Director of Operations - AI Native Operations

Accountabilities In this role, you will take ownership of the company's day-to-day operating performance, ensuring that its human teams and AI-powered systems work together effectively. You will report directly to the owner and lead the following areas: AI Operations and Systems Oversight Oversee four AI agents operating around the clock across lead intake, customer experience, project coordination, and accounting workflows. Audit agent performance, identify gaps, and ensure automated processes support business objectives. Maintain and improve the operational infrastructure that enables the business to scale efficiently. Sales Operations and Growth Own and continuously improve the sales process, with a particular focus on developing the retail sales channel. Strengthen lead management, conversion processes, and sales performance reporting. Monitor the sales funnel and identify opportunities to improve lead quality, conversion, and revenue generation. Production and Fulfillment Oversee production, project coordination, and service delivery across roofing repairs, replacements, and custom projects. Manage and support the field superintendent and project coordinator. Ensure projects move efficiently through the pipeline while maintaining service quality and customer satisfaction. Financial Performance Take responsibility for overall financial performance and operational profitability. Monitor the P&L, protect gross margins, and identify opportunities to improve financial efficiency. Work closely with the controller to maintain visibility into financial results and business performance. Marketing and Lead Generation Oversee marketing performance and lead flow, including Meta advertising. Take ownership of Meta ad performance and establish effective funnel reporting. Align marketing activities with sales objectives and business growth targets. People and Leadership Lead the operational team, including the field superintendent, project coordinator, and controller. Set clear expectations, monitor performance, and address performance issues decisively. Build accountability and ensure team members have the direction and resources needed to deliver results. Work closely with the owner to execute business priorities while minimizing unnecessary escalation. First 90-Day Priorities Days 1–30: Learn the full operational pipeline, audit every AI agent, and deliver a written 90-day priority plan. Days 31–60: Close outstanding infrastructure items, establish funnel reporting, and assume ownership of Meta advertising performance. By Day 90: Take full ownership of all six operational areas: AI agent oversight, sales, production, financial performance, marketing, and people. Requirements The ideal candidate is an experienced, hands-on operations leader who has successfully managed the full operating system of a lean business. You should combine strong commercial judgment with practical leadership, financial awareness, and an ability to leverage technology to improve business performance. The following qualifications and capabilities are essential: Proven experience leading operations in a small or lean business environment, rather than managing only one department within a large organization. Demonstrated experience managing teams and making difficult personnel and performance-related decisions. Experience owning, developing, or rebuilding a sales process. Ability to interpret and manage a profit and loss statement (P&L), understand business performance, and protect gross margins without necessarily performing bookkeeping duties. Strong technological aptitude and a systems-oriented mindset. Ability to understand how people, processes, automation, and technology work together to support business operations. Strong decision-making skills and the ability to take ownership of challenges independently. Ability to work effectively with a fast-moving, direct founder, bringing clear recommendations and decisions rather than simply presenting options. Sou