Remote Executive Assistant: Strategic Calendar Maestro

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

Benefits offered by this job

100% remote work

401(k) with employer match

Paid time off

Paid holidays

Flexible schedule

Mentorship and support

People-first culture

Job summary

Boldly Premium Executive Assistants is seeking seasoned Executive Assistants for a fully remote role supporting one or more executives in long-term partnerships. This W2 position emphasizes proactive time management, thoughtful communication, and independent problem-solving to protect executives' time.

You will master calendars, manage inboxes, coordinate travel, and prepare presentations while leveraging AI tools.

Qualifications

• 7+ years of hands-on experience as an Executive Assistant or Senior Administrative Assistant providing true EA-level support.
• Expert-level calendar management including multi-time-zone scheduling and calendar strategy.
• Skilled in coordinating travel and overseeing executive inboxes.
• Proficient in Google Workspace and Microsoft 365, with ability to adopt new technology and AI tools quickly.
• Comfortable and professional on video calls with senior leaders and clients.
• Clear, polished written and verbal communication that builds strong client relationships.
• Proven ability to work independently, manage competing priorities, and stay organized without prompting.
• Location requirement: must reside in one of the 48 contiguous United States or in Alaska.

Responsibilities

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

Skills

Calendar mastery

Email management

Travel coordination

Client rapport

Independent work

Presentations

Expense management

Tech & AI tools

Tools

Google Workspace

Microsoft 365

Zoom

AI tools

Job description

Boldly Premium Executive Assistants is seeking seasoned Executive Assistants for a fully remote role supporting one or more executives in long-term partnerships. This W2 position emphasizes proactive time management, thoughtful communication, and independent problem-solving to protect executives' time.

You will master calendars, manage inboxes, coordinate travel, and prepare presentations while leveraging AI tools.