• Serve as a strategic force multiplier for Prosci’s Executive Team. • Operate at the center of our enterprise operating cadence. • Design and facilitate executive operating rhythms. • Drive strategic planning alignment and architect internal communications. • Partner with Executive Team members as a trusted advisor. • Develop and maintain a cohesive enterprise strategy narrative. • Build and steward an enterprise internal communications strategy.

• You will play a key role in increasing DRIVTO’s brand awareness and platform usage • Acquire new organizers and brands • Ensure the platform remains operationally scalable • Plan and execute content initiatives to increase trust and relevance • Manage our social media channels • Plan and run newsletter campaigns to boost conversion • Build strategic partnerships with platforms, media and influencers • Identify and approach potential platform customers (e.g., organizers, brands, clubs) • Schedule and conduct product demos and pitches • Support onboarding of new partners to the DRIVTO platform • Maintain and curate our event offering on the platform • Coordinate concierge requests for bespoke experiences • Ensure clean booking and billing processes • Support the development of scalable processes in organizer management

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 momentum—ensuring 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. Key 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 Essential Skills & Capabilities - 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 Requirements - 6–8+ 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 - Familiarity with creative technology, digital products, or interactive experiences is strongly preferred - Bachelor’s degree in Business, Operations, Management, or a related field (or equivalent professional experience) - Experience working with senior clients and stakeholders in a client-services environment Work Location - Gigantic Playground is a remote-first agency environment with team members located across the US. - 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. $145,000 - $165,000 a year Final compensation will be determined by total related experience as well as geography.

• Support the COO in designing and maintaining internal systems that enable the organization to operate effectively. • Maintain key internal resources so critical information, decisions, and processes remain visible, searchable, and easy for teams to navigate as the company grows. • Partner with the COO to lead internal initiatives, introducing improved ways of working, and supporting teams as new systems or operational practices are implemented. • Oversee the day-to-day operational management of company technology systems, including employee access, licensing, and basic infrastructure coordination. • Manage vendor relationships, prioritize requests, and ensure timely resolution of technology issues while maintaining high standards for responsiveness, reliability, and service quality. • Serve as a key operational partner to the COO in maintaining financial visibility across the organization. • Assist the COO in supporting the organization’s commitment to disciplined financial management by monitoring spending across teams and ensuring financial practices remain consistent with company priorities. • Support the COO in coordinating the operational rhythm of the enterprise, leadership team and board engagement cycles. • Help maintain focus by supporting the coordination of leadership priorities and schedules. • Coordinate the planning and execution of key company moments including leadership offsites, company gatherings, and industry events. • Support high-priority initiatives led by the COO and leadership team by stepping in to advance urgent or complex workstreams, gathering information across teams, and ensuring important initiatives continue to move forward.