Executive Assistant - CEO

Wing Assistant

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San Jose remote Until 10/4/2026 First posted August 5, 2026 Last posted August 5, 2026
Job description

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).

 

Compensation (from employer):
1000–2000 USD per-month-salary

About this role

Summary

Support CEO with data analysis, operations, and administrative tasks in fast-paced environment

Job title

Executive Assistant - CEO

Experience level

proven experience

Industry

software

Location requirements

San Jose, remote work not specified

Salary

$1k–$2k

Management role

No

Skills & keywords

Required skills

calendar managementdata analysisfinancial reportingtech proficiency

Preferred skills

None specified

Specializations

calendar managementdata analysisfinancial reportingoperations
Locations

Structured locations inferred from the posting.

San Jose, CA, USA

Remote City