Executive Assistant to CEO | Travel & Personal Support

Stouffer Legal; Naples (FL); On-site; USD 90,000 - 115,000; Full time

Benefits offered by this job

Health Insurance (CareFirst)

Dental & Vision Insurance

Disability Insurance

Life Insurance

401(k) with up to 4% company match

15 personal days

Job summary

Stouffer Legal in Naples, FL seeks an Executive Assistant to the CEO to provide comprehensive administrative and personal support, ensuring the CEO’s day-to-day operations run smoothly, confidentially, and efficiently.

You will manage calendars, emails, travel between Maryland and Florida, prepare agendas, take notes, liaise with staff and vendors, and handle personal tasks with discretion. This is a full-time, long-term role with strong benefits.

Qualifications

• Must demonstrate strong organizational habits and attention to detail.
• Ability to manage sensitive information with discretion.
• Comfort with routine, processes, and steady workflow.

Responsibilities

• Provide comprehensive administrative support to the CEO, including calendar management and email organization.
• Prepare, organize, and maintain all files and records for business and personal needs.
• Coordinate travel logistics across Maryland and Florida and prepare itineraries.
• Schedule meetings, create agendas, take notes, and ensure follow-ups.
• Manage personal errands and vendor relationships to maintain an organized home life.

Skills

Detail-oriented

Organized

Systematic

Patient

Discretion

Job description

Stouffer Legal in Naples, FL seeks an Executive Assistant to the CEO to provide comprehensive administrative and personal support, ensuring the CEO’s day-to-day operations run smoothly, confidentially, and efficiently.

You will manage calendars, emails, travel between Maryland and Florida, prepare agendas, take notes, liaise with staff and vendors, and handle personal tasks with discretion. This is a full-time, long-term role with strong benefits.