Executive Assistant

Role overview

Boldly is recruiting remote executive assistants for long-term assignments supporting executives and organizations across industries such as nonprofit, finance, venture capital, technology, and fine dining. This role is fully remote, and the company has operated this way from the start. The position is available in both part-time and full-time formats, with work structured during regular business hours and no evening or weekend shifts.

What you will do

• Keep executive calendars organized and up to date
• Coordinate meetings, conferences, and business travel
• Arrange flights, hotels, and other travel details
• Save the executive’s time by sorting, researching, and forwarding correspondence; preparing letters and documents; gathering and reviewing information; and making calls on their behalf
• Handle several executive email inboxes
• Track and manage expenses
• Support customers and suppliers when needed
• Take on additional executive administrative tasks as required

What the company is looking for

The ideal candidate has a strong background in senior-level administrative support and has worked in fast-paced settings assisting more than one high-level executive. Boldly values people who want a fully remote, flexible workplace and who thrive in a respectful, kind, and transparent culture. Successful applicants are collaborative, communicate well, stay positive, and genuinely enjoy helping others succeed. The role also calls for a proactive, adaptable, tech-comfortable, detail-focused, and results-driven professional who takes pride in high-quality work.

Requirements and qualifications

• At least 7 years of direct hands-on experience in executive assistant, virtual assistant, or senior administrative assistant roles; general admin duties from another job do not count toward this requirement
• Advanced proficiency with Google Workspace, Office 365, Zoom, and similar productivity platforms
• Strong ability to juggle multiple priorities and shift focus as needed
• Excellent organization and time management skills
• Quick learner who can pick up new tools efficiently
• Strong interpersonal and communication skills
• Well-developed writing ability
• Comfort working independently and meeting deadlines under pressure
• Solutions-oriented mindset

Pay and benefits

This position pays $30 per hour, with regular raises over time. Total compensation also includes benefits such as a 401(k) with employer match.

• W-2 employment status for part-time employees
• Fully remote work
• Flexible hours within standard business hours
• Minimum commitment of 20 hours per week for part-time work, with the option to remain part-time or move into full-time
• 401(k) with employer match
• Paid time off, including vacation and sick leave, holidays, and parental leave
• Technology stipend
• Wellness events
• Ongoing mentorship and support from a team leader

Culture and company information

The company emphasizes a career model that works alongside personal responsibilities and life circumstances. Its team includes parents, military spouses, caregivers, and others with varied situations who benefit from remote, flexible employment. Boldly describes itself as a woman-owned business committed to diversity, equity, and inclusion, and says it has operated as a remote-first employer since 2012. The company has earned multiple recognitions, including Great Place to Work certification for five consecutive years, a place on Fortune Magazine’s “50 Best Small Workplaces,” recognition by Entrepreneur Magazine for its Entrepreneur 360 List of the “Best Entrepreneurial Companies in America,” inclusion by Color Magazine as a top inclusive workplace, Military Friendly recognition as a Top 10 Military Spouse Friendly Employer, and FlexJobs recognition as a Top 100 Company to Watch. It is also accredited by Flexa as a truly flexible employer.

Additional information

The company is hiring for multiple part-time and full-time openings across several industries. To maintain a long-term and effective partnership, candidates may choose the clients they support based on company and organizational values as well as their own preferences.