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Old School Square Operations and Events Coordinator

Department: Operations

Reports to: Exec. Director

FLSA Status: Exempt

Position Overview

The Old School Square Operations & Events Coordinator is a dynamic and highly visible role at the heart of Old School Square and the Downtown Development Authority (DDA). This position plays a critical role in coordinating campus operations, venue rentals, public events, board support, and organizational communications. We are looking for someone who thrives in a fast-paced environment, enjoys wearing multiple hats, and brings both precision and personality to their work. From greeting visitors in the office to managing complex event logistics, this individual serves as a key connector between residents, visitors, downtown businesses, property owners, city departments, and the OSS/DDA team. If you are highly organized, service-driven, collaborative, and passionate about creating vibrant community experiences in our “Village by the Sea,” this role is for you.

Key Responsibilities

Event & Venue Operations

  • Manage and maintain the Old School Square and DDA master event calendars.
  • Oversee the full venue rental lifecycle including inquiry tracking, venue tours, client communication, contract preparation, and event execution.
  • Prepare and manage rental agreements, invoices, Banquet Event Orders (BEOs), and event documentation.
  • Track payment schedules, generate deposit and balance invoices, and coordinate with finance to ensure timely processing.
  • Create detailed site maps and event layouts for OSS and DDA-partnered events.
  • Provide on-site operational support for all Old School Square and DDA events, including front-of-house management, volunteer oversight, and concert support.
  • Assist with artist hospitality including band riders, green room setup, and vendor documentation.
  • Create and manage vendor tracking and communication.
  • Develop and maintain campus cleaning schedules aligned with event activity.

Administrative & Organizational Support

  • Submit quarterly reports and prepare board materials related to Old School Square programming and events.
  • Coordinate and track the Old School Square Fee Waiver process.
  • Facilitate communication and ensure compliance with City departments, including SETAC applications and permitting requirements.
  • Maintain organized digital event files and documentation within the shared drive.
  • Maintain a clean, welcoming, and organized office environment.
  • Serve as a professional and friendly first point of contact for guests and incoming calls.

Collaboration & Community Engagement

  • Work closely with the OSS and DDA team and Board of Directors in a collaborative, transparent environment.
  • Support brainstorming and creative planning efforts to activate and promote Downtown Delray Beach.
  • Engage with residents, visitors, downtown business owners, and property owners to enhance event experiences and community partnerships.
  • Assist in developing operational efficiencies, policies, and procedures to strengthen internal systems.

Qualifications

  • Strong customer service orientation with advanced administrative and organizational skills.
  • 5 or more Experience managing multiple projects in a high-volume, deadline-driven environment.
  • Excellent written, verbal, and interpersonal communication skills.
  • Professional work ethic with high accountability and attention to detail.
  • Experience with database systems, event management platforms, and Microsoft Office.
  • Ability to work collaboratively with executive leadership and board members.
  • Understanding of local government structure and regulations (including Florida Sunshine Law) is a plus.
  • Demonstrated ability to adapt to change and work effectively in a dynamic environment.
  • Flexible schedule required, including evenings and weekends. Ability to remain calm, solutions-oriented, and professional in high-pressure situations.

About the Position

This is a full-time, salaried position within a public government organization offering:

  • Salary Range: $60,000 - $65,000
  • Comprehensive health insurance benefits
  • Accrued paid time off
  • Paid government holidays
  • 401(k) retirement plan
  • A collaborative, empowering, and mission-driven workplace

At Old School Square and the DDA, we believe in creating meaningful community experiences. We value passion, professionalism, accountability, creativity, and teamwork — and we take pride in cultivating an environment that is open, honest, supportive, and fun.

HOW TO APPLY:

If you meet these qualifications, please submit your professional summary of experience with references to the Downtown Development Authority via email by sending to info@downtowndelraybeach.com. If you have questions please call 561-243-1077.

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