Executive Assistant

🔥 2 hours ago

🇿🇦 South Africa – Remote

💵 $2k - $2.5k / month

⏰ Full Time

🟡 Mid-level

🟠 Senior

👨‍💼 Executive Assistant

Where this job comes from

Posted on InsideOut's careers page, not through a job board

First seen by Remote Rocketship 2 hours ago

Still open on InsideOut's site. Checked 41 minutes ago.

Logo of InsideOut

InsideOut

51 - 200 employees

Founded 2015

🎯 Recruiter

🤝 B2B

Recruitment • B2B

InsideOut is a recruiting and placement service that sources, screens, and delivers pre-vetted virtual assistants (VAs) and specialists for small businesses and solopreneurs. They provide a done-for-you hiring process—booking a strategy call, sourcing candidates from strategic regions (Philippines, Latin America, South Africa, Egypt), delivering a curated shortlist within 5–7 business days, and supporting offer negotiations and onboarding. InsideOut emphasizes cost-effective global talent (hourly ranges listed by region), a six-month replacement guarantee, pay-only-when-you-hire pricing (no subscriptions), and ongoing post-hire support. Roles covered include general and executive assistants, sales, operations/HR, marketing and creative, and accounting/bookkeeping, targeting U. S. businesses that want to scale by outsourcing administrative and specialist tasks.

📋 Description

• Manage the CEO’s calendar, administrative inboxes, travel logistics, and internal team workflows • Coordinate household services and vendors, appointments, meals during intense periods, personal travel, and local bookings • Protect focus blocks, eliminate double-bookings, negotiate scheduling, and prepare pre-meeting context and materials • Work from, refine, create, and maintain SOPs and permissions documentation • Draft emails, messages, and external communications in the CEO’s tone and style • Filter communications and highlight critical opportunities • Manage passwords, 2FA tokens, and user permissions across digital platforms • Use Claude, ChatGPT, and other AI tools for research, drafting, and troubleshooting with human QA • Provide daily asynchronous updates covering priorities, deliverables, and blockers • Execute cross-functional administrative projects and interface with HR, finance, and external partners • Prepare structured summaries, briefs, and action lists for executive decision-making

🎯 Requirements

• 3–5+ years of experience operating as an Executive Assistant and/or Personal Assistant supporting senior leaders, founders, or entrepreneurs in a remote setting • Superior written and verbal communication skills • C1 English level required; speaking strictly in English during the whole shift • Complete comfort making phone calls for bookings, vendor coordination, and administrative follow-ups • Strong account security, 2FA, credential safety, and permission-boundary discipline • Hands-on experience using AI integrations and productivity tools • Comfort with Google Workspace, Google Meet, Slack, and financial/operations hubs such as Ramp • Ability to process constructive feedback and adapt quickly • High critical-thinking skills and ability to verify AI outputs • Comfort with asynchronous, documentation-first workflows • Total discretion and confidentiality when handling sensitive information • Resume and 30–90 second English audio or video recording required • Publicly accessible recording link required • Internet speed test screenshot required

🏖️ Benefits

• Remote-first culture • Asynchronous productivity and documentation-first workflow • Established SOPs, access matrices, and voice/writing repositories • Opportunity to support a fast-growing e-commerce brand specializing in functional medical accessories

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