Lead Executive Assistant Jobs
Lead Executive Assistant jobs are open across finance, technology, healthcare, and professional services, at every level from senior executive assistant to chief of staff, with specializations in C-suite support, board relations, and operations coordination. Find a role that fits below and apply directly.
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At myVA Rocks, we believe work should be joyful, hyper-flexible, and fun. If you enjoy being a part of a people-first culture where you can do meaningful work, enjoy the flexibility, and be part of a team that loves helping others succeed, then we’re for you.
We're looking for an organized, proactive, and people-focused professional who enjoys both supporting clients and helping others succeed. This is a dual-function role that combines hands-on executive and administrative support with team leadership. You'll manage your own client relationships and provide executive and administrative support while also overseeing, coaching, and supporting a team of Virtual Assistants (VAs).
As a Team Lead, you'll mentor and support a small team of 10 VAs while continuing to serve clients directly. Hours are built over time as new client engagements are added. Team Leads work toward a schedule of 20 hours per week while balancing both client and leadership responsibilities.
The Details
- Employment: W-2 position
- Location: 100% remote
- Hours: Targeting 20 hours per week, with opportunities to grow as client needs and company demands evolve
- Rate: $20/hour
- Schedule: Flexible, with consistent availability required during standard U.S. business hours
Our primary collaboration hours are:
- 8:00–11:00 AM PST
- 9:00 AM–12:00 PM MST
- 10:00 AM–1:00 PM CST
- 11:00 AM–2:00 PM EST
Additional client availability may be required depending on the needs of the executive you support.
What You'll Do
- Coach and support approximately 10 Virtual Assistants (VAs)
- Conduct weekly or bi-weekly 1:1 meetings
- Provide timely coaching, constructive feedback, and accountability
- Help team members navigate challenges and celebrate successes
- Monitor team performance and identify coaching opportunities
- Maintain accurate documentation and updates within Monday.com
- Partner with the Director of People & Operations and fellow Team Leads to improve processes
- Support onboarding and help new team members transition successfully into the team
- Manage day-to-day client requests, priorities, and ongoing responsibilities while building strong, trusted client relationships.
What We're Looking For
We're looking for someone who naturally takes ownership and enjoys helping others grow.
The ideal candidate is:
- An experienced Executive Assistant with strong administrative skills
- Comfortable leading, coaching, and mentoring others
- Able to provide direct, constructive feedback with confidence and empathy
- Proactive, highly organized and detail-oriented
- Comfortable making decisions and solving problems independently
- Able to juggle multiple priorities in a fast-paced environment
- Excellent at written and verbal communication
- Comfortable spending 2–3 hours per day in virtual meetings
- Comfortable being on camera
Preferred Qualifications
- 4+ years of Executive or Administrative Assistant experience
- Previous leadership, coaching, mentoring, or management experience
- Experience supporting multiple clients or executives
- Experience using Google Workspace, Slack, Monday.com, and project management tools
What We Offer
- W-2 employment
- Flexible remote work
- Paid Time Off (PTO) and sick leave
- Leadership development and ongoing coaching
- Opportunities for career growth within myVA Rocks
- A collaborative, people-first culture focused on helping both our clients and our team thrive
What Success Looks Like
- Effective team leadership: Your VAs feel supported, receive consistent coaching, and know where to turn for guidance.
- Strong client relationships: Your clients feel supported, priorities are managed effectively, and deliverables are completed reliably.
- Balanced responsibilities: You manage your own client workload while consistently fulfilling your Team Lead responsibilities.
- Ownership and accountability: You proactively address challenges, follow through on commitments, and take responsibility for outcomes.
- Consistent communication: Clients and Team members receive timely updates, clear expectations, and thoughtful feedback.
Why myVA Rocks?
Our VAs come from everywhere and are going places. If you have a great attitude, great attention to detail, love hyper-flexibility, and believe it's important to lift as you rise, we'd love to talk to you.
If you're an experienced Team Lead who enjoys coaching others, building relationships, and who keeps everything moving, we'd love to meet you.
Where You Can Work
This role is available to candidates working and residing in:
AL, AZ, AR, CO, DE, FL, GA, ID, IN, IA, KS, KY, LA, ME, MD, MI, MN, MS, MO, NE, NV, NH, NM, NC, ND, OH, OK, OR, PA, RI, SC, SD, TN, TX, UT, VT, VA, WA, WI, WV, WY.
myVA Rocks, LLC may request consumer reports, as defined by the federal Fair Credit Reporting Act, on you from a consumer reporting agency in connection with your employment application and for employment purposes. A consumer report is a compilation of information that might affect your employability. These reports may contain information about your character, general reputation, personal characteristics, and mode of living. The reports may also contain information about you relating to your criminal history, credit history, driving and/or motor vehicle records, education or employment history, or other background checks.
Pay: $20.00 per hour
Expected hours: No less than 20.0 per week
Benefits:
- Flexible schedule
- Paid time off
Work Location: Remote
At myVA Rocks, we believe work should be joyful, hyper-flexible, and fun. If you enjoy being a part of a people-first culture where you can do meaningful work, enjoy the flexibility, and be part of a team that loves helping others succeed, then we’re for you.
We're looking for an organized, proactive, and people-focused professional who enjoys both supporting clients and helping others succeed. This is a dual-function role that combines hands-on executive and administrative support with team leadership. You'll manage your own client relationships and provide executive and administrative support while also overseeing, coaching, and supporting a team of Virtual Assistants (VAs).
As a Team Lead, you'll mentor and support a small team of 10 VAs while continuing to serve clients directly. Hours are built over time as new client engagements are added. Team Leads work toward a schedule of 20 hours per week while balancing both client and leadership responsibilities.
The Details
- Employment: W-2 position
- Location: 100% remote
- Hours: Targeting 20 hours per week, with opportunities to grow as client needs and company demands evolve
- Rate: $20/hour
- Schedule: Flexible, with consistent availability required during standard U.S. business hours
Our primary collaboration hours are:
- 8:00–11:00 AM PST
- 9:00 AM–12:00 PM MST
- 10:00 AM–1:00 PM CST
- 11:00 AM–2:00 PM EST
Additional client availability may be required depending on the needs of the executive you support.
What You'll Do
- Coach and support approximately 10 Virtual Assistants (VAs)
- Conduct weekly or bi-weekly 1:1 meetings
- Provide timely coaching, constructive feedback, and accountability
- Help team members navigate challenges and celebrate successes
- Monitor team performance and identify coaching opportunities
- Maintain accurate documentation and updates within Monday.com
- Partner with the Director of People & Operations and fellow Team Leads to improve processes
- Support onboarding and help new team members transition successfully into the team
- Manage day-to-day client requests, priorities, and ongoing responsibilities while building strong, trusted client relationships.
What We're Looking For
We're looking for someone who naturally takes ownership and enjoys helping others grow.
The ideal candidate is:
- An experienced Executive Assistant with strong administrative skills
- Comfortable leading, coaching, and mentoring others
- Able to provide direct, constructive feedback with confidence and empathy
- Proactive, highly organized and detail-oriented
- Comfortable making decisions and solving problems independently
- Able to juggle multiple priorities in a fast-paced environment
- Excellent at written and verbal communication
- Comfortable spending 2–3 hours per day in virtual meetings
- Comfortable being on camera
Preferred Qualifications
- 4+ years of Executive or Administrative Assistant experience
- Previous leadership, coaching, mentoring, or management experience
- Experience supporting multiple clients or executives
- Experience using Google Workspace, Slack, Monday.com, and project management tools
What We Offer
- W-2 employment
- Flexible remote work
- Paid Time Off (PTO) and sick leave
- Leadership development and ongoing coaching
- Opportunities for career growth within myVA Rocks
- A collaborative, people-first culture focused on helping both our clients and our team thrive
What Success Looks Like
- Effective team leadership: Your VAs feel supported, receive consistent coaching, and know where to turn for guidance.
- Strong client relationships: Your clients feel supported, priorities are managed effectively, and deliverables are completed reliably.
- Balanced responsibilities: You manage your own client workload while consistently fulfilling your Team Lead responsibilities.
- Ownership and accountability: You proactively address challenges, follow through on commitments, and take responsibility for outcomes.
- Consistent communication: Clients and Team members receive timely updates, clear expectations, and thoughtful feedback.
Why myVA Rocks?
Our VAs come from everywhere and are going places. If you have a great attitude, great attention to detail, love hyper-flexibility, and believe it's important to lift as you rise, we'd love to talk to you.
If you're an experienced Team Lead who enjoys coaching others, building relationships, and who keeps everything moving, we'd love to meet you.
Where You Can Work
This role is available to candidates working and residing in:
AL, AZ, AR, CO, DE, FL, GA, ID, IN, IA, KS, KY, LA, ME, MD, MI, MN, MS, MO, NE, NV, NH, NM, NC, ND, OH, OK, OR, PA, RI, SC, SD, TN, TX, UT, VT, VA, WA, WI, WV, WY.
myVA Rocks, LLC may request consumer reports, as defined by the federal Fair Credit Reporting Act, on you from a consumer reporting agency in connection with your employment application and for employment purposes. A consumer report is a compilation of information that might affect your employability. These reports may contain information about your character, general reputation, personal characteristics, and mode of living. The reports may also contain information about you relating to your criminal history, credit history, driving and/or motor vehicle records, education or employment history, or other background checks.
Pay: $20.00 per hour
Expected hours: No less than 20.0 per week
Benefits:
- Flexible schedule
- Paid time off
Work Location: Remote
Lead Executive Assistant Jobs by Experience Level
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Find Lead Executive Assistant JobsLead Executive Assistant Job Market
Who's Hiring
Top Industries Hiring
- Technology & Software
What Employers Look For
The qualifications that appear most often in lead executive assistant jobs.
- Five or more years of executive administrative support experience at the C-suite level
- Advanced proficiency in calendar and travel management for senior executives
- Expert-level skills in Microsoft Office Suite and Google Workspace
- Experience managing confidential communications and sensitive board-level materials
- Strong project coordination ability across cross-functional teams and departments
- Bachelor's degree in business administration or a related field preferred
Tips for Your Lead Executive Assistant Job Search
Tailor your resume for executive-level support
Highlight the seniority of executives you've supported, the size of their organizations, and the scope of decisions you've enabled. Hiring managers want to see that you've operated at the C-suite level, not just handled scheduling for mid-level managers.
Quantify your impact on executive bandwidth
Replace vague claims with specifics: how many calendars you managed, how many countries an executive traveled to annually, or how many board meetings you coordinated. Lead executive assistant roles demand evidence that you measurably freed up leadership time.
Apply early to roles that fit
Migrate Mate lists lead executive assistant openings from across the United States in one place, so you can find roles that match and apply directly to each listing.
Target postings that name the executive by function
Job listings that specify CEO, CFO, or General Counsel support signal the actual complexity and confidentiality requirements of the role. Those details tell you whether the seniority matches your background before you spend time on a cover letter.
Prepare for scenario-based interview questions
Expect questions like 'How have you handled a last-minute itinerary change across multiple time zones?' or 'Describe a time you managed competing urgent priorities for two executives.' Practice answers that show judgment and discretion, not just logistics.
Negotiate scope before accepting an offer
Lead executive assistant roles vary widely in authority. Before accepting, clarify whether you'll have signing authority, manage direct reports, or oversee an executive admin team. Misaligned expectations on scope are the most common reason people leave these roles quickly.
Lead Executive Assistant Jobs: Frequently Asked Questions
Which companies are hiring the most lead executive assistants?
The most active employers for lead executive assistants right now are Plaid, CRH, and OpenGov, and the most openings are in California, Texas, and Georgia, based on current listings on Migrate Mate as of November 2026. Financial services firms, large technology companies, and hospital systems consistently maintain the highest demand for this role.
How many lead executive assistant jobs are remote?
About 67% of lead executive assistant openings are fully remote or hybrid as of November 2026, though the nature of the role means many employers prefer on-site presence. Remote and hybrid opportunities are most common in functions like board communications, investor relations support, and corporate strategy coordination, where in-person executive access is less critical day to day.
How do you become a lead executive assistant?
Start by building several years of experience supporting directors or vice presidents, then pursue roles that add C-suite exposure. Develop strong competency in executive travel logistics, board materials preparation, and confidential correspondence. Demonstrating initiative on cross-functional projects and earning trust from senior leaders positions you for a lead or supervisory-level role over time.
Can you get hired as a lead executive assistant with little experience?
Moving directly into a lead executive assistant role with no prior EA experience is uncommon, since most employers expect demonstrated C-suite support history. A realistic path is to build two to three years as an executive assistant, volunteer to mentor junior admins, and take on project coordination work that shows leadership readiness before targeting lead-level openings.
What does the lead executive assistant interview process look like?
Most employers run a phone screen with HR followed by a structured interview with the hiring executive or chief of staff, often including scenario-based questions about competing priorities, travel crises, and confidentiality dilemmas. Some organizations add a written or practical assessment, such as drafting correspondence or mapping a complex travel itinerary, before extending an offer.
Where can I find and apply to lead executive assistant jobs?
You can find and apply to lead executive assistant jobs on Migrate Mate, which lists current openings from across the United States. Find roles that match your experience and seniority level, then apply directly to each listing that fits.
See All 7 Lead Executive Assistant Jobs
Find roles that match your experience and apply in just a few clicks.
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