Strategic Executive Assistant: Calendar & Operations Partner

Advantage Insurance; San Juan (PR); On-site; USD 42,000 - 54,000; Full time

Job summary

Advantage Insurance in San Juan, PR is seeking an experienced Executive Administrative Assistant to provide high‑level support to leadership and teams. You will coordinate calendars, prepare materials, and ensure smooth day‑to‑day operations across departments.

You will also manage travel and expenses, liaise with internal and external stakeholders, maintain records, and support cross‑functional initiatives with discretion and accuracy.

Qualifications

• Bachelor’s or associate’s degree or equivalent work experience.
• 3–5 years of administrative or office support experience.
• Proficiency in Microsoft Office (Outlook, Word, Excel).
• Proven calendar management and meeting coordination experience.

Responsibilities

• Manage executive calendars and align schedules with priorities.
• Coordinate meeting logistics, prepare materials, and follow up on actions.
• Provide advanced administrative and operational support to leadership.
• Serve as liaison for internal and external stakeholders with discretion.
• Prepare and maintain reports and tracking tools for decisions.
• Develop document management systems to support compliance and efficiency.
• Plan and manage complex domestic and international travel and expenses.
• Coordinate visitor engagements with professionalism.
• Oversee office operations, vendor coordination, and process improvements.
• Manage shared resources and administrative tools across teams.
• Lead or support special projects with minimal supervision.

Skills

Bilingual English/Spanish

Organizational skills

Multitasking and deadline management

Independent work

Team collaboration

Stakeholder management

Adaptability

Accountability & discretion

Confidential information handling

Education

Bachelor’s or Associate degree in Business Administration / Office Management

Tools

Microsoft Office

Job description

Advantage Insurance in San Juan, PR is seeking an experienced Executive Administrative Assistant to provide high‑level support to leadership and teams. You will coordinate calendars, prepare materials, and ensure smooth day‑to‑day operations across departments.

You will also manage travel and expenses, liaise with internal and external stakeholders, maintain records, and support cross‑functional initiatives with discretion and accuracy.