# Remote Chief of Staff **Company:** [Pearl](https://jobs.workable.com/companies/4KLMuj5WGNaACAyqrWkc8d.md) **Location:** Remote **Workplace:** remote **Employment type:** Full-time **Department:** Administration and Executive Assistance [Apply for this job](https://jobs.workable.com/view/ecf4de8d-5c01-489f-b185-a3d77e726e21) ## Description **Work From Anywhere in LATAM** **Work Schedule:** EST | Full-time with US Eastern business hours overlap, including early mornings and occasional weekend availability **About Pearl Talent** 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. Hear why we exist, what we believe in, and who we’re building for: [_**Watch here**_](https://www.loom.com/share/863b8e426e6d48309aa8f4ea4c1c94cd) [](https://www.loom.com/share/863b8e426e6d48309aa8f4ea4c1c94cd) **About the Client** A technology-driven healthcare company that helps organizations streamline operations and improve efficiency is looking for a Chief of Staff to work directly with the Chief Operating Officer and keep executive priorities moving. The company is scaling, and the COO needs a hands-on partner to bring structure to executive workflows, project tracking, and reporting as the business grows. **About the Role** Day-to-day, the Chief of Staff manages the COO’s calendar and Outlook inbox, tracks commitments and deadlines, coordinates cross-functional projects, and supports administrative work for key client accounts, including billing documentation and compliance attestations. The role starts hands-on and expands into greater ownership of operational initiatives over time. Success at 90 days means independently running recurring administrative work, keeping critical deadlines visible, and making decisions without constant direction. **Core Responsibilities** Executive Support & Prioritization - Manage the COO’s calendar, meetings, and competing priorities - Run Outlook inbox management and executive follow-ups - Track key commitments, deadlines, and action items - Set up task-management systems that improve executive productivity Operations & Project Coordination - Coordinate stakeholders, timelines, and deliverables across business functions - Maintain project trackers, operational dashboards, and reports in Smartsheet and Excel - Support administrative processes for corporate operations, compliance, and internal functions - Identify inefficiencies and recommend process improvements Client & Stakeholder Coordination - Support administrative and operational work for key client accounts - Coordinate billing documentation, compliance attestations, and recurring client requests - Communicate with internal and external stakeholders in English and Spanish - Track outstanding client deliverables and support account performance reporting Reporting & Process Improvement - Prepare clear updates on project status, priorities, and business performance - Organize and visualize operational and financial data for leadership decisions - Identify where AI, automation, and productivity tools can save time - Take on ownership of operational initiatives as the role grows ## Requirements Must-Have - 4+ years of experience in executive support, project management, business operations, consulting, or a similar execution-focused role - Hands-on use of Microsoft Outlook for executive calendar and inbox management - Microsoft Excel for reporting and tracking (pivot tables, dashboards, data organization) - Experience building and maintaining project trackers or dashboards in Smartsheet - Experience coordinating cross-functional projects with multiple stakeholders, timelines, and deliverables - At least one task-management, tracking, or process system built or improved, documented on CV - C1+ English and C1+ Spanish (CEFR) Nice-to-Have - Prior experience as a Chief of Staff or direct operational partner to a C-suite executive - Experience in healthcare, health technology, or another regulated industry - Background in management consulting, business operations, or operational transformation - Experience with Todoist and AI-enabled productivity tools - Experience supporting distributed teams or fast-growing organizations ## Benefits - **Competitive Salary:** Based on experience and skills - **Remote Work:** Fully remote—work from anywhere - **Team Incentives:** Recognition for maintaining 100% CRM hygiene and on-time reporting - **Generous PTO:** In accordance with company policy - **Health Coverage for PH-based talents:** HMO coverage after 3 months for full-time employees - **Direct Mentorship:** Guidance from international industry experts - **Learning & Development:** Ongoing access to resources for professional growth - **Global Networking:** Connect with professionals worldwide ### **Our Recruitment Process** 1. Application 2. Screening 3. Skills Assessment 4. Topgrading Interview 5. Client Interview 6. Job Offer 7. Client Onboarding ### **Ready to Join Us?** If you’re empathetic, organized, and passionate about improving patient experiences through operational excellence, this role is for you. Apply now to help make specialized healthcare more accessible to patients across the U.S.