Squared Away is hiring a Chief Executive Assistant as an independent contractor to serve as a strategic partner to senior executives. In this role, you will provide proactive thinking, excellent communication, and dependable execution within our fast-paced, demanding environment. Our mission is to give leaders their most valuable resource back: time.
What You'll Do
- Manage and optimize complex executive calendars across multiple 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 end-to-end domestic and international travel.
- 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.
What We're Looking For
- Proven administrative experience supporting senior leaders.
- Must be based in a U.S. time zone (EST, CST, MST, or PST).
- Applicants must reside in the United States, excluding New York.
- Availability during normal business hours Monday–Friday, 9 AM–5 PM in your local time zone for regular client communication.
Nice to Have
- Experience supporting executive-level roles is strongly preferred.
Work Mode
This is a fully remote position for candidates residing in the United States.
