Chief Executive Assistant - Fully Remote - Worldwide

Remote
Part Time to Full Time
Entry Level

Chief Executive Assistant (Fully Remote)

Transition to 1099 Independent Contractor – Effective January 1, 2025

We’re excited to announce an opportunity to join Squared Away as a Chief Executive Assistant in a fully remote role. This position is ideal for someone who thrives in a high-demand, high-performance environment, supporting top-tier clients.

This role is for those with unmatched dedication and perseverance, as every day brings new challenges requiring a commitment to excellence. You’ll be serving clients at the highest levels, requiring you to go beyond the ordinary while embodying Squared Away’s core pillars.

Starting January 1, 2025, this role will transition to an independent contractor (1099) position, offering even more flexibility. Below are the key details and requirements for this role.

Role Specifics

  • Position: Chief Executive Assistant
  • Location: Fully remote, U.S.-based time zones (EST, CST, MST, PST), All states aside from New York
  • Hours: Must be available to work 9:00 am - 5:00 pm in U.S. time zones
  • Transition: This position will become a 1099 Independent Contractor role as of January 1, 2025

Responsibilities

  • Proactive Client Support: Anticipate client needs and provide proactive solutions, including managing scheduling conflicts, project management, event planning, and daily operations.
  • Relationship Building: Build professional relationships with clients based on trust and reliability, demonstrated through strong communication and presentation skills.
  • Email Management: Actively manage and prioritize client email communications.
  • Scheduling: Coordinate meetings with internal and external clients, ensuring availability across time zones.
  • Executive-Level Support: Facilitate executive tasks such as booking travel, submitting expense reports, and supporting fundraising efforts, lead generation, and more.

Requirements

  • Experience: At least 1 year of administrative experience, with a strong understanding of calendar management, travel planning, and startup/venture capital support.
  • Tools: Experience with platforms such as Slack, Google Drive, Microsoft Excel, Salesforce, Canva, CRM platforms, and QuickBooks.
  • Education: A high school diploma is required; an Associate's degree or higher is preferred for internal promotion opportunities.
  • Skills: Strong attention to detail, excellent organizational and communication skills, and the ability to work independently in a fast-paced environment.
  • Technology: Must have a fully functioning mobile phone and computer (not a Chromebook or tablet) for client platforms.

Compensation

  • Current Role (W-2 Position): $22/hour pre-tax for all plan levels (15 hours/month up to 160 hours/month). Part-time or Full-time is your choice! Client plans are split at 55/45 - with 55% going to the assistant.
  • Internal Growth Opportunities: We also offer internal managerial positions that are W-2 roles, where employees work with clients. These positions will be posted as they become available.
  • Transition to 1099: Effective January 1, 2025, this role will transition to an independent contractor (1099) position, with competitive rates and flexible hours. Client plans will be split at 60/40 - with 60% going to the assistant.

Overseas Applicants

We hire candidates stationed overseas, including Japan, provided they can commit to U.S.-based business hours (9:00 am - 5:00 pm). Please note that Japan-based hours are rare, and the 1-hour response time for Squared Away Chief Executive Assistants still apply for U.S.-based business hours.

About Squared Away

At Squared Away, we empower Military Spouses with meaningful opportunities to serve as trusted Chief Executive Assistants, working from anywhere. We support clients from top companies, venture capital firms, executives, and freelancers, providing high-level assistance beyond typical virtual assistant services.

We live by our four pillars: Over-communication, extreme attention to detail, thinking outside the box, and being a team player. Join us in helping our clients focus on what truly matters—growth and people—by providing them with world-class support.

Note: This is a W-2 role that will transition to a 1099 Independent Contractor position on January 1, 2025.

Working in this elite position is not for the faint of heart! It demands a level of dedication and perseverance that is unmatched. Every day presents new challenges that require not only dedication to completion but an unwavering commitment to excellence. 

We serve the highest echelons of clients and that necessitates a work ethic that goes beyond the ordinary, constantly raising the bar while staying committed to our company pillars. 

The road to success in this role is paved with intensive effort, continuous learning, and a relentless pursuit of perfection. 

It's an environment where mediocrity has no place, where only the most resilient thrive. The reward for such relentless dedication is the satisfaction of supporting clients at the pinnacle of their endeavors, knowing that your contribution plays an integral role in their success.

This is not a role that can be half-assed. This is a role that requires focus, dedication, and commitment to our previously developed processes.

Cheers to the future!

<3 Michelle


 

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