Two Chicks With A Side Hustle

🗺 Remote | 💼 W2 Employee | 🕒 Part-Time or Full-Time | 💰 $27–$31/hr


Join Boldly — A Certified Great Place to Work
Boldly is redefining what remote work looks like. As the top-tier provider of executive assistant services, we’re hiring experienced professionals to support Fortune 500 leaders, entrepreneurs, and fast-growing teams. If you’re a seasoned admin with a passion for helping others succeed—and a desire for flexibility—this role is for you.


👩‍💼 What You’ll Do
As a remote Executive Assistant, you’ll partner long-term with inspiring executives to help streamline their day-to-day and amplify their impact. Your responsibilities will include:

  • Managing calendars, meetings, and appointment scheduling
  • Coordinating travel (booking flights, lodging, etc.)
  • Drafting correspondence, letters, and internal documents
  • Managing multiple email inboxes
  • Preparing reports, organizing files, and tracking expenses
  • Supporting customers, vendors, or clients as needed
  • Jumping in on special administrative projects

You’ll set your own schedule (within standard U.S. business hours) and work remotely as a valued part of the Boldly team—with W2 status, benefits, and stability.


âś… What You Bring

  • Minimum 7 years of experience as an executive or virtual assistant (admin-adjacent roles don’t qualify)
  • Exceptional organization, time management, and problem-solving skills
  • Proficiency in Google Workspace, Microsoft Office, Zoom, and other modern tools
  • Strong writing and communication abilities
  • A detail-oriented mindset and resourceful nature
  • Positive attitude, reliability, and independence
  • Must have a professional, up-to-date LinkedIn profile

🎯 Why You’ll Love Working Here

  • W2 employment with paid time off, holidays, and parental leave
  • 401(k) with employer match
  • Flexible scheduling—no nights or weekends
  • Technology stipend + ongoing mentorship
  • Fully remote culture since 2012
  • Health, dental, vision, and life insurance (for full-time employees)
  • A supportive and inclusive company culture built on trust, kindness, and respect

đź’µ Compensation

  • California & New York: $29/hour
  • Washington, New Jersey, Colorado, Massachusetts: $28/hour
  • All other U.S. locations: $27/hour
  • Potential to grow to $31/hour based on experience and performance

🌎 We especially welcome military spouses and caregivers
We recognize the unique challenges you face and are proud to reduce barriers to employment by offering location-flexible, stable, and supportive opportunities.


This is your chance to build meaningful partnerships, do rewarding work, and finally get the work-life flexibility you’ve been craving—all without sacrificing career growth.

👋 Ready to join Boldly’s award-winning remote team?

APPLY HERE