Remote Executive Assistant for Global Leadership & Finance

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

Job summary

Inside Out Hiring is seeking a proactive Executive Assistant to support senior leaders with high ownership, financial tracking, and AI-powered workflows. This remote role requires sharp problem-solving, strong attention to detail, and reliable communication.

You will manage calendars, handle invoicing and data entry, develop SOPs, and protect the executive’s time while ensuring smooth business operations with Claude and related AI tools under careful human review.

Qualifications

• Proven experience supporting executives or senior leaders independently.
• Strong understanding of basic bookkeeping and numerical verification.
• Intermediate Excel skills with pivot tables and reporting.
• Exceptional attention to detail and ability to catch subtle errors.
• Self-managed, resourceful, anticipates needs and offers solutions.

Responsibilities

• Manage calendars, inboxes, priorities, and daily executive needs.
• Provide structured start-of-day and end-of-day updates.
• Handle expense reconciliation, invoices, bookkeeping, and financial data entry.
• Analyze issues and present well-thought-out solutions.
• Build and maintain SOPs, workflows, and operational playbooks.

Skills

Executive Support

Finance/Bookkeeping

Excel

Accuracy

Proactive Mindset

AI Proficiency

Teachability

Schedule Management

Tools

Claude AI

QuickBooks Online

Job description

Inside Out Hiring is seeking a proactive Executive Assistant to support senior leaders with high ownership, financial tracking, and AI-powered workflows. This remote role requires sharp problem-solving, strong attention to detail, and reliable communication.

You will manage calendars, handle invoicing and data entry, develop SOPs, and protect the executive’s time while ensuring smooth business operations with Claude and related AI tools under careful human review.