Chief of Staff
At Pavago · Costa Rica
- Operations
- Director or above
Where you can work from
Open to Costa Rica
“Costa Rica”
From the location.
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- Posted
- 24 June 2026
- First seen by us
- 8 October 2026
- Last checked
- 13 hours ago
Job description
From Pavago’s job post, as they wrote it.
Chief of Staff (Strategy & Operations) – Remote
Remote | Full-Time | Executive Leadership | U.S. Business Hours
Hiring for Our Client
Our client is seeking an experienced Chief of Staff to serve as a strategic partner to the CEO and executive leadership team. This is a high-impact leadership role focused on driving company strategy, improving operational execution, aligning cross-functional teams, and ensuring key initiatives move forward efficiently.
Read the full description
The ideal candidate combines strategic thinking with hands-on execution and thrives in fast-paced, high-growth environments.
Key Responsibilities
Strategic Planning & Execution
* Partner with the CEO to define and execute company strategy and organizational goals
* Translate executive priorities into actionable plans, timelines, and measurable outcomes
* Drive accountability across strategic initiatives and company-wide projects
* Identify execution risks and recommend solutions proactively
* Lead special projects and high-priority business initiatives
Executive Partnership
* Support the CEO in prioritization, planning, and decision-making
* Prepare executive briefings, presentations, reports, and leadership communications
* Assist with board meetings, investor updates, and executive reporting
* Represent leadership in meetings and cross-functional initiatives when appropriate
* Handle confidential business matters with professionalism and discretion
Cross-Functional Leadership
* Align teams around company objectives and priorities
* Facilitate communication and collaboration across departments
* Lead leadership meetings, follow-up processes, and action-item tracking
* Resolve bottlenecks and improve execution across functions
* Build strong relationships with internal and external stakeholders
Operations & Business Performance
* Improve internal processes, systems, and operating procedures
* Support quarterly planning, annual planning, and business reviews
* Develop executive dashboards and performance reporting
* Track KPIs, business metrics, and organizational performance
* Identify opportunities to improve efficiency, accountability, and scalability
Communication & Organizational Alignment
* Draft executive communications and company-wide updates
* Ensure consistent messaging across teams and stakeholders
* Support leadership communications related to growth initiatives, partnerships, and strategic priorities
* Reinforce company culture, values, and organizational alignment
Required Qualifications
* 7+ years of experience in Chief of Staff, Strategy, Operations, Business Management, Consulting, or related leadership roles
* Experience working directly with CEOs, founders, or executive leadership teams
* Proven success leading cross-functional initiatives and strategic projects
* Strong business acumen and operational decision-making skills
* Exceptional communication and stakeholder management abilities
* Ability to manage multiple priorities in fast-paced environments
* Strong problem-solving, organizational, and execution skills
Preferred Qualifications
* MBA or advanced degree preferred
* Experience in high-growth startups, technology companies, consulting firms, or scaling organizations
* Background in management consulting, investment banking, business operations, or corporate strategy
* Experience supporting board-level reporting and executive planning
* Experience driving organizational change and process improvement initiatives
Technical Skills
* Microsoft Office Suite
* Google Workspace
* Project Management Platforms:
* Asana
* Monday.com
* Notion
* Similar tools
* Business reporting and executive dashboards
* KPI tracking and operational analytics
* CRM and business productivity platforms
What Success Looks Like
* Strategic initiatives are delivered on time and aligned with company goals
* Executive leadership operates with greater focus and efficiency
* Cross-functional teams collaborate effectively and remain accountable
* Business metrics, reporting, and decision-making improve
* Organizational processes scale alongside company growth
* Leadership receives clear visibility into priorities, risks, and performance
Ideal Candidate
* Strategic and highly analytical
* Strong operator with an execution mindset
* Exceptional communicator and relationship builder
* Comfortable influencing without direct authority
* Organized, proactive, and solutions-oriented
* Trusted with highly confidential information
* Thrives in ambiguity and fast-changing environments
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