Wing Assistant

Executive Assistant to the CEO

Remote, United States remote Entry $1,000 - $2,000
remote Technology & IT Salary listed Curated
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About the role

About the Role

We are looking for a high-leverage Executive Assistant to act as a strategic right hand to our CEO. This is not a typical administrative position. Beyond handling calendar management and travel coordination in a fast-paced, chaotic environment, you will play an active role in driving operational efficiency.

We need a clear-thinking, proactive problem solver who can jump right in without needing hand-holding. You will analyze data, build reports, identify operational gaps, and bring solutions to the table before issues arise.

Key Responsibilities

1. Executive Operations & Gatekeeping

Act as the primary point of contact and buffer for the CEO, managing internal and external communications with tact and judgment.

Maintain complete situational awareness of the CEO’s priorities, deadlines, and ongoing projects.

Manage complex, fluid calendars across multiple time zones, adjusting dynamically to continuous travel schedule changes.

Handle seamless international travel arrangements, itineraries, and logistics.

2. Data Analysis & Business Intelligence

Gather data across departments to create clear, actionable executive reports, dashboards, and presentations.

Continuously audit workflows and metrics to identify gaps, inefficiencies, and areas for process improvement.

Conduct research and synthesize complex information into quick, digestible briefs for decision-making.

3. Financial & Administrative Support

Assist with financial tracking, expense management, budget auditing, and financial reporting.

Monitor key financial indicators and track cross-departmental deliverables to ensure projects remain on budget and on schedule.

Handle confidential business and financial information with high discretion.

Requirements & Qualifications

Turnkey Capability: Proven experience as an Executive Assistant, Chief Of Staff, Business Operations Manager, or Strategic Coordinator. You can drop into a fast-moving environment on Day 1 without requiring extensive training.

High IQ & Analytical Thinking: Exceptional logic and problem-solving ability. You don't just report data; you understand what the numbers mean and recommend action.

Proactive & Autonomous: You anticipate needs before they are voiced and actively look for ways to lighten the CEO's operational load.

Chaos Tolerance: High adaptability, mental resilience, and composure in fast-changing, high-pressure environments.

Financial Literacy: Comfort with numbers, spreadsheets, financial statements, and basic business finance principles.

Time Zone Agility: Willingness and technical setup to work asynchronously and align with the CEO’s shifting global schedule.

Tech Savvy: Advanced proficiency in modern workspace tools (e.g., Claude, Notion, Slack, Google Workspace, Excel/Google Sheets, project management platforms).

Originally posted on Himalayas

Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Role
Technology & IT Data Analysis Excel Finance Operations Project Management remote

Likely questions

  1. Tell us about work you have done that is close to the Executive Assistant to the CEO role.
  2. How would you approach your first 30 days at Wing Assistant?
  3. Which of Data Analysis, Excel and Finance have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you stay organised and communicate clearly when working remotely?

Prepare before the call

  • A recent example that proves your experience with Data Analysis, Excel and Finance.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the Executive Assistant to the CEO role because I can bring practical experience in Data Analysis, Excel and Finance, learn the team quickly, and contribute to the outcomes Wing Assistant needs from this hire.

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