Executive Assistant/Chief of Staff

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Summary:
This is a 3+ month temporary Chief of Staff, People position with potential to become permanent at an AI-focused software security technology company. The role is hybrid, requiring 3 days onsite in Boston, with typical hours of 9:00 AM-5:00 PM. Compensation information not specified. The position supports the Chief People Officer and combines executive operations, People-team strategy, communications, project management, and executive support. Responsibilities:

• Serve as a strategic and operational partner to the Chief People Officer.
• Draft internal communications, company updates, presentations, and all-hands materials on behalf of executive leadership.
• Identify opportunities for executive participation in culture initiatives, employee recognition, team wins, and company events.
• Build agendas and coordinate materials and pre-reads for quarterly People team meetings.
• Track quarterly OKRs, milestones, deliverables, and follow-up items across the People organization.
• Use AI and agentic tools to streamline research, drafting, organization, and administrative workflows.
• Coordinate special projects and cross-functional initiatives led by the Chief People Officer.
• Manage complex, multi-time-zone executive scheduling and prioritize the CPO’s calendar.
• Coordinate executive travel, itineraries, and monthly expense reporting.
• Partner with Executive Assistants on cross-executive scheduling, leadership offsites, and shared calendars.

Qualifications:

• Experience in executive operations, program management, or strategic Executive Assistant support, ideally within HR or a People function.
• Excellent written communication skills, including experience drafting executive-level presentations and communications.
• Experience managing complex executive calendars across multiple time zones.
• Demonstrated ability to coordinate travel and expense processes.
• Experience tracking OKRs, managing meeting cadences, and driving cross-functional deliverables to completion.
• Strong organizational skills and exceptional attention to detail.
• Proactive approach with the ability to identify operational gaps and opportunities before they become issues.
• High degree of self-awareness and sound judgment when supporting senior executives.
• Comfort using modern technology and AI-enabled workflows.

Qualified candidates encouraged to apply for immediate consideration.

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