Executive Assistant

Role overview

Boldly is recruiting remote executive assistants for multiple openings across part-time and full-time arrangements in sectors such as nonprofit, finance, venture capital, technology, and casual fine dining. The company has operated fully remotely from the start and is looking for talented professionals who want to support executives while working from home.

These positions are intended to support established Fortune 500 organizations, nonprofit teams, senior leaders, and business owners through long-term client partnerships. Candidates may choose assignments that align with company and organizational values as well as their own preferences.

What the role involves

As a Boldly executive assistant, you will provide high-level administrative support and help executives stay organized, focused, and efficient. The work is fully remote, flexible, and does not include night or weekend shifts. Full-time employees are expected to be available for 40 hours per week during business hours.

• Keep calendars, appointments, and schedules up to date.
• Coordinate meetings, conferences, and travel plans.
• Arrange transportation, flights, and hotel stays.
• Save executive time by reviewing, researching, sorting, and drafting correspondence and documents.
• Gather and analyze information, and place calls on behalf of executives when needed.
• Oversee several executive email inboxes.
• Track and manage expenses.
• Support customers and suppliers.
• Handle additional executive administrative tasks as assigned.

Candidate profile

The ideal applicant has substantial senior-level administrative experience and thrives in a fast-paced environment supporting multiple executives. You should be comfortable working independently in a fully remote setting and value flexibility, respect, kindness, and transparency in the workplace. Strong communication, a positive attitude, attention to detail, and a proactive, solutions-focused mindset are essential.

Experience and skills required

• At least 7 years of direct, hands-on experience as an executive assistant or senior administrative assistant supporting one or more executives; broader administrative duties performed as part of another role do not meet this requirement.
• Advanced proficiency with Google Workspace, Office 365, Zoom, and similar productivity platforms.
• Strong ability to juggle several priorities and shift tasks as needed.
• Excellent organization and time management.
• Quick to learn new systems and tools.
• Clear interpersonal communication.
• Strong written communication skills.
• Comfortable working independently and meeting deadlines under pressure.
• A practical, solution-oriented approach to work.

Pay and benefits

The compensation for this role is $30 per hour, and pay increases are offered regularly over time. Full-time employees also receive benefits that include employer-matched 401(k) participation.

• W2 employment status.
• Medical, dental, vision, and life insurance with 100% of premiums covered by Boldly.
• 401(k) with employer match.
• Paid vacation and sick time.
• Paid holidays.
• Paid parental leave.
• Technology stipend.
• Ongoing mentoring and support from a Team Leader.

Company culture

Boldly emphasizes a career model that works alongside personal responsibilities and life circumstances. Its team includes parents, military spouses, caregivers, and others who benefit from remote, flexible work. The company focuses on belonging, diversity, equity, and inclusion, and describes itself as woman-owned and remote-first since 2012.

The employer has received several recognitions, including Great Place to Work certification for five consecutive years, a place on Fortune Magazine’s list of 50 Best Small Workplaces, inclusion in Entrepreneur Magazine’s Entrepreneur 360 list of Best Entrepreneurial Companies in America, recognition from Color Magazine as a top inclusive workplace, placement by Military Friendly among the Top 10 Military Spouse Friendly Employers, and inclusion by FlexJobs as a Top 100 Company to watch for. The company is also accredited by Flexa as a flexible employer.

Additional notes

Applicants must meet the minimum qualification of 7 years of executive assistant experience to be considered. Boldly also requires candidates to maintain an up-to-date LinkedIn profile as part of the application expectations. Military spouses are especially encouraged to apply, and candidates with varied experience are asked to show clearly in their resume how their background matches the stated requirements.