Executive Assistant- Tampa, Florida
$80k - $120kThe Calendar Group
A rapidly growing entrepreneurial family in Tampa, FL is seeking a highly experienced, tech-savvy, and proactive Executive Assistant to support the CEO and VP of Operations across multiple businesses. This is a fast-paced role for someone who can manage constantly changing priorities, anticipate needs, and keep up with an entrepreneurial environment where no two days are the same.
Responsibilities:
- Provide high-level administrative support to the CEO and VP of Operations.
- Manage calendars, scheduling, meetings, and communications.
- Coordinate domestic and international business travel and itineraries.
- Handle last-minute travel changes, cancellations, and rescheduling.
- Manage follow-ups, projects, and administrative priorities across multiple businesses.
- Assist with meetings, presentations, and business coordination.
- Use Microsoft 365, Excel, and other technology platforms to support daily operations.
- Serve as a trusted gatekeeper and point of contact when appropriate.
- Anticipate needs and proactively address issues that arise.
- Adapt quickly as business priorities change.
- Provide occasional travel support as the principals' businesses continue to expand.
Qualifications:
- Significant experience supporting a CEO, founder, entrepreneur, or other senior executive.
- Highly organized, proactive, and exceptionally responsive.
- Strong technology skills, including proficiency with Microsoft 365 and Excel.
- Comfortable using AI and cloud-based tools.
- Excellent written and verbal communication skills.
- Able to manage multiple priorities in a fast-paced environment.
- Strong judgment, discretion, and attention to detail.
- Resourceful and capable of working independently.
- Comfortable working in an entrepreneurial environment.
- Willingness to travel occasionally.
Salary: $80,000–$120,000 annually
Schedule : Full-time position. The role will primarily be remote/hybrid, with the ability to attend meetings in person as needed. The EA should be comfortable with communication outside traditional business hours and must be flexible to accommodate the fast-moving nature of the principals' businesses.
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