Strategic Executive Assistant to Visionary Founder

Inside Out Hiring; United States; Remote; USD 22,000 - 28,000; Full time

Job summary

Inside Out Hiring is seeking an Executive Assistant to serve as the founder’s strategic right hand across medical, real estate, and new ventures. You’ll design workflows, remove bottlenecks, and build delegation systems from the ground up to keep multi-faceted initiatives moving.

This role requires proactive, highly organized professionals who excel at communication in English, manage travel, coordinate vendors, and handle confidential information.

Qualifications

• Executive Support Experience: proven track record supporting busy owners/executives.
• Strong written and spoken English with professional communication.
• Comfort with basic accounting/data entry and modern collaboration tools.

Responsibilities

• Financial & Real Estate Support: liaise with external bookkeeping team and manage monthly statements.
• Inbox, Admin & Operations: triage emails, draft responses, and handle back-office tasks.
• Vendor Coordination & New Projects: research vendors and capture meeting notes with action items.
• Travel & Personal Logistics: coordinate travel itineraries and personal scheduling support.
• SOPs, AI & Daily Alignment: document workflows and leverage AI tools to improve efficiency.
• Qualifications, Skills & Requirements: maintain confidentiality and act as a right-hand partner to the founder.

Skills

Executive Support Experience

Communication Skills

Tech & Spreadsheet Savvy

Self-Starter Mindset

Discretion & Trust

Tools

QuickBooks

Microsoft Office

Gmail

VoIP softphones

AI tools (Claude)

Job description

Inside Out Hiring is seeking an Executive Assistant to serve as the founder’s strategic right hand across medical, real estate, and new ventures. You’ll design workflows, remove bottlenecks, and build delegation systems from the ground up to keep multi-faceted initiatives moving.

This role requires proactive, highly organized professionals who excel at communication in English, manage travel, coordinate vendors, and handle confidential information.