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Executive Assistant (Remote, part-time or full-time)

November 21, 2025

Are you a dynamic, caring and ridiculously talented executive assistant? If so, Boldly is looking for you! We are seeking part-time employees to support established Fortune 500 companies, not for profits, senior-level executives, and successful business owners as they make a greater impact in the world. About the positionAs an executive assistant and employee of Boldly, you will play the pivotal role of providing top-notch administrative support. You’ll have the opportunity to choose the clients you support based on company and organizational values and your preferences. These are long term assignments where you’ll create rewarding partnerships with the executives that you assist while gaining valuable experience in a variety of industries. Your work will be 100% remote and flexible with no night or weekend work. As an executive assistant, you’ll apply your professional skills in a wide range of tasks, including:<ul><li>Maintaining appointment schedules and calendars</li><li>Planning and scheduling meetings, conferences, and travel</li><li>Making travel arrangements including flight and hotel bookings</li><li>Maximizing the executive’s time by reading, researching, and routing correspondence; drafting letters and documents; collecting and analyzing information; initiating phone calls on their behalf</li><li>Managing multiple email inboxes for executives</li><li>Managing expenses</li><li>Providing customer/supplier support</li><li>Other executive admin responsibilities as needed</li></ul> About youYou have at least 7 years of experience serving in a senior administrative support position where you provided support as an executive assistant working in a fast-paced environment supporting multiple high-level executives. 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. You are a team player with excellent communication skills and a positive outlook who cares deeply about helping others succeed. You take great pride in the quality of your work; you are proactive, dynamic, flexible, tech-savvy, results-oriented, and a stickler for details! And you do it all with a smile! Required Skills and Experience:<ul><li>A minimum of 7 years of direct hands-on experience in an administrative support position such as an executive assistant, virtual assistant, or senior administrative assistant (general admin experience as part of another role will not qualify)</li><li>Advanced knowledge of online software such as Google Workspace, Office 365, Zoom, and other popular productivity tools</li><li>Ability to multitask with ease and prioritize work as needed</li><li>Highly organized with excellent time management skills</li><li>Ability to learn new tools quickly</li><li>Excellent interpersonal communication</li><li>Strong writing skills</li><li>Ability to work independently and under the pressure of deadlines</li><li>Solution driven!</li></ul> Benefits you'll love, for part-time employees:<ul><li>W2 employment status</li><li>100% remote work</li><li>Flexible schedule within regular business hours</li><li>Able to work part-time (at a minimum of 20 hours a week) with the choice to stay part-time or ramp up to full-time</li><li>401k with employer match</li><li>Paid time off including vacation/sick leave, holidays, and parental leave</li><li>Technology stipend</li><li>Wellness events</li><li>Ongoing mentoring and support from your Boldly Team Leader to help you succeed with clients</li></ul> CompensationThe pay range for this position is $27-$31 per hour, with starting pay based on location. Specific starting rates are as follows: <ul><li>California & New York: $29 per hour</li><li>Washington, New Jersey, Colorado, & Massachusetts: $28 per hour</li><li>All other locations: $27 per hour</li></ul> About our cultureWe believe that it is possible to have a rewarding career that doesn’t conflict with your personal responsibilities and life choices. 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! As a premium executive assistant company, we set the standard for remote professionals. We’ve been proudly certified as a Great Place to Work for 5 years in a row, and our accolades include being named by Fortune Magazine as one of the “50 Best Small Workplaces”, and Entrepreneur Magazine in their Entrepreneur 360 List as one of the “Best Entrepreneurial Companies in America” and by Color Magazine as a top Inclusive Workplace. Military Friendly named us as part of the Top 10 Military Spouse Friendly Employers, and FlexJobs as a Top 100 Company to watch for. We are also accredited by Flexa as a truly flexible employer. For more information about our company culture and to hear from team members about their experience in roles filled with variety and new learning - visit our jobs page at https://boldly.com/jobs/

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...