Remote Executive Assistant to a Growth-Oriented Founder

Digital Executive; Iowa; Remote; USD 15,000 - 18,000; Full time

Job summary

Digital Executive is seeking a full-time Executive Assistant / Personal Assistant to support a busy entrepreneur overseeing a boutique hotel, hospitality company, and a family-owned business. You will handle calendar and inbox management, coordinate meetings, organize documents, and manage personal tasks to free up time for growth and strategy.

The role requires proactive, detail-oriented individuals who can work with minimal supervision and own tasks across two companies.

Qualifications

• 2+ years of experience as an Executive Assistant, Personal Assistant, Virtual Assistant, or similar role.
• Excellent written and verbal English communication.
• Experience managing executive calendars, inboxes, scheduling, and travel arrangements.
• Highly organized and detail-oriented with strong follow-through.
• Proactive and resourceful, able to work independently.

Responsibilities

• Manage the executive's calendar, schedule meetings, coordinate availability and ensure timeliness.
• Oversee inbox management: organize emails, flag important items, draft responses and follow up.
• Coordinate meetings with partners, employees, contractors, vendors, and stakeholders.
• Support administrative operations across both businesses and ensure deadlines and follow-ups are met.
• Assist with document retrieval and organization for contracts, certificates, financials, and lenders' requests.
• Support hospitality property management, acquisitions, and ongoing operations.
• Coordinate communications for short-term rentals and upcoming hotel projects.
• Track and follow up on action items from meetings with teams.

Skills

Executive support

Calendar management

Travel planning

English communication

Tools

Google Workspace

Scheduling software

Job description

Digital Executive is seeking a full-time Executive Assistant / Personal Assistant to support a busy entrepreneur overseeing a boutique hotel, hospitality company, and a family-owned business. You will handle calendar and inbox management, coordinate meetings, organize documents, and manage personal tasks to free up time for growth and strategy.

The role requires proactive, detail-oriented individuals who can work with minimal supervision and own tasks across two companies.