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Inside Out Hiring is seeking a proactive Executive Assistant to support the CEO and senior leadership in a fast-paced, remote-first environment. You will backfill operations, document SOPs, and scale admin workflows across a globally distributed team.
You will drive calendar/inbox triage, build dashboards, and apply AI-driven improvements to processes, ensuring smooth cross‑functional collaboration with US leadership and international teams.
Are you a proactive, highly organized professional who thrives in fast-paced environments? A growing, remote-first real estate education and coaching organization is looking for a multi-faceted Executive Assistant to support senior leadership and drive operational excellence across a globally distributed team.
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.
Job Title: Executive Assistant
Job ID: MICJAZ1EA
Industry: Real Estate Education / Coaching
Location: Remote (Philippines / LATAM / South Africa)
Work Schedule: Monday to Friday, 10:00 AM - 6:00 PM Eastern Time (ET)
Salary Range:
Target Start Date: Within 2 weeks
This is a high-visibility, growth-oriented position that begins with hands-on operational support and evolves into the primary EA role for the CEO and senior leadership.
Initially, you will backfill key administrative and workflow duties from an outgoing team member who is stepping into an expanded leadership role. You will learn the business inside-out, document processes, and build out Standard Operating Procedures (SOPs). As you master the operational footprint, your focus will expand to executive calendar/inbox triage, dashboard building, AI-driven process optimization, and driving cross-functional accountability across an international team.
Immediate Operational Backfill & Knowledge Transfer
Operations Channel Management & Cross-Department Accountability
Executive Support (CEO) & Administrative Ownership
AI-Enabled Problem Solving
Experience: 3+ years as an Executive Assistant, Operations Coordinator, or similar remote support role supporting senior leadership.
Proactive Ownership: A strong, independent "figure-it-out" mindset with the ability to take charge of ambiguous tasks and deliver without micromanagement.
AI Fluency: Hands-on experience using ChatGPT and Claude to streamline workflows, draft documentation, and speed up problem-solving.
System & SOP Builder: Proven track record of mapping SOPs, building tracking dashboards, and bringing order to dynamic environments.
Communication: Exceptional written and verbal English communication skills with the polish to liaise directly with US leadership and global teams.
Resilience & Professional Polish: Strong ability to take direct feedback constructively in a fast-paced environment with zero drama.
Tech Requirements: High-performing computer workstation, stable high-speed internet, working webcam, and proficiency in Google Workspace, Slack, CRMs, and Bill.com.
Nice-to-Have: Prior background or familiarity with the real estate or digital marketing/coaching space.
Communication & Collaboration: Slack, Google Workspace (Drive, Docs, Sheets), Email
AI & Productivity: ChatGPT, Claude
Operations & Finance: CRMs, Bill.com