Administrative experience supporting senior leaders is required; experience supporting executive-level roles is strongly preferred.
Must be based in a U.S. time zone (EST, CST, MST, or PST); applicants must reside in the United States, excluding New York.
Must be available during normal business hours Monday–Friday, 9 AM–5 PM (in your time zone) for regular client communication.
This role cannot be combined with another job that limits availability during these hours.
Ability to commit a minimum of 20 hours per week, with flexibility to take on additional hours.
Experience working remotely is strongly preferred.
Reliable home office setup, including:
- Mac or PC computer with webcam.
- High-speed internet.
- Smartphone with email capabilities.
- A designated, quiet workspace suitable for professional work.
Strong written and verbal communication skills, able to clearly and concisely communicate in a variety of contexts.
Proficiency in Microsoft Office, including Word, Excel, PowerPoint, and Outlook, with familiarity using project management tools.
Experience managing schedules, communication, and priorities across time zones.
Understanding of cross-cultural communication in a global working environment.
Exceptional organization and attention to detail.
High emotional intelligence and situational awareness.
Comfortable working independently without constant direction.
Tech-savvy and quick to learn new systems and tools.
Proactive mindset that anticipates needs rather than reacts.

Benefits

This is a contractor (1099) role with a revenue-sharing model.
Assistants earn 60% of the monthly client plan value for each client they support.
Most assistants support 2–4 clients at a time, with each client on a different plan level. Because of this, earnings vary based on the mix of clients and plans an assistant chooses to take on and may fluctuate month to month.
In practice, most assistants earn between $1,440–$4,000 per month, with opportunities to earn more based on client volume, plan levels, and tenure.
Earnings may vary outside this range depending on client mix, with higher-tier or multiple clients increasing total earnings.
Assistants have full control over how many clients they support, their workload, and their schedule. There is no minimum or maximum number of hours required, and earnings scale accordingly.
Squared Away manages client acquisition, billing, and invoicing so you can focus on client work. You'll have access to a vetted client base across industries including consulting, marketing, nonprofit, finance, real estate, and more.
This is a fully remote role with flexibility in client load.

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

administrative experiencescheduling managementcorrespondence draftingitinerary preparationworkflow documentationresearch on competitorsproject management toolsMicrosoft OfficeExcelPowerPoint

Soft Skills

communication skillsorganizationattention to detailemotional intelligencesituational awarenessindependenceproactive mindsetdiscretionjudgmentconflict resolution