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

About the role

We're looking for experienced Executive Assistants who want to work remotely and prioritize their personal life while maintaining high-level skills and a trusted partnership with their executives.

What You’ll Do

• Maintain complex calendars, including multi-time zone scheduling and proactive planning
• Manage executive email inboxes with judgment, discretion, and polished communication
• Coordinate domestic and international travel, anticipating contingencies
• Build genuine rapport with clients, representing yourself and Boldly with warmth and confidence
• Anticipate needs and troubleshoot independently, managing multiple tasks
• Prepare presentations, reports, and correspondence
• Manage expenses, projects, and administrative systems
• Navigate and leverage technology and AI tools responsibly and independently

Compensation & Benefits

• Pay rate: $30 per hour with regular raises throughout your tenure
• Total compensation includes benefits such as a 401(k) with employer match
• Benefits for full-time include:
• W2 employment status
• 100% remote work, no nights or weekends
• Flexible schedule within regular business hours
• Medical, dental, vision, and life insurance
• 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

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 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

Who You Are

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.

Qualifications To Be Considered

• Meet all of the following 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 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

About Our Culture

We believe experienced professionals should not have to sacrifice flexibility to do meaningful, career-defining work. Our diverse team of executive assistants includes parents, military spouses, caregivers, and those with unique life situations where working remotely, part-time or full-time, and on a flexible schedule is not just a 'nice to have'. Fostering a thriving company culture where everyone has a sense of belonging and enjoys coming to work is our #1 priority. As a woman-owned business, we are intimately familiar with the challenges women and minorities face in the workplace and we are committed to maintaining a diverse, equitable, and inclusive workplace for all. And of course, as a remote-first company since our inception in 2012, we are longtime established experts at leading and succeeding in a remote work environment. We are proud to be certified by Great Place To Work and recognized by Fortune as one of the 50 Best Small Workplaces.