Delivery Lead

Serves a dual role as both Scrum Master and Delivery Lead, responsible for driving execution, delivery governance, and agile team effectiveness across complex technology initiatives. This role partners with Product, Engineering, Business, Architecture, and Portfolio stakeholders to ensure the successful planning, execution, and delivery of strategic capabilities and technology solutions. The individual will facilitate Agile ceremonies, remove delivery impediments, drive team accountability, and manage delivery commitments while also providing end-to-end oversight of project planning, dependency management, financial tracking, risk management, stakeholder communications, and executive reporting. Success in this role requires strong leadership, exceptional communication skills, and the ability to balance agile team coaching with disciplined delivery management.
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Key Responsibilities
Scrum Master Leadership
• Serve as the Agile servant leader for one or more delivery teams, promoting Agile values, principles, and best practices.
• Facilitate Scrum ceremonies including Sprint Planning, Daily Standups, Sprint Reviews, Retrospectives, Backlog Refinement, and Release Planning.
• Coach teams, Product Owners, and stakeholders on Agile frameworks and delivery best practices.
• Drive team accountability for sprint commitments, predictability, and continuous improvement.
• Identify and remove impediments that impact team productivity and delivery outcomes.
• Utilize Agile metrics and insights to improve team performance, quality, and flow of work.
• Partner with Product and Engineering leadership to maintain healthy backlogs, prioritization, and sprint readiness.
Delivery Leadership & Program Management
• Lead the planning and execution of technology initiatives and programs throughout the full delivery lifecycle.
• Manage day-to-day delivery activities to ensure initiatives are completed on time, within budget, and achieve expected business outcomes.
• Develop and maintain integrated delivery plans, milestones, release schedules, and dependency tracking.
• Coordinate across multiple teams and stakeholders to proactively identify risks, issues, and resource constraints.
• Drive mitigation plans and facilitate issue resolution to maintain delivery commitments.
• Ensure alignment between business priorities, technology roadmaps, and delivery execution plans.
• Manage cross-functional and cross-portfolio dependencies impacting delivery success.
• Partner with Product Managers, Engineering Leaders, Architects, and Business Owners to ensure delivery objectives are met.
Governance, Financial & Resource Management
• Support budget planning, financial forecasting, and tracking of initiative expenditures.
• Monitor resource allocations, team capacity, and delivery forecasts.
• Prepare executive-level reporting including delivery health, risks, milestones, financial status, and key decisions.
• Conduct regular delivery reviews with leadership and stakeholders.
• Maintain compliance with portfolio governance, change control, and project management standards.
• Support annual planning, funding requests, and portfolio prioritization activities.

What you will do
• Counsels scrum master teams on agile principles and values to support self-organization, continuous learning, and continuous improvement.
• Interprets the agile metrics and reporting framework in order to track and report key information and monitor team progress.
• Designs and develops industry-leading process evaluation tools to assess the application of scrum principles in team processes.
• Develops actionable insights from analytics and reports on team productivity, velocity, and quality.
• Develops the stakeholder communication strategy to gather and incorporate feedback into process improvements.
• Handles various responsibilities to facilitate the scrum process and support the scrum team.
• Implements sharing and documentation systems to facilitate sharing through wikis, documentation platforms, or knowledge management tools.
• Instructs team members on agile values, principles, and practices to help stakeholders and product owners understand the benefits of adopting an agile mindset.
• Interfaces with teams, stakeholders, and external stakeholders to serve as a buffer to potential obstacles.
• Budget management

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/.

• 5+ years of experience leading technology delivery initiatives within large, complex IT environments.
• Experience serving as both a Scrum Master and delivery/project lead on software development initiatives.
• Strong understanding of Agile, Scrum, Kanban, and iterative delivery methodologies.
• Scrum Certification (CSM, PSM, SAFe Scrum Master, or equivalent).
• Experience managing risks, dependencies, budgets, and delivery plans.
• Experience working with cross-functional product and engineering teams.
• Proficiency with Agile and project management tools including Jira, Rally, Microsoft Project, and related reporting tools.
• Strong verbal and written communication skills with the ability to influence and lead across organizational levels.
• Knowledge of portfolio financial management, forecasting, and business case development.
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Preferred Qualifications
• Healthcare industry experience.
• Experience managing technology initiatives with significant cross-team and cross-portfolio dependencies.
• PMP Certification
• SAFe Agilist (SA), SAFe Scrum Master (SSM), or other Agile certifications.
• Experience supporting portfolio planning, investment prioritization, and executive governance processes.

Benefit packages for this role will start on the 1st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.