ConnectHealth is hiring: Executive Assistant in San Juan

ConnectHealth

Location: Remote (must reside in Puerto Rico)

Position Type: Full-time

Salary Range: $35k - $45k DOE

Overview

ConnectHealth is seeking a highly organized and proactive Executive Assistant to provide top-level support to senior leadership. This is a remote position; however, the candidate must live and reside in Puerto Rico.

The ideal candidate will be a dependable, detail-oriented professional fluent in both English and Spanish, capable of managing competing priorities, maintaining confidentiality, and supporting both executive operations and day-to-day business functions.

Responsibilities

• Manage executive calendars, schedule meetings, and coordinate calls across multiple time zones
• Prepare executives for meetings, including compiling agendas, materials, and follow-up notes
• Respond to emails and document requests on behalf of executives
• Draft and edit correspondence, reports, presentations, and meeting notes
• Oversee and manage physician travel expenses, reimbursements, and invoice tracking
• Chase outstanding invoices and assist with financial reconciliation and AP follow-ups
• Support internal onboarding and hiring processes, including scheduling interviews and coordinating documentation
• Maintain organization across multiple workflows, ensuring deadlines are met and communication remains clear
• Assist with special projects and administrative coordination as needed

Qualifications

• Bachelor’s degree or equivalent experience
• Fully bilingual — fluent in English and Spanish (written and verbal)
• Proficient in Microsoft Office Suite (Outlook, Excel, Word, PowerPoint)
• Strong organizational and multitasking skills with excellent attention to detail
• Experience managing expenses, invoices, or travel coordination preferred
• Excellent communication skills and professional email etiquette
• Proven ability to handle sensitive information with discretion
• Prior experience supporting executives or senior leadership strongly preferred
• Must live and reside in Puerto Rico
• Unlimited PTO
• Remote setting
• Opportunities for advancement

This is a full-time, remote position based in Puerto Rico. Candidates must have legal authorization to work in Puerto Rico and the United States and will be employed in accordance with Puerto Rico labor laws.

ConnectHealth Staff LLC is an equal opportunity employer and values diversity in the workplace.

Seniority level

• Associate

Employment type

• Full-time

Job function

• Administrative
• Staffing and Recruiting