Find & Apply For Executive Assistant Jobs in Kissimmee, Florida

Position Summary:

We're seeking a highly organized, tech-savvy Executive Assistant to support our CEO in a role that blends traditional EA responsibilities with strong project management ownership. This is an ideal opportunity for someone who thrives on structure, discretion, and using technology to make an executive's day-to-day more efficient. Key Responsibilities Manage the CEO's calendar, travel, correspondence, and meeting preparation with a high degree of judgment and discretion Act as a liaison between the CEO and internal teams/external partners, tracking follow-ups and ensuring accountability Lead or coordinate cross-functional projects on the CEO's behalf, tracking milestones, deadlines, and deliverables Prepare briefing documents, presentations, and meeting agendas Identify opportunities to streamline recurring workflows and implement automation tools (e.g., Planner, Monday.com) to reduce manual work Manage sensitive information with complete confidentiality Serve as a proxy or gatekeeper for priorities, helping the CEO stay focused on what matters most Qualifications 4+ years of experience as an Executive Assistant or Project Manager, ideally supporting Executive Management Strong project management skills; PMP or similar certification a plus but not required Demonstrated ability to build or configure workflow automations (familiarity with tools like Planner, Monday.com, Notion, or Airtable preferred) Excellent written and verbal communication skills High emotional intelligence, discretion, and sound judgment in ambiguous situations Comfortable operating in a fast-paced environment with shifting priorities Preferred Qualifications Entrepreneurial Experience supporting executive management in fast-paced manufacturing, wholesale, and DTC environments Experience with AI tools (e.g., Claude, ChatGPT) for drafting, research, and process automation Salary Range $USD annually, commensurate with experience and qualifications. Location Requirements Must be based in Kissimmee, FL.

Job Type:

Full-Time Temporary Role Job Type:

Full-time Benefits:

Dental insurance Health insurance Paid time off Vision insurance Application Question(s): When are you available to start work? (Please provide a specific date or range.) What is your compensation target? (Please include hourly rate or annual salary expectations.) How long will your commute to office be | 971 N Old Lake Wilson Rd, Suite 104, Kissimmee, FL 34747? How many years of experience do you have as an Executive Assistant or Project Manager?

Work Location:

In person