our client operates a boutique digital media, narrative strategy, and growth marketing studio functioning within a broader technology and media ecosystem. Rooted in research-driven strategies, performance marketing, and high-standard visual storytelling, the firm helps select brands build long-term market mindshare. The company operates lean and intentionally-combining high-level strategic craft with internal AI technologies and operational automation.

About the Role

This is a high-leverage position acting as the operational right-hand to the Founder. You will take administrative and team management responsibilities entirely off the Founder’s plate, allowing leadership to focus on high-revenue strategic work. You will track team deliverables, establish operational cadences, and utilize advanced AI tools (specifically Claude) to audit technical processes, write SOPs, build dashboards, and streamline daily operations.

Key Responsibilities

  • Executive Support & Life Admin: Manage complex calendar scheduling, inbox prioritization, end-to-end travel logistics, password security, personal reservations, and routine personal logistics.

  • Team Accountability & Progress Tracking: Oversee day-to-day team execution across media buyers, admins, and developers; establish operational cadences; and clear roadblocks proactively.

  • AI-Driven Operations & SOP Building: Leverage Claude to document internal systems, generate operational SOPs, build reporting dashboards, and convert manual workflows into automated processes.

  • Technical Audits & Process Documentation: Use AI tools alongside the Founder to audit basic code repositories, review technical documentation, and eliminate key-person operational risks.

  • Research & Operational Setup: Review external documentation, vendor requirements, and setup processes (direct mail, permits, mailboxes) and translate complex requirements into actionable internal SOPs.

Qualifications & Skills

⭐ Non-Negotiable Requirements:

  • Executive Support Background: 3+ years supporting Founders, CEOs, or Agency Owners directly in an EA or Operations role.

  • Radical Candor & Extreme Ownership: Absolute transparency-you flag delays, broken processes, and bottlenecks immediately rather than hiding behind passive reassurances.

  • Advanced AI Technical Literacy: Daily experience using Claude (or similar LLMs) as a thinking partner to analyze data, resolve issues, write documentation, and perform basic technical/repository audits.

  • Proactive Self-Reliance: Default setting of independent problem-solving-exhaust AI, help desks, and online documentation before escalating to the Founder.

  • Tool Proficiency: High fluency in Google Workspace, ClickUp, Slack, and standard cloud-based operational platforms.

  • Flawless English: Native or flawless written and spoken English skills.

Preferred / Nice-to-Haves:

  • Digital agency exposure (programmatic advertising, digital media buying, performance marketing).

  • Conceptual understanding of code repositories/GitHub workflows.

  • Experience using AI design tools (Claude Artifacts, Canva) for pitch deck creation.

  • Conversational or professional Spanish capabilities.

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

LATAM Candidates: Don't forget to join our exclusive Facebook community for more updates and remote opportunities specifically for LATAM candidates: Join our LATAM-Only Facebook Group Here!

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