Job Description The Director of Delivery is responsible for owning the successful execution of client and internal delivery commitments across the organization. This role serves as the single point of accountability for delivery outcomes, including scope validation, delivery planning, resourcing alignment, financial performance, risk management, and client satisfaction across all delivery engagements. The Director of Delivery is accountable for ensuring delivery commitments are realistic, well-governed, and achievable. This includes leading delivery planning and governance processes; validating assumptions, scope, dependencies, and constraints prior to commitments being made; and ensuring appropriate escalation, decision-making, and corrective action when conditions change. The role owns the development and management of Statements of Work, delivery plans, status reporting, financial tracking, and delivery-related client communications. The Director of Delivery leads a disciplined delivery organization and establishes clear delivery processes, performance metrics, and accountability structures. This role actively manages delivery execution, including prioritization, capacity alignment, risk identification, escalation management, and intervention when delivery performance, timelines, or financial outcomes are at risk. The Director of Delivery is expected to be hands-on and actively engaged in delivery operations. This includes direct involvement in delivery planning, scope validation, escalation resolution, and complex problem-solving, rather than operating solely through delegated oversight. The Director of Delivery partners closely with Engineering, Architecture, Product, and other stakeholders to ensure delivery commitments are grounded in accurate technical and operational input. Engineering remains accountable for technical execution, code quality, and engineering standards, while the Director of Delivery retains accountability for delivery commitments, timelines, financial performance, and client delivery outcomes. Salary is $160K-190K We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/. Skills and Requirements o Experience leading delivery organizations within a software company, preferably in the insurance technology domain (including health, life, or group insurance platforms), delivering complex products or services to enterprise clients in on-premises and/or SaaS environments with an organizational delivery portfolio value of $30M or more. o Progressive experience owning end-to-end delivery execution for complex client-facing and/or internal initiatives, including accountability for scope, timelines, resourcing, risk management, delivery performance, and stakeholder outcomes in fast-paced or ambiguous environments. o Demonstrated experience establishing, rebuilding, and operating successful and profitable delivery organizations, including the design and enforcement of delivery governance models, intake processes, and escalation mechanisms. o Application of Agile or hybrid delivery methodologies in complex, cross-functional environments will also be considered. o Experience partnering with Engineering, Product, Sales, and Finance to validate feasibility, manage dependencies, and align delivery plans with business and client objectives. o Experience managing delivery performance metrics, including on-time delivery, forecast accuracy, utilization, financial performance, and stakeholder satisfaction.