Strategic Executive Assistant & Calendar Maestro

Quest Group Executive Search and Staffing Solutions; Orlando (FL); On-site; USD 70,000 - 120,000; Full time

Job summary

Quest Group Executive Search and Staffing Solutions is seeking an exceptional Executive Assistant / Chief of Staff to serve as a trusted right hand to a senior executive. This role is not a traditional administrative position; you are highly organized, resourceful, and thrive in a fast-moving environment where making things happen is the norm.

You will master complex calendars across multiple calendars, prioritize competing demands, and drive problems to resolution while maintaining absolute

Qualifications

• 5+ years of experience supporting a senior executive.
• Experience managing complex multi-calendar environments.
• Excellent written and verbal communication skills.

Responsibilities

• Own and proactively manage the executive's highly complex calendar and coordinates across 4–5 calendars.
• Coordinate meetings involving internal teams, clients, partners, and other stakeholders.
• Protect focus time while remaining responsive to urgent priorities.
• Keep track of commitments, follow-ups, deadlines, and outstanding items.
• Handle confidential and sensitive information with absolute discretion.
• Take on projects outside the traditional EA scope as trust grows.

Skills

Calendar management

Organized

Resourceful

Discretion

Strong communicator

Proactive

Job description

Quest Group Executive Search and Staffing Solutions is seeking an exceptional Executive Assistant / Chief of Staff to serve as a trusted right hand to a senior executive. This role is not a traditional administrative position; you are highly organized, resourceful, and thrive in a fast-moving environment where making things happen is the norm.

You will master complex calendars across multiple calendars, prioritize competing demands, and drive problems to resolution while maintaining absolute