Executive Assistant – CEO

Job not on LinkedIn

🔥 1 hour ago

🇿🇦 South Africa – Remote

💵 $2k - $3k / 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 1 hour 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 permitting and licensing applications end-to-end • Serve as the primary liaison for city and municipal email correspondence • Triage executive inboxes and master schedules • Filter urgent versus non-urgent matters and protect CEO focus • Arrange complex business and personal travel logistics and reservations • Manage discreet personal administrative workflows • Identify operational friction points and recommend tools • Build clear Standard Operating Procedures for repeatable workflows • Act as the operational partner and proactive “second brain” to the CEO • Take initiative on unresolved initiatives without line-by-line direction • Use Claude to solve operational challenges, build dashboards and automations, and support landing page creation

🎯 Requirements

• 3–5+ years of proven experience supporting senior leaders, founders, or C-suite executives in high-speed, demanding environments • Exceptional prioritization and gatekeeping abilities • Comfortable communicating with direct candor and receiving fast-paced feedback without softened messaging • Demonstrated experience using AI tools, specifically Claude, as a daily thinking partner for analysis, problem-solving, and workflow building • High initiative to take the lead on unresolved initiatives and anticipate upcoming operational needs before being asked • Impeccable written and spoken English communication skills • C1 English level required • Direct experience handling municipal communications, city permits, and licensing documentation preferred • Prior background in hospitality, restaurant, food & beverage, or multi-unit venue sectors preferred • Must submit a resume and English audio/video recording via a publicly accessible Loom link • Must upload a screenshot of an internet speed test • Candidates must be based in South Africa or LATAM

🏖️ Benefits

• Remote work • Monday to Friday, 9:00 AM to 6:00 PM Eastern Time

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