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

About Boldly Premium Executive Assistants

If you're a career Executive Assistant who brings expertise, care, and genuine enthusiasm to your work — and you're ready for a remote role that respects both your talent and your life — we'd love to meet you.

We’re hiring experienced Executive Assistants who are ready to match their high-level skills with a role that gives them the flexibility to prioritize what matters most in their lives, without ever worrying about being called back into an office.

About This 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.

What You’ll Do

• 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

Compensation & Benefits

The pay rate for this position is $30 per hour with regular raises throughout your tenure. In addition to the hourly pay, 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
• 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

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, you must meet all of the following:

• 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

What This Role Is Not

• It is not basic admin or routine tasks
• It is not a role you can combine with another full-time job or side gigs
• It is not a role for those who struggle with or avoid technology
• It is not a stepping-stone or training position; it is for career Executive Assistants already operating at a high level

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.

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.

Before You Apply

Please note that the requirements listed are the minimum qualifications to join our team of premium executive assistants. While at least 7 years of executive assistant experience is required, meeting this threshold alone does not guarantee advancement. Applications are reviewed based on completeness, attention to detail, alignment with the expectations of the role, and current client recruiting needs.

We’re excited to receive your application!Take your time to provide thoughtful, original responses that reflect your experience and approach to your work. You’re welcome to use AI tools for support if helpful, but your answers should be personalized and written in your own voice.Use complete sentences and be mindful of spelling and grammar.

Key skills/competency

• Executive Assistant
• Calendar Management
• Travel Coordination
• Email Management
• Communication
• Time Management
• Problem Solving
• Attention to Detail
• Technology Proficiency
• Client Relations