Director, Operations
About The Position
Gigantic Playground, a CourtAvenue company, is a fast growing creative technology agency that creates immersive and interactive experiences that connect people, places, and products in extraordinary ways. Our unique experience + technology approach blends creativity, immersive storytelling, and product innovation to create dynamic experiences that captivate, engage and delight. As we continue to grow, we are seeking a Director of Operations to help lead the business with rigor, clarity, and momentumâensuring the agency, our teams, and our clients are set up for long-term success. The Director of Operations plays a critical leadership role at Gigantic Playground, responsible for agency-wide operational excellence, financial performance, team resourcing, and delivery execution. This role blends strategic oversight with hands-on leadership, serving as a key partner to executive leadership, account teams, and clients alike.
Requirements
- Strong business and financial acumen with demonstrated experience managing agency or consultancy P&L
- Proven ability to balance strategic planning with hands-on execution
- Deep understanding of modern AI tools, resourcing models, utilization management, and capacity planning
- Excellent project and program management instincts, particularly for complex, multi-disciplinary engagements
- Clear, confident communicator who can work effectively with executives, clients, and cross-functional teams
- Comfortable operating in a fast-moving, creative, and technology-driven environment
- Highly organized, detail-oriented, and proactive in identifying and solving problems
- Strong leadership presence with the ability to motivate, align, and support teams
- 6â8+ years of experience in operations, delivery, or leadership roles within a digital agency, creative studio, or technology services provider.
- Direct experience managing multiple client engagements and internal teams simultaneously
- Demonstrated experience with AI Tools, contract negotiation, SOW development, and change management
- Bachelorâs degree in Business, Operations, Management, or a related field (or equivalent professional experience)
Nice To Haves
- Familiarity with creative technology, digital products, or interactive experiences is strongly preferred
- Candidates in San Diego, California will have the advantage of being close in proximity to several of our core team members.
- Candidates located in Orlando, FL, Chicago, IL, New York, NY or Seattle, WA will also be considered.
Responsibilities
- Own and manage agency-level P&L, including forecasting, margin management, utilization, and financial reporting
- Lead resourcing strategy across disciplines, ensuring the right people are in place at the right time to support client and agency needs
- Hands-on project management lead for complex, high-value engagements (not just overseeing but active PM)
- Partner with department leads to ensure projects are scoped, staffed, and executed effectively
- Manage Statements of Work (SOWs), contracts, change orders, and renewals in close collaboration with finance and legal partners
- Establish and maintain operational processes (with focus on AI) that support scalable growth, delivery quality, and team health
- Serve as a senior escalation point for client delivery, resourcing, and operational challenges
- Align internal teams around priorities, timelines, and expectations across multiple concurrent initiatives
- Drive continuous improvement across operations, delivery workflows, and financial performance
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What This Job Offers
Job Type
Full-time
Career Level
Director
Number of Employees
51-100 employees
