Overview

Executive Assistant to CEO Jobs in Boston, Massachusetts, USA at OutSystems

Position: Executive Assistant to the CEO

There are NO limits to your career: come shape the future and be part of a truly unique global culture at Out Systems!

We are seeking a highly capable, organized, and adaptable Executive Assistant to join the CEO Office and support our CEO in leading a high-growth, global technology company. Out Systems is at the forefront of transforming how enterprise software is built — and with our growing investments in AI, the pace of change and opportunity has never been greater.

This role is critical to enabling the CEO’s focus on strategic priorities through seamless calendar management,

meeting coordination

, travel planning, and operational execution. As a core member of the CEO Office team, the Executive Assistant will work closely with the Chief of Staff and other senior leaders to ensure alignment, drive efficiency, and provide proactive support across key initiatives.

Key Responsibilities

Executive Operations & Strategic Support

Manage a dynamic, high-volume calendar across global time zones.

Schedule and coordinate internal and external meetings, briefings, and leadership events.

Prepare agendas, briefing documents, and follow-up materials to ensure the CEO is always one step ahead.

Support execution of key initiatives and coordinate with cross-functional stakeholders as needed.

Travel & Logistics Management

Organize complex domestic and international travel, including flights, accommodations, visas, and itineraries.

Ensure smooth travel execution and troubleshoot real-time issues.

Occasional travel may be required.

Stakeholder Engagement

Act as a point of contact between the CEO and internal/external stakeholders, including executive leaders, customers, and partners.

Maintain professional, responsive communication with high discretion and reliability.

Build strong working relationships across global offices and time zones.

Project & Operational Support

Support ad hoc strategic and operational projects led by the CEO or CEO Office.

Maintain documentation, track action items, and help drive execution across departments.

Qualifications

Bachelor’s degree required; business, communications, or related field preferred.

5+ years supporting senior executives in high-growth, global, or technology-driven companies.

Excellent communication and interpersonal skills; professional, composed, and detail-oriented.

High degree of discretion and judgment in handling sensitive information.

Expert-level proficiency with productivity tools (Google Workspace, Slack, Zoom, etc.).

Exceptional organizational and time management skills, with the ability to manage competing priorities.

Flexible schedule to support a globally distributed executive.

Additional languages are a plus.

Why Join Us

Join a high-performing CEO Office team supporting a global CEO.

Be part of a company focused on innovation, impact, and growth.

Contribute to a culture that values execution, collaboration, and trust.

Join us in disrupting the status quo of the low-code market, we give you the power to “Ask Why”, you give our customers the power to innovate through software! #J-18808-Ljbffr

Title: Executive Assistant to CEO

Company: OutSystems

Location: Boston, Massachusetts, USA

Category: Administrative/Clerical (Administrative Management, Virtual Assistant/ Remote Admin, Office Administrator/ Coordinator, Business Administration), Business (Administrative Management, Office Administrator/ Coordinator, Business Administration)

 

Upload your CV/resume or any other relevant file. Max. file size: 800 MB.