Executive Assistant- Tampa, Florida

The Calendar Group•Tampa, FL

1d•Hybrid

About The Position

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.

Requirements

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.

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.