Job Description

What You’ll Do

• Manage complex calendars, meetings, travel, and communications across multiple ventures and time zones
• Handle calls and correspondence with professionalism and confidence — you’re representing the CEO’s brand and energy
• Serve as the gatekeeper: filter, prioritize, and route information to keep things moving efficiently
• Coordinate with internal teams, vendors, and business partners to ensure deliverables are executed on time
• Manage and track follow-ups, commitments, and strategic tasks — nothing slips through the cracks
• Support personal responsibilities: scheduling, errands, and general logistics as directed
• Work primarily from the Downtown Orlando office, with flexibility to work from the CEO’s residence occasionally when required
• Anticipate needs — from preparing materials to pre-empting scheduling conflicts — and solve problems before they’re problems
• Use modern tools to drive productivity and communication, including Slack, Zoom, ChatGPT, Fireflies, GoHighLevel, and Microsoft Outlook

Who You Are

• Driven: You operate with urgency, focus, and ownership. You don’t wait to be told twice.
• Tech-Savvy: You’re confident using digital platforms like Slack, Zoom, GoHighLevel, and ChatGPT to stay organized and efficient.
• Polished Communicator: Whether over the phone, email, or in person, you’re confident, clear, and persuasive.
• Detail-Oriented: You notice what others miss and stay two steps ahead.
• Thick-Skinned: You can handle direct feedback, tight deadlines, and shifting priorities without losing composure.
• Trustworthy: You’ll be managing sensitive information and personal affairs — discretion is non-negotiable.
• Adaptable: You can move seamlessly from coordinating a high-level meeting to ensuring follow-through on personal logistics.
• Business-Minded: Former real estate professionals often thrive here — you understand deal flow, client management, and how to make things happen.

Qualifications

• Minimum 3 years of experience as an Executive or Personal Assistant supporting a high-level executive
• Proven ability to manage complex schedules, priorities, and workflows
• Strong communication skills — verbal and written
• Experience using Slack, Zoom, GoHighLevel, ChatGPT, Fireflies, and Microsoft Outlook
• Reliable transportation and flexibility to support offsite needs when required
• Availability beyond traditional hours when business demands it — this role supports an executive who doesn’t clock out at 5 PM

Additional Information

Compensation & Benefits

• Competitive salary commensurate with experience
• Performance-based bonuses
• Modern Downtown Orlando office environment
• Growth potential across multiple ventures within Quest Management Services

PHYSICAL REQUIREMENTS

• MUST be able to verbally speak without accommodations – face to face, through landline, through PC phone and/or other means required to perform job duties.
• MUST be able to view computer screens for the duration of your work shift.
• Continuous sitting throughout the work shift - we offer stand / sit desks in our office
• Repetitive movements of hands, fingers and arms for typing and/or writing during work shift
• Must be able to work standard office equipment: computers, fax machines, copiers, printers, telephones, etc.
• Frequent bends, kneels and crouches
• Must be able to read small print
• Stooping and bending to files, supplies, mobility to complete tasks
• Frequently lifts, carries or otherwise move and position objects weighing 10-20lbs
• Ability to reach with hands and arms
• Must be able to handle stress
• Work requires hand dexterity for office machine operation

PERFORMANCE MANDATES

• Client communication returned within 24 hours
• Internal organizational communication returned within 2 hours
• Attendance and participation in area, client and organizational meetings
• Timely completion of all required and staff development elective education courses
• The constant ability to remain professional and respectful in all internal and external communication
• Other position related duties as identified by leadership