Chief Executive Assistant

🔥 0 minutes ago

🏈 Alabama, Alaska, +20 more states – Remote

🏈 Alabama – Remote 🐻 Alaska – Remote 🌵 Arizona – Remote 🏄 California – Remote ⛰️ Colorado – Remote 🐊 Florida – Remote 🌺 Hawaii – Remote 🌽 Illinois – Remote 🌾 Iowa – Remote 🐎 Kentucky – Remote ⚜️ Louisiana – Remote 🌲 North Carolina – Remote 🏈 Ohio – Remote 🦀 Maryland – Remote 🚗 Michigan – Remote 🏰 Missouri – Remote 🔔 Pennsylvania – Remote 🌴 South Carolina – Remote 🎸 Tennessee – Remote 🤠 Texas – Remote ⚔️ Virginia – Remote ☕ Washington – Remote

💵 $24 - $36 / hour

⏳ Contract/Temporary

🔴 Lead

👨‍💼 Executive Assistant

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Squared Away

WebsiteLinkedInAll Job Openings

201 - 500 employees

Founded 2018

🤝 B2B

☁️ SaaS

👥 HR Tech

B2B • SaaS • HR Tech

Squared Away is a virtual assistant company founded by Michelle, a military spouse, to create employment opportunities for fellow military spouses. The company offers a wide range of services, including scheduling, travel planning, marketing, social media management, event planning, bookkeeping, and more. Squared Away prides itself on employing talented and driven military spouses who provide exceptional assistance to teams and businesses. The company aims to give its clients more time to focus on what truly matters by handling administrative and operational tasks efficiently.

📋 Description

• Manage and optimize complex executive calendars across time zones. • Anticipate conflicts and proactively resolve scheduling issues. • Protect executive focus by enforcing priorities and boundaries. • Manage executive inboxes with discretion and sound judgment. • Draft, respond to, and triage correspondence on behalf of executives. • Ensure urgent matters are surfaced promptly and appropriately. • Coordinate domestic and international travel end-to-end. • Prepare detailed itineraries and anticipate changes or disruptions. • Prepare meeting materials, agendas, presentations, and reports. • Track action items, deadlines, and follow-through across initiatives. • Create, document, and refine workflows to improve efficiency. • Identify tools and processes that reduce friction and increase clarity. • Conduct research on competitors, tools, vendors, and market trends. • Provide concise summaries to support executive decision-making. • Handle sensitive and confidential information with absolute integrity.

🎯 Requirements

• Applicants must maintain a permanent U.S. address in one of the following states: • Alabama, Alaska, Arizona, California, Colorado, Florida, Georgia, Hawaii, Illinois, Indiana, Iowa, Kentucky, Louisiana, Maryland, Michigan, Missouri, North Carolina, Ohio, Pennsylvania, South Carolina, Tennessee, Texas, Virginia, Washington • Military spouses living overseas on active orders are welcome to apply, provided they maintain a permanent address in one of the states listed above and can reliably support clients during U.S. business hours. • Must be available during normal business hours Monday–Friday, 9 AM–5 PM (in your time zone) for regular client communication. • Ability to commit a minimum of 20 hours per week, with flexibility to take on additional hours. • Administrative experience supporting senior leaders is required; experience supporting executive-level roles is strongly preferred. • 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 fully remote 1099 independent contractor position. • Contractors are paid for billable hours worked. • Hourly rates determined by experience and tier level. • Tier 1: $24/hour • Tier 2: $30/hour • Tier 3: $36/hour • Contractors submit time through Harvest Time Tracking for billable work. • Payments are issued twice monthly. • Most contractors support 2–4 clients at a time. • Squared Away handles client acquisition, client contracts, billing, and invoicing.