Remote Chief of Staff
TypeFull-time job
LocationAnguilla, Antigua and Barbuda, Argentina, Aruba, Bahamas
Posted1 hour ago
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
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
Application
Screening
Skills Assessment
Topgrading Interview
Client Interview
Job Offer
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.
Originally posted on Himalayas
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
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
Application
Screening
Skills Assessment
Topgrading Interview
Client Interview
Job Offer
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.
Originally posted on Himalayas
Apply on Himalayas →
Job sourced from Himalayas. Applications happen directly on the original platform — we never collect your data.