Executive Assistant to the CEO

Job overview

The Executive Assistant to the CEO role is onsite in Naples, FL, with a stated salary range of $90,000–$115,000 per year. Stouffer Legal is a growing, multi-state estate planning and elder law firm serving clients with an emphasis on excellence, reliability, and trust. The assistant provides comprehensive administrative, organizational, and personal support so the CEO can focus on leading the firm, growing its reach, and serving clients. The role coordinates schedules, communications, records, travel, meetings, household-related tasks, and occasional errands with discretion and care.

What you'll do

• Manage business and personal calendars
• organize email and draft routine communications
• maintain personal and business files
• coordinate food preparation and light household tasks
• organize clothing for travel and events
• book domestic travel between Maryland and Florida and other destinations
• prepare itineraries and packing lists
• travel with the CEO as needed
• arrange meetings, agendas, notes, and follow-ups
• liaise with staff and external contacts
• manage household vendors and occasional personal errands.

What we're looking for

Skills & competencies

executive assistant

ceo support

stouffer legal

naples fl

full-time

monday–friday

8:30 a.m.–5:30 p.m.

calendar management

travel coordination

confidentiality

administrative support

$90k–$115k/year

health insurance

401(k) match

15 personal days

Work arrangement

• Weekend coverage required

Benefits & perks

• Company-paid 50% health insurance
• dental and vision insurance available
• company-paid short- and long-term disability and life insurance
• 401(k) with up to 4% company match
• 15 personal days starting in year one, increasing with tenure.

Why this role

Full-time Monday–Friday schedule, 8:30 a.m.–5:30 p.m.; flexibility is required for after-hours or pre-planned weekend needs; travel with the CEO as needed.

About the employer

Stouffer Legal is hiring for this role. Industry: Offices of Lawyers. Sector: 54.