Remote Executive Assistant — Calendar Master & Travel Pro

Boldly Premium Executive Assistants; Florida; Remote; USD 37,000 - 41,000; Full time

Benefits offered by this job

Remote work

Flexible schedule

Healthcare benefits

401(k) match

Paid time off

Parental leave

Mentorship program

People-first culture

Job summary

Boldly Premium Executive Assistants is seeking a seasoned Executive Assistant for a fully remote role. You will support one or more executives as a trusted partner, protecting their time and enabling high-level productivity.

This remote, fully flexible position emphasizes independence, professionalism, and strong communication, with 32-40 hours per week and regular raises. Boldly offers healthcare benefits, 401(k) with employer match, PTO, and parental leave.

Qualifications

• 7+ years of hands-on EA or Senior Administrative Assistant experience
• Expert-level calendar management across multiple time zones
• Travel coordination and inbox management for executives
• Proficient in Google Workspace and Microsoft 365, with ability to adopt AI tools
• Strong written and verbal communication with client relationships

Responsibilities

• Master complex calendars across time zones and prioritize tasks
• Manage executive email inboxes with discretion
• Coordinate domestic and international travel
• Build rapport with clients representing Boldly
• Anticipate needs and troubleshoot independently
• Prepare presentations, reports, and correspondence
• Manage expenses, projects, and admin systems
• Navigate technology and AI tools responsibly

Skills

Calendar management

Email management

Travel coordination

Client relations

Independent work

Tools

Google Workspace

Microsoft 365

Job description

Boldly Premium Executive Assistants is seeking a seasoned Executive Assistant for a fully remote role. You will support one or more executives as a trusted partner, protecting their time and enabling high-level productivity.

This remote, fully flexible position emphasizes independence, professionalism, and strong communication, with 32-40 hours per week and regular raises. Boldly offers healthcare benefits, 401(k) with employer match, PTO, and parental leave.