Executive Assistant – Chief of Staff

This is a fully remote position, open to applicants in United States.

📋 Description

• Conduct the President's daily check-in to establish priorities, identify risks, and highlight urgent issues that may hinder strategic initiatives.

• Oversee the President's inbox and Slack communications; prioritize, draft, route messages, and ensure zero-drop accountability.

• Convert recorded meeting transcripts into actionable items within 24 hours and monitor their completion.

• Manage the calendar comprehensively, safeguarding high-impact time while coordinating with executives, attorneys, and external partners.

• Facilitate collaboration across operations, finance, technology, and people teams.

• Monitor open loops regarding key hires, state launches, and board follow-ups.

• Assist with executive onboarding, travel arrangements, off-site events, and preparation for board meetings.

• Provide candid and constructive feedback to the President, exercising discretion on when to withhold comments.

⛳️ Requirements

• Exceptional written communication skills; capable of drafting messages for a senior leader that reflect their voice.

• Experience in project management.

• Demonstrated ability to analyze data and generate reports.

• Proficient in managing stakeholder relationships.

• High emotional intelligence, professional discretion, and the confidence to deliver necessary feedback to leadership.

• Experience in creating presentations and decks.

• Ability to establish structure in fast-paced and ambiguous environments.

• Tech-savvy; proficiency in Excel and PowerPoint is required.

• Skilled in calendaring, project tracking, email, and Slack usage.

• Experience as a C-suite Executive Assistant in a rapidly growing organization with over 400 employees.

• Familiarity with AI tools such as Claude, ChatGPT, or similar technologies.

• Background in legal, financial services, or multi-state operations.

• Strong attention to detail, organizational skills, analytical thinking, and a proactive approach to work.

• Full-time position; not available for independent contractors or consulting arrangements.

🏝️ Benefits

• Medical, dental, and vision insurance.

• 401(k) plan with company matching.

• Health Savings Account (HSA).

• Life insurance coverage.

• Disability insurance.

• Paid time off.

• Parental leave.