Head of Operations

Arcade is building the future of AI-powered storytelling for teams. We help companies turn ideas, launches, workflows, and products into compelling interactive demos, visuals, and video content at scale. We’re looking for a highly strategic and execution-oriented Head of Operations to work directly with the CEO and leadership team during a pivotal phase of company growth and evolution. This is not a traditional “keep the trains running” operations role. We’re looking for someone who thrives in ambiguity, can create clarity from chaos, and can help scale decision-making, prioritization, and execution across the company. You will act as a strategic partner to the CEO, own company operating rhythms, drive cross-functional initiatives, and help the leadership team operate at a higher level. WHAT YOU'LL DO STRATEGIC OPERATIONS - Partner closely with the CEO on company strategy, prioritization, and execution - Build and maintain financial and operational models to support decision-making - Translate high-level company goals into actionable operating plans - Drive strategic planning, quarterly goals, and resource allocation - Identify operational bottlenecks and propose solutions proactively COMPANY EXECUTION & LEADERSHIP - Run company operating cadence, including leadership meetings, planning processes, and weekly business reviews - Ensure cross-functional alignment across product, engineering, GTM, marketing, and customer teams - Improve organizational clarity, accountability, and execution velocity - Help leadership teams prioritize effectively during periods of rapid change - Serve as a force multiplier for the CEO and executive team FINANCIAL & BUSINESS OPERATIONS - Own forecasting, scenario planning, budgeting, and runway analysis - Support board meeting preparation and investor communications - Develop KPI frameworks and reporting across the business - Analyze business performance and recommend operational or strategic changes ORGANIZATIONAL SCALING - Help design scalable processes without introducing unnecessary bureaucracy - Support recruiting, headcount planning, and organizational development - Partner with managers to improve team effectiveness and communication - Step into ambiguous or high-priority initiatives as needed WHAT WE'RE LOOKING FOR - 5–10+ years of experience in operations, strategy, finance, consulting, investing, startup leadership, or similar roles - Exceptional communication and synthesis skills - Strong strategic judgment paired with high execution velocity - Ability to navigate ambiguity and changing priorities calmly - Strong financial modeling and analytical capabilities - Proven ability to drive cross-functional projects and influence leaders - High ownership mentality and bias toward action - Comfortable operating as both strategist and operator BONUS POINTS - Experience at a high-growth startup - Experience working closely with founders or executive teams - Experience in B2B SaaS, AI, creator tools, or enterprise software - Background in strategic finance, consulting, or investing WHAT SUCCESS LOOKS LIKE - The company operates with greater clarity, focus, and accountability - Leadership teams move faster with less friction - The CEO is spending more time on the highest-leverage strategic work - Cross-functional initiatives execute reliably - Operational complexity decreases as the company scales - Strategic decisions are supported by strong analysis and operational insight WHY THIS ROLE MATTERS Arcade is at an inflection point. We’re evolving quickly, exploring new product directions, and scaling how companies communicate through AI-powered storytelling. We’re looking for someone who wants to help shape the future of the company — not just manage existing systems. This role is ideal for someone who wants to operate at the center of strategy, execution, and company-building alongside the leadership team. COMPENSATION - $150k-$250k, plus meaningful equity