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

About the role

We’re looking for experienced Executive Assistants who are ready to work remotely and prioritize their lives while maintaining a high level of skill and care in their work.

What You’ll Do

• Maintain complex calendars, including multi-time zone scheduling and proactive planning to ensure executive focus.
• Manage executive email inboxes with judgment, discretion, and polished communication.
• Coordinate domestic and international travel, anticipating contingencies before they arise.
• Become a trusted strategic partner by building genuine rapport with clients and representing yourself and Boldly with warmth and confidence.
• Anticipate needs and troubleshoot independently, managing multiple tasks with ease.
• 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, flexible schedule within regular business hours, medical, dental, vision, and life insurance, paid time off and holidays, paid parental leave, technology stipend, ongoing mentorship and professional support from your Boldly Team Leader, and 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.

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.