Chief of Staff

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

The Chief of Staff will work closely with the Chief Financial Officer (CFO) to provide strategic, operational, and top-level program management and administrative support.

This combined role ensures the CFO's time is optimized for high-impact activities by managing both their executive administrative needs and driving key strategic initiatives across the Finance organization. The successful candidate will have extensive knowledge of the organization, a deep understanding of the Finance function's aims and objectives, and exceptional discretion and confidentiality.

Responsibilities

Strategic Partnership & Operational Cadence:

• Serve as a strategic partner and trusted advisor to the CFO, assisting in high-level decision-making.

• Manage the Finance leadership team's operational rhythm and agenda, ensuring alignment on priorities and driving accountability for key initiatives.

• Oversee and manage high-priority, cross-functional projects critical to the Finance function, such as annual planning, long-range forecasting, and budgeting processes.
   

Communication & Reporting:

• Draft and prepare high-stakes internal and external communications from the CFO, including materials for Board of Directors meetings, investor presentations, and all-hands company updates.

• Coordinates/assists with managing team meetings (staff meetings, town halls, quarterly on sites/off sites, team gatherings, etc.) whether virtual or in person. Assists with event planning.

• Prepares, updates, and organizes information (using Google Workspace.) for inclusion in huddle boards, reports, correspondence, presentations, budgets, etc. Edits documents for accuracy, format, and arrangement of material.

• May attend meetings on the executive's behalf and liaise with external partners.
   

Organizational Enablement:

• Assists in keeping executives and their teams well organized, to include online retrieval and archiving on collaboration platforms such as Zoom and Slack.

• Assists with process and/or program management such as maintaining distribution lists, coordinating nominations, distributing updates, administering surveys, conducting research, obtaining resources, preparing documents, etc.
   

Executive Support & Administration:

• Supports the CFO and their directs by partnering with them in order to help them be more efficient and effective with their time.

• Manage executive calendars, acting as a gatekeeper to prioritize meetings and resolve scheduling conflicts, keeping executives informed on schedule changes.

• Arranges travel and optimizes travel arrangements (transportation, accommodations, agenda) based on executive travel needs and preferences. Manages complex itineraries, to include any changes. Processes related travel expenses.
   

Chief of Staff: $153,000 - 186,300 Base Salary

Salary Determination: Our salary range is based on industry standards, company performance, and market conditions. We offer competitive compensation packages to attract and retain top talent.

In determining salary ranges, we consider factors such as:

Market Research: Industry reports, salary surveys, and online salary databases

Company Performance: Financial performance, revenue growth, and budget allocation

Job Requirements: Skills, experience, and qualifications necessary for the role

Geographic Location: Cost of living, market conditions, and industry standards in our region

Requirements:

• Prior experience in a Chief of Staff or similar role such as Program Management

• Proven experience in managing complex projects or organizational initiatives, demonstrating strong business acumen.

• Proficient at slides preparation, including building charts

• Excellent problem-solving ability.

• Strong work ethic, able to manage multiple tasks, demonstrating comfort with ambiguity and changing priorities.

• Ability to work effectively in a team environment; strong collaborative skills

• Proven interpersonal skills and ability to interact with all levels of management, internally and externally.

• Detail oriented with great accuracy.

• Excellent written and verbal communication, with the ability to draft executive-level correspondence and presentations.

• Strong ability to handle confidential and sensitive information.

• 5+ years of administrative experience supporting executive level leaders, ideally in a Finance or related business operations environment.

• Strong calendar management skills

• Competency with AI tools such as ChatGPT, Claude, Notion AI to:

  • Draft communications, summarize meetings, generate insights, and structure documents.

  • Convert voice notes and strategic inputs into clean, actionable outputs (emails, memos, slides) in the executive's voice.

  • Assist with creating or editing presentations using AI tools that enhance slide structure, narrative flow.

  • Automate recurring workflows using AI (weekly digests, meeting agendas, follow-up trackers).

  • Pull insights from Slack threads, and other internal tools to create concise summaries and cross-functional briefs.

  • Auto-organize prep packets before meetings, including pre-reads and supporting documents

The Longer Story:

Working at OutSystems

Our goal is to ensure that OutSystems is a place for bright, happy, and motivated people who share a common purpose and take pride in doing excellent work to pursue our vision of providing the AI-powered low-code development platform enterprise leaders trust to build, secure, and evolve their business applications, agents, and core systems. Our culture is focused on our core values of trust, customer success, innovation, and alignment. Our team members operate with transparency, integrity, and accountability, define success through the lens of the outcomes we deliver for our customers, push the boundaries with excellence, and work together toward our shared vision to deliver on what matters most.

What do we have to offer you?

• A company that is always growing, changing, and innovating. We challenge each other to innovate in our products, in our team, and how we use our own technology. And we give our teams space to be proactive and creative.

• Real career opportunities. We care about growth and development. Yes, vertical career progression is a possibility, but it's not the only one. From lateral moves and joining different teams to mastering specialized skills, we support your growth no matter what your goals are.

• Work colleagues that are as smart, hard-working, and driven as you. We act as one global OutSystems team, taking ownership and working together toward a shared vision.

• Disrupting the status quo is in our DNA. In fact, it’s why our company exists.

• We ask “why” a lot. It helps us connect our individual work to the bigger picture and sometimes even uncover a better way.

Are you ready for the next step in your career? Then we’d love to hear from you!

OutSystems nurtures an inclusive culture of diversity, where everyone feels empowered to be their authentic self and perform at their best. A company that embraces the creativity and innovation that comes through diverse perspectives. We are committed to creating a team that reflects society through inclusive programs and initiatives and are proud to be an equal opportunity employer. All qualified applicants receive equal consideration regardless of race, place of origin, color, age, marital status, religion, sex, sexual orientation, gender expression or identity, protected veteran status, disability status or any other status protected by law.