Technical Delivery Lead Jobs in Illinois

INTRODUCTION

At Gallagher Bassett, we're there when it matters most because helping people through challenging moments is more than just our job, it’s our purpose. Every day, we help clients navigate complexity, support recovery, and deliver outcomes that make a real difference in people’s lives. It takes empathy, precision, and a strong sense of partnership—and that’s exactly what you’ll find here. We’re a team of fast-paced fixers, empathetic experts, and outcomes drivers — people who care deeply about doing the right thing and doing it well. Whether you're managing claims, supporting clients, or improving processes, you’ll play a vital role in helping businesses and individuals move forward with confidence. Here, you’ll be supported by a culture that values teamwork, encourages curiosity, and celebrates the impact of your work. Because when you’re here, you’re part of something bigger. You’re part of a team that shows up, stands together, and leads with purpose.

How you'll make an impact

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.

Key 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.

Career Level

Applies advanced knowledge of the sub-function typically obtained through advanced education and work experience.

Responsibilities may include:

• Leading technical products, systems, and delivery efforts with a high degree of independence and limited supervision, balancing roadmap priorities, team capacity, and execution risks.
• Facing IT function–related problems that are sometimes difficult and moderately complex.
• Facilitating agile ceremonies to drive team focus, transparency, and continuous improvement.
• Partnering with product owners, technical leads, and business stakeholders to align delivery with business value and technical standards.
• Coaching, guiding, and reviewing the work of lower-level professionals, promoting agile delivery discipline, collaboration, accountability, and a culture of continuous improvement.

Qualifications

• 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.
• Preferred certifications: PMP, SAFe, or equivalent.

About You

Required:

Typically requires a University Degree and minimum 5 years of prior relevant experience, or equivalent experience.

Preferred:

• 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

Compensation and benefits

We offer a competitive and comprehensive compensation package. The base salary range represents the anticipated low end and high end of the range for this position. The actual compensation will be influenced by a wide range of factors including, but not limited to previous experience, education, pay market/geography, complexity or scope, specialized skill set, lines of business/practice area, supply/demand, and scheduled hours. On top of a competitive salary, great teams and exciting career opportunities, we also offer a wide range of benefits.

Below are the minimum core benefits you’ll get, depending on your job level these benefits may improve:

• 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

Other benefits include:

• 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
• And more...

The benefits summary above applies to fulltime positions. If you are not applying for a fulltime position, details about benefits will be provided during the selection process.

We value inclusion and diversity

Inclusion and diversity (I&D) is a core part of our business, and it’s embedded into the fabric of our organization. For more than 95 years, Gallagher has led with a commitment to sustainability and to support the communities where we live and work.

Gallagher embraces our employees’ diverse identities, experiences and talents, allowing us to better serve our clients and communities. We see inclusion as a conscious commitment and diversity as a vital strength. By embracing diversity in all its forms, we live out The Gallagher Way to its fullest.

Gallagher believes that all persons are entitled to equal employment opportunity and prohibits any form of discrimination by its managers, employees, vendors or customers based on race, color, religion, creed, gender (including pregnancy status), sexual orientation, gender identity (which includes transgender and other gender non-conforming individuals), gender expression, hair expression, marital status, parental status, age, national origin, ancestry, disability, medical condition, genetic information, veteran or military status, citizenship status, or any other characteristic protected (herein referred to as “protected characteristics”) by applicable federal, state, or local laws.

Equal employment opportunity will be extended in all aspects of the employer-employee relationship, including, but not limited to, recruitment, hiring, training, promotion, transfer, demotion, compensation, benefits, layoff, and termination. In addition, Gallagher will make reasonable accommodations to known physical or mental limitations of an otherwise qualified person with a disability, unless the accommodation would impose an undue hardship on the operation of our business.