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Executive Assistant - CEO

Wing Assistant

San Jose, CARemoteFull-time$75–125K/yrPosted 3w agoVerified open 5 days ago

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At a glance

Compensation
$75–125K/yr
Location
San Jose, CARemote
Schedule
Full-time
Work Authorization
Not specified

Job overview

Wing Assistant is hiring an Executive Assistant - CEO. The role supports the CEO as a strategic right‑hand, handling high‑stakes calendar and travel logistics while driving operational efficiency. The candidate will act as gatekeeper, manage internal and external communications, analyze data, build executive reports and dashboards, audit workflows, and provide financial tracking and budgeting support, all with high discretion and proactive problem‑solving in a fast‑paced environment.

Key focus areas include Act as primary point of contact and buffer for the CEO, managing internal and external communications, Maintain situational awareness of the CEO’s priorities, deadlines, and ongoing projects, and Manage complex, fluid calendars across multiple time zones with dynamic travel changes.

Successful candidates bring Proven Experience As An Executive Assistant, Proven Experience As A Chief Of Staff, and Proven Experience As A Business Operations Manager. Important skills include Finance, Process Improvement, Calendar Management, Travel Coordination, Operational Efficiency, and Clear Thinking. Preferred (not required): Analytics, Business Operations, Project Management, and Financial Reporting.

Skills & qualifications

RequiredNice to have

Skills

FinanceProcess ImprovementCalendar ManagementAnalyticsBusiness OperationsProject ManagementFinancial ReportingLegal WritingResearchSpreadsheetsBusiness IntelligenceOperational AuditingDecision-MakingGoogle SheetsLogisticsFinancial StatementsAuditTravel CoordinationOperational EfficiencyClear ThinkingProactive Problem SolvingData AnalysisReport BuildingIdentifying Operational GapsManaging Internal CommunicationsManaging External CommunicationsTactJudgmentSituational AwarenessManaging Complex CalendarsInternational Travel ArrangementsGathering DataCreating Executive ReportsCreating DashboardsCreating PresentationsAuditing WorkflowsAuditing MetricsConducting ResearchSynthesizing Complex InformationFinancial TrackingExpense ManagementBudget AuditingMonitoring Key Financial IndicatorsTracking Cross-Departmental DeliverablesDiscretionHigh IQProblem SolvingLogicAutonomousChaos ToleranceAdaptabilityMental ResilienceComposureFinancial LiteracyComfort With NumbersComfort With SpreadsheetsComfort With Financial StatementsBasic Business Finance PrinciplesTime Zone AgilityTech SavvyClaudeNotionSlackGoogle Workspace

Qualifications

Proven Experience as an Executive AssistantProven Experience as a Chief of StaffProven Experience as a Business Operations ManagerProven Experience as a Strategic CoordinatorTurnkey CapabilityTechnical Setup to Work Asynchronously

Full 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.

  1. 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.

  1. 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).

You've read the whole posting — now see how you match it.