Project management specialist h1.location_city

Required Qualifications (profile will not be considered without it)

•Experience within specialty insurance, delegated authority, or underwriting environments is strongly preferred.

• Proven track record managing large-scale operational and technology transformation projects, ideally in regulated, risk-focused industries.

Description

Overview:

Leading provider of specialty insurance solutions, operating at the forefront of delegated authority and program management for Property & Casualty (P&C) insurance. We are seeking a dynamic Project Manager to drive strategic, high-impact initiatives supporting the growth and transformation of our specialty insurance operations. This role is critical in enabling our federated (RSUM) group, which encompasses 30+ Managing General Underwriters (MGUs) across 80+ specialty lines, each operating with significant autonomy. The Project Manager will ensure the successful delivery of complex transformation projects while fostering consistency, process excellence, and technology enablement—without disrupting the entrepreneurial spirit and underwriting independence that define our business.

Business Context

The companies business model is built on deep expertise in specialty insurance, delegated authority, and innovative program solutions. RSUM’s federated structure brings together over 30 MGUs, each focused on distinct specialty lines, from niche property and casualty segments to emerging risks. Our Project Managers work within a highly regulated, risk-sensitive environment, supporting operations such as underwriting, binding authority, and program management. The role requires balancing the need for standardization and operational excellence with the flexibility required by autonomous business units.

Types of Projects

• Operational and Process Transformation: Lead initiatives to improve and standardize business processes, optimize workflows, and drive operational efficiencies across MGUs while respecting local business practices.

• Technology and Digital Enablement: Oversee the rollout of digital platforms, underwriting workbenches, and data-driven solutions that enhance underwriting, claims, and policy administration, ensuring seamless adoption across diverse MGUs.

• M&A/MGU Integration: Manage the integration of newly acquired MGUs, orchestrating process alignment, technology onboarding, and cultural assimilation, while preserving unique underwriting approaches.

Stakeholder Environment

The Project Manager will navigate a complex stakeholder ecosystem, collaborating with cross-functional teams spanning underwriting, operations, technology, compliance, and external partners. Success in this role requires exceptional coordination, influence, and communication skills to align diverse interests, manage dependencies, and drive consensus—especially when leading projects across multiple autonomous business units.

Governance, Documentation & Regulatory Compliance

Projects are executed within a tightly governed, highly regulated framework. The Project Manager is accountable for rigorous project documentation, risk and issue tracking, and ensuring all deliverables meet regulatory, internal audit, and compliance requirements. This includes implementing effective change management processes and maintaining transparency for executive sponsors and regulators.

Ideal Candidate Profile

The ideal candidate is a hands-on, delivery-focused Project Manager who thrives in fast-paced, entrepreneurial environments and is comfortable with ambiguity. They combine a strong sense of urgency with disciplined execution, balancing speed with control and quality. Adaptability, resilience, and a collaborative mindset are essential, as is the ability to manage competing priorities and lead through influence rather than authority. Experience in specialty insurance, delegated authority, or underwriting environments is highly valued.

Responsibilities:

• Drive and coordinate multiple parallel workstreams for operational, technology, and integration projects supporting specialty insurance MGUs.

• Ensure alignment across teams, proactively identify and mitigate risks and issues, and manage dependencies in a complex, federated stakeholder environment.

• Oversee stakeholder management and lead effective communication across project sponsors, product owners, technical teams, and external partners.

• Facilitate the creation and adoption of new underwriting tools and platforms, onboard MGUs to new systems, and support process improvement and standardization initiatives.

• Lead the integration of acquired MGUs, ensuring seamless transition and alignment with the companies operational and compliance standards.

• Maintain rigorous project governance, documentation, and compliance with regulatory and internal audit requirements.

• Demonstrated ability to lead cross-functional teams and influence stakeholders across autonomous business units.

• Strong organization, documentation, and risk management skills; familiarity with regulatory and compliance frameworks.

• Hands-on and adaptable, able to operate effectively in fluid, fast-paced, and entrepreneurial settings.

• Excellent communication, stakeholder management, and problem-solving abilities.

Skills

Project management, Stakeholder management, Scrum, Project plan

Top Skills Details

Project management,Stakeholder management,Scrum,Project plan

Additional Skills & Qualifications

Lead cross‑functional initiatives supporting underwriting, operations, and technology teams across multiple specialty business units. Manage projects in support of process optimization, digital enablement, and MGU integration, ensuring alignment with enterprise standards while respecting local business autonomy.

Job Type & Location

This is a Contract position based out of Chicago, IL.

Pay and Benefits

The pay range for this position is $ - $

Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the benefits available for this temporary role may include the following: • Medical, dental & vision • Critical Illness, Accident, and Hospital • 401(k) Retirement Plan – Pre-tax and Roth post-tax contributions available • Life Insurance (Voluntary Life & AD&D for the employee and dependents) • Short and long-term disability • Health Spending Account (HSA) • Transportation benefits • Employee Assistance Program • Time Off/Leave (PTO, Vacation or Sick Leave)

Workplace Type

This is a hybrid position in Chicago,IL.

Application Deadline

This position is anticipated to close on Mar 20, 2026.

h4>About TEKsystems:

We're partners in transformation. We help clients activate ideas and solutions to take advantage of a new world of opportunity. We are a team of 80,000 strong, working with over 6,000 clients, including 80% of the Fortune 500, across North America, Europe and Asia. As an industry leader in Full-Stack Technology Services, Talent Services, and real-world application, we work with progressive leaders to drive change. That's the power of true partnership. TEKsystems is an Allegis Group company.

The company is an equal opportunity employer and will consider all applications without regards to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

About TEKsystems and TEKsystems Global Services

We’re a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. We’re a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. We’re strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. We’re building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.