Executive Assistant (100% Remote, Part-time or Full-time)

About the role

As a Boldly team member, you'll be a W2 employee supporting one or more executives in long-term partnerships and becoming a trusted strategic partner who helps them think ahead, protect their time, and operate at their best. This role is best suited for career Executive Assistants who approach their work as a craft, operate with confidence and care, demonstrate exceptional attention to detail, and thrive in a flexible, remote work environment.

Responsibilities

• Master complex calendars — true calendar tetris: multi-time-zone scheduling, competing priorities, and proactive planning to maximize executive focus
• Manage executive email inboxes with judgment, discretion, and polished communication
• Coordinate domestic and international travel — anticipating contingencies before they arise
• Build genuine rapport with clients — represent yourself and Boldly with warmth and confidence, earning trust quickly as a valued partner
• Anticipate needs and troubleshoot independently — you're the one who figures it out, not the one waiting for direction
• Prepare presentations, reports, and correspondence
• Manage expenses, projects, and administrative systems
• Navigate and leverage technology and AI tools responsibly and independently

Qualifications

• 7+ years of hands-on experience as an Executive Assistant or Senior Administrative Assistant providing true EA-level support (general administrative experience within another role does not meet the minimum qualifications for this position)
• 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 the ability to adopt new technology and AI tools quickly
• Comfortable and professional on video calls (e.g., Zoom) when interacting 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 being prompted
• Location requirement: must reside in one of the 48 contiguous United States or in Alaska

Skills

You’ve spent years mastering your role as an EA. You communicate clearly and proactively, take ownership, and hold yourself to a high standard because details matter. You approach every interaction with kindness, carry confidence in your abilities, and build trust quickly — sustaining it over time. At this point in your career, your #1 priority is to join a fully remote company that prioritizes flexibility in the workplace, and that promotes a culture of respect, kindness, and transparency.

Benefits

• W2 employment status
• 100% remote work, no nights or weekends
• Flexible schedule within regular business hours
• Medical, dental, vision, and life insurance
• 401(k) with employer match
• Paid time off and paid holidays
• Paid parental leave
• Technology stipend
• Ongoing mentorship and professional support from your Boldly Team Leader
• A people-first culture built on respect, transparency, and flexibility

Pay

The pay rate for this position is $27-$30 per hour with regular raises throughout your tenure.

Schedule

This full-time role is 32–40 hours per week during standard business hours, with part-time remote opportunities also available for those seeking reduced hours. The role offers 100% remote work, no nights or weekends, and a flexible schedule within regular business hours.

About Our Culture

We believe experienced professionals should not have to sacrifice flexibility to do meaningful, career-defining work