Philippines Remote (Global) Contract

Pearl is hiring a Chief of Staff - REMOTE - SR005

About the Role

This role is central to ensuring that strategic vision translates into measurable outcomes. As Chief of Staff, you will operate at the intersection of strategy and execution, working closely with executive leaders to prioritize initiatives, streamline operations, and maintain alignment across teams and time zones.

What You'll Do

  • Partner with leadership to assess priorities, evaluate trade-offs, and guide decision-making through research, analysis, and synthesis
  • Break down strategic objectives into clear action plans, tracking progress and identifying risks before they escalate
  • Manage executive calendars with intention, ensuring time is allocated to high-leverage activities
  • Oversee communication workflows, including drafting correspondence, preparing briefs, and maintaining follow-up systems
  • Design and refine internal systems such as CRMs, project trackers, and knowledge bases to improve efficiency and clarity
  • Ensure documentation is accurate, accessible, and up to date, with strong version control and information architecture
  • Lead cross-functional projects from concept to completion, coordinating stakeholders and removing obstacles
  • Monitor commitments and interactions with partners, clients, or investors, maintaining reliable tracking and accountability
  • Support the creation of leadership reports, presentations, and strategic updates
  • Identify inefficiencies in processes and implement practical improvements without over-engineering

Requirements

  • Exceptional written and verbal communication skills in English
  • Proven ability to balance high-level thinking with precise execution
  • Experience managing complex schedules and workflows across multiple time zones
  • Strong organizational skills with a track record of owning outcomes independently
  • Ability to create structure in ambiguous environments and adapt quickly to change
  • Demonstrated judgment in handling sensitive information and communications
  • Experience supporting executives or leadership teams in fast-paced settings
  • Skilled in cross-functional coordination and stakeholder alignment

Preferred Qualifications

  • Background in operations, strategy, or executive support
  • Experience in startups or high-growth technology environments
  • Familiarity with CRM platforms, project management tools, and knowledge management systems
  • Previous work in remote-first, globally distributed teams
  • Exposure to startup ecosystems in the US or EU

Benefits

  • Work alongside exceptional talent and visionary founders shaping the future of technology
  • Access to long-term career development with consistent growth opportunities
  • Potential for international travel, including trips to the US and EU
  • Engagement with well-funded startups backed by leading investors
  • Opportunity to contribute to meaningful, challenging projects in dynamic environments
  • Position designed for sustained impact and professional advancement
Required Skills
strategic leadershipoperational executionexecutive supportautonomy and ownershipcross-functional coordinationCRMproject trackingknowledge managementSOPsinternal workflowsEnglish communication strategic leadershipoperational executionexecutive supportautonomy and ownershipcross-functional coordinationCRMproject trackingknowledge managementSOPsinternal workflowsEnglish communication
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About company
Pearl
Pearl works with the top 1% of candidates from around the world and connects them with the best startups in the US and EU. Our clients have raised over $5B in aggregate and are backed by companies like OpenAI, a16z, and Founders Fund.
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Job Details
Department Operations
Category management
Posted a day ago