Team Lead / Remote Executive Assistant Remote | W-2 Position | 20 Hours/Week

myVA Rocks; United States; Remote; USD 23,000 - 32,000; Full time

Benefits offered by this job

PTO and sick leave

Leadership development

Career growth opportunities

People-first culture

Job summary

myVA Rocks is seeking an experienced Team Lead to mentor a small team of 10 Virtual Assistants while continuing to serve clients directly. This dual-function role combines hands-on executive and administrative support with leadership responsibilities.

You will coach, guide, and support the VAs, conduct regular 1:1 meetings, monitor performance, and maintain clear client communications. The position is remote, W-2, with 20 hours per week and growth opportunities within a people-first culture.

Qualifications

• Experienced Executive/Administrative Assistant with strong admin skills.
• Comfortable leading, coaching, and mentoring others.
• Able to provide direct, constructive feedback with confidence and empathy.
• Proactive, highly organized and detail-oriented.
• Capable of independent decision-making and problem solving.
• Able to juggle multiple priorities in a fast-paced environment.
• Excellent written and verbal communication.
• Comfortable spending 2–3 hours per day in virtual meetings.
• On-camera presence and professional demeanor.

Responsibilities

• 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.

Skills

Executive Assistant

Leadership

Coaching

Mentoring

Communication

Organization

Problem Solving

Time Management

Tools

Google Workspace

Slack

Monday.com

Project management tools

Job description

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

• 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.