Application Guide
How to Apply for Executive Assistant
at Boldly Executive Assistants
🏢 About Boldly Executive Assistants
Boldly Executive Assistants is unique as a 100% remote company from inception, specializing in placing executive assistants with Fortune 500 companies, non-profits, and senior executives. They offer the rare opportunity to choose clients based on personal values and preferences while maintaining stable, long-term assignments without night or weekend work.
About This Role
This Executive Assistant role involves providing top-notch administrative support to executives in industries like non-profit and finance, with tasks including calendar management, meeting coordination, and travel arrangements. It's impactful because you'll help executives make a greater difference in the world while building rewarding, long-term partnerships in a fully remote, flexible environment.
💡 A Day in the Life
A typical day involves coordinating across time zones to manage an executive's calendar, scheduling high-stakes meetings with Fortune 500 or non-profit leaders, and arranging complex travel itineraries—all while working remotely from your home office. You might research a client's industry to better support their impact goals, then wrap up by preparing materials for tomorrow's executive briefing, maintaining the 40-hour business week schedule without evening or weekend work.
🚀 Application Tools
🎯 Who Boldly Executive Assistants Is Looking For
- A dynamic and caring professional with proven experience supporting senior-level executives, particularly in non-profit or finance sectors
- Someone who values remote work as a core operational style, not just a perk, and can maintain 40-hour availability during business hours
- A ridiculously talented assistant who excels at tasks like scheduling, travel arrangements, and meeting planning with high attention to detail
- An individual seeking long-term client relationships and the ability to choose assignments based on organizational values alignment
📝 Tips for Applying to Boldly Executive Assistants
Explicitly mention your experience with Fortune 500 companies, non-profits, or finance executives in your resume summary
Highlight any remote work experience and your ability to maintain productivity without supervision in a 100% remote environment
Demonstrate your 'caring' nature by including examples of how you've supported executives in making a difference or achieving impact
Tailor your application to show you understand Boldly's unique model of letting assistants choose clients based on values
Provide specific examples of long-term executive partnerships you've maintained, as Boldly emphasizes stable assignments
✉️ What to Emphasize in Your Cover Letter
['Your passion for remote work as a deliberate choice, not just a convenience', 'Specific experience supporting executives in non-profit or finance industries', "Examples of how you've helped executives make a greater impact in their work", 'Your ability to build long-term, rewarding partnerships with executives']
Generate Cover Letter →🔍 Research Before Applying
To stand out, make sure you've researched:
- → Boldly's client portfolio in non-profit and finance sectors specifically
- → Their 'choose your clients' model and how it operates in practice
- → Their company culture as a 100% remote organization since inception
- → Testimonials from current Boldly executive assistants about their experiences
💬 Prepare for These Interview Topics
Based on this role, you may be asked about:
⚠️ Common Mistakes to Avoid
- Expressing interest in remote work primarily for flexibility rather than as a preferred operational style
- Focusing on short-term assignments or job-hopping rather than long-term partnerships
- Failing to demonstrate specific experience with executive-level support in relevant industries
📅 Application Timeline
This position is open until filled. However, we recommend applying as soon as possible as roles at mission-driven organizations tend to fill quickly.
Typical hiring timeline:
Application Review
1-2 weeks
Initial Screening
Phone call or written assessment
Interviews
1-2 rounds, usually virtual
Offer
Congratulations!
Ready to Apply?
Good luck with your application to Boldly Executive Assistants!