Technical Delivery Lead

Gallagher•Rolling Meadows, IL

18h

About The Position

The Technical Delivery Lead / Project Manager leads cross-functional technical teams in the delivery of significant, complex initiatives using agile practices. This role is accountable for delivery planning, scheduling, prioritization, expectation setting, team coordination, stakeholder communication, timeline management, and cost oversight. The role establishes and implements project and delivery management processes, methodologies, and agile ways of working for the IT community to ensure projects are delivered on time, within budget, adhere to high-quality standards, and meet customer expectations. The Technical Delivery Lead / Project Manager oversees both the technical and non-technical aspects of delivery, working closely with product, engineering, architecture, and business partners to translate priorities into actionable plans and measurable outcomes. The role assembles project teams, manages resource allocation and day-to-day operations, supports sprint and release planning, and manages dependencies across the delivery lifecycle. This position is also responsible for stakeholder alignment, communication planning, and change-readiness activities, ensuring risks, decisions, progress, and business impacts are communicated clearly to technical and non-technical audiences. In addition, the role provides oversight for risk and issue management, delivery reporting, impediment resolution, and continuous improvement efforts, including retrospectives and lessons learned.

Requirements

P&C insurance experience required with understanding of claims, policy data, etc.
Experience working with legacy data conversion, data transfer projects, and other data related projects with Enterprise Data Warehouse and Data Lake
Solid understanding of Planview tool, Azure DevOps, etc.
Strong working knowledge of agile frameworks (e.g., Scrum, Kanban, SAFe) alongside traditional project management practices.
Minimum 5 years of experience in project management and/or technical delivery leadership, including experience leading agile teams.
Bachelor’s degree in Computer Science, Information Technology, Business, or a related field; advanced education or equivalent experience preferred.
Demonstrated experience establishing project and delivery management processes and methodologies.
Excellent communication, stakeholder management, and change management skills across technical and non-technical audiences.
Proven ability to manage scope, schedule, budget, risk, and dependencies on complex, cross-functional initiatives.
Typically requires a University Degree and minimum 5 years of prior relevant experience, or equivalent experience.

Nice To Haves

Program/portfolio mgmt
Project mgmt
Communication and stakeholder mgmt
Change planning, implementation, and mgmt
Capacity mgmt and prioritization
Business/insurance acumen
Vendor Mgmt
SCRUM, Agile, or similar PM methodology
Preferred certifications: PMP, SAFe, or equivalent

Responsibilities

Establish and implement project and delivery management processes and methodologies for the IT community to ensure on-time, on-budget, high-quality delivery that meets customer expectations.
Manage the technical and non-technical aspects of projects, including scheduling, prioritization, expectation setting, and cost management.
Assemble project teams and manage resource allocation and the day-to-day operations of the project.
Coordinate delivery teams and support sprint and release planning across the delivery lifecycle.
Manage cross-team dependencies, delivery risks, and release readiness for moderately complex initiatives, adjusting plans based on team velocity, feedback, and changing priorities.
Facilitate agile ceremonies — sprint planning, backlog refinement, daily stand-ups, reviews, and retrospectives — to drive team focus, transparency, and continuous improvement.
Partner with product owners, technical leads, and business stakeholders to define priorities, clarify requirements, remove blockers, and align delivery with business value and technical standards.
Manage communication and change management strategies for relevant stakeholders on each project.
Provide logistical project support, risk and issue management, impediment resolution, and progress and delivery reporting.
Drive continuous improvement through retrospectives and lessons learned.
Leading technical products, systems, and delivery efforts with a high degree of independence and limited supervision, balancing roadmap priorities, team capacity, and execution risks.
Coaching, guiding, and reviewing the work of lower-level professionals, promoting agile delivery discipline, collaboration, accountability, and a culture of continuous improvement.

Benefits

Medical/dental/vision plans, which start from day one!
Life and accident insurance
401(K) and Roth options
Tax-advantaged accounts (HSA, FSA)
Educational expense reimbursement
Paid parental leave
Digital mental health services (Talkspace)
Flexible work hours (availability varies by office and job function)
Training programs
Gallagher Thrive program – elevating your health through challenges, workshops and digital fitness programs for your overall wellbeing
Charitable matching gift program