Executive Assistant- Tampa, Florida

Posted 2 Days Ago
Tampa, FL, USA
In-Office
80K-120K Annually
Senior level
Agency • HR Tech • Kids + Family • Professional Services
The Role
Provides proactive, high-level administrative support to a CEO and VP of Operations across multiple businesses. Responsibilities include calendar and communication management, domestic and international travel coordination, meeting and presentation support, follow-up tracking, project administration, gatekeeping, and anticipating executive needs. The role requires discretion, adaptability, strong technology skills, independent judgment, and flexibility for occasional travel and communication outside traditional business hours.
Summary Generated by Built In
 

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.


 

Skills Required

  • Significant experience supporting a CEO, founder, entrepreneur, or other senior executive
  • Highly organized, proactive, and exceptionally responsive
  • Proficiency with Microsoft 365 and Excel
  • Comfort using AI and cloud-based tools
  • Excellent written and verbal communication skills
  • Ability to manage multiple priorities in a fast-paced environment
  • Strong judgment, discretion, and attention to detail
  • Resourceful and capable of working independently
  • Comfort working in an entrepreneurial environment
  • Willingness to travel occasionally
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The Company
9 Employees
Year Founded: 2002

What We Do

The Calendar Group is a full-service staffing firm established in 2002, specializing in recruiting experienced support staff for high net worth individuals, family offices, busy executives, and their companies. They provide staffing solutions for both home and office environments.

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