Strategic Executive Assistant — Remote Proxy to CEO

Inside Out Hiring; United States; Remote; USD 28,000 - 33,000; Full time

Job summary

Inside Out Hiring is seeking an experienced Executive Assistant to act as a high-level proxy for the CEO in a fast-growing federal government contracting firm. This role emphasizes governance, process enforcement, and action-item accountability across global teams.

The candidate must demonstrate exceptional critical thinking, proactive problem solving, and strong English fluency to engage with executive leadership and offshore contractors in a compliant, results-driven environment.

Qualifications

• Exceptional Critical Thinking to analyze complex documents and extract strategy.
• Executive alignment and respect for hierarchy in a high-stakes environment.
• Proactive problem solving with actionable options for the CEO.
• Rigorous process and audit mindset with strict deadline discipline.
• Fluent English communication for executive-level interactions.

Responsibilities

• Meeting Oversight & Task Enforcement: attend meetings, capture actions, and ensure accountability.
• Process & SOP Policing: monitor workflows against SOPs and enforce deadlines.
• Document Extraction & Quality Audit: review dense documents and extract core priorities.
• Team & Time Tracking Audit: verify daily hours and deliverables for compliance.
• Executive Proxy & SOP Maintenance: keep momentum whenCEO is in investor meetings.

Skills

Exceptional Critical Thinking

Executive Alignment & Respect for Hier

Proactive Problem Solver

Process & Audit Mindset

Fluent English Communication

Tools

Clockify

Slack

Google Workspace

Job description

Inside Out Hiring is seeking an experienced Executive Assistant to act as a high-level proxy for the CEO in a fast-growing federal government contracting firm. This role emphasizes governance, process enforcement, and action-item accountability across global teams.

The candidate must demonstrate exceptional critical thinking, proactive problem solving, and strong English fluency to engage with executive leadership and offshore contractors in a compliant, results-driven environment.