Executive Assistant (100% Remote, Finance Industry)

October 9, 2026

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We are actively hiring a senior executive assistant who will provide long‐term support to senior leaders in Fortune 500 companies within the finance industry. The role is 100% remote and offers flexible business‐hour scheduling with no night or weekend work.

About the Position

As an executive assistant and employee of Boldly, you will provide top‐notch administrative support to senior‐level executives. Your responsibilities span calendar management, meeting and event coordination, travel arrangements, email and expense oversight, as well as other executive‐administrative tasks as needed.

Strategically manage complex executives' calendars
Plan and schedule meetings, conferences, and travel
Make travel arrangements (flights, hotels, ground transportation)
Maximize the executive's time through research, correspondence routing, drafting letters and documents, collecting and analyzing information, and initiating calls on their behalf
Manage multiple email inboxes for executives
Oversee expense reports and reimbursements
Perform additional executive‐admin duties as required

About You

7+ years in a senior administrative or executive‐assistant role supporting multiple high‐level executives in a fast‐paced environment.
Strong communication, organization, and technology skills; comfortable leveraging productivity tools (Google Workspace, Office 365, Zoom, etc.).
Proactive, dynamic, and results‐oriented with a meticulous eye for detail.
Comfortable working independently and under tight deadlines.
A positive, collaborative attitude and a desire to help others succeed.

Required Skills and Experience

Minimum 7 years of direct experience as an executive assistant or senior administrative assistant.
Minimum 4 years of calendar management experience.
Minimum 2 years of executive travel coordination.
Minimum 2 years of managing and organizing senior leaders' email inboxes.
Advanced knowledge of Google Workspace, Office 365, Zoom, and other productivity tools.
Ability to multitask and prioritize effectively.
Excellent interpersonal communication skills.
Self‐directed and resilient under deadlines.
Fast learner of new tools and technologies.

Benefits

Health, dental, vision, and life insurance – 100% premium paid by Boldly.
401(k) with employer match.
Paid time off (vacation, sick leave).
Paid holidays.
Paid parental leave.
Ongoing mentoring and support from your Boldly Team Leader.

Compensation

Hourly rate: $27–$31, adjusted by location.

California & New York: $29 per hour
Washington, New Jersey, Colorado, & Massachusetts: $28 per hour
All other locations: $27 per hour

Company Culture

Boldly is a woman‐owned, fully remote company committed to diversity, equity, and inclusion. Our team includes parents, military spouses, caregivers, and individuals with unique life situations who thrive in a flexible, remote environment. We are proud to be recognized by Great Place to Work, Fortune Magazine, Entrepreneur Magazine, Color Magazine, Military Friendly, FlexJobs, and Flexa for our inclusive and flexible workplace.

Application Requirements

Minimum 7 years of executive‐assistant experience.
Up‐to‐date LinkedIn profile required.
Military spouses encouraged to apply with a detailed resume highlighting relevant experience.

General Information

Seniority Level: Mid‐Senior
Employment Type: Full‐time
Job Functions: Administrative, Project Management, Finance
Industries: Financial Services, Insurance, Technology, Information & Media

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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?

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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...