Job Information
Hub International Senior Project Manager in Chicago, Illinois
ABOUT US
At HUB International, we are a team of entrepreneurs. We believe in protecting and supporting the aspirations of individuals, families, and businesses. We help our clients evaluate their risks and develop solutions tailored to their needs. We believe in empowering our employees to learn, grow, and make a difference. Our structure enables our teams to maintain their own unique, regional culture while leveraging support and resources from our corporate centers of excellence.
HUB is a global insurance and employee benefits broker, providing a boundaryless array of business insurance, employee benefits, risk services, personal insurance, retirement, and private wealth management products and services. With over $5 billion in revenue and almost 20,000 employees in 600 offices throughout North America, HUB has grown substantially, in part due to our industry leading success in mergers and acquisitions.
Technology & Operations - Senior Project Manager
HUB International’s Technology and Operations Delivery PMO is seeking a Senior Project Manager to join a high-performing team supporting enterprise technology initiatives across the organization. This role is designed for an experienced delivery professional ready to lead complex, cross-functional projects, serve as a trusted partner to senior stakeholders, and actively contribute to the maturation of PMO delivery standards and team capabilities.
The successful candidate will bring a strong track record of leading high-stakes technology initiatives, a proactive approach to risk and governance, and the leadership presence to influence across organizational levels. They will partner closely with TechOps delivery teams, change management, and business stakeholders to drive meaningful outcomes aligned to HUB’s strategic objectives.
Responsibilities
Lead end-to-end delivery of complex, cross-functional IT-enabled projects from initiation through close, often spanning multiple teams or workstreams
Define and maintain robust project plans, including scope, schedule, dependencies, risks, and issues across concurrent initiatives
Proactively identify, assess, and manage risks throughout the delivery lifecycle; maintain structured risk registers, ensure clear ownership, and escalate exposure with timeliness and transparency
Serve as a primary point of contact for senior stakeholders and executive sponsors, delivering clear, confident status communications, decision packages, and escalation recommendations
Anticipate stakeholder needs and translate complex delivery dynamics into actionable, audience-appropriate messaging
Model a service mindset — building trusted relationships with delivery teams and business partners, prioritizing their success, and fostering a collaborative delivery environment
Coordinate across vendors, IT Operations, and organizational change management resources to ensure integrated, well-sequenced execution and sustainable adoption
Provide informal coaching and peer support to Project Managers on delivery practices, risk discipline, and stakeholder engagement
Contribute actively to the development and continuous improvement of PMO delivery standards, methodologies, tooling, and governance frameworks
Support portfolio-level visibility by maintaining high-quality project data and participating in PMO governance cadences
Requirements
Bachelor’s degree in Computer Science, Information Systems, Business Administration, or a related field or commensurate experience
8+ years of experience in a project delivery role, including demonstrated experience leading complex, multi-workstream projects simultaneously
Deep working knowledge of waterfall delivery methodology; practical experience with agile practices and hybrid delivery approaches
Proven ability to identify, structure, and manage project risk in a disciplined, proactive manner — including executive-level escalation
Ability to manage multiple concurrent projects with strong attention to detail, follow-through, and composure under pressure
Executive presence and communication skills, with the ability to influence stakeholders, facilitate decisions, and tailor messaging across organizational levels
Service-oriented mindset with a strong sense of accountability to business needs, project teams, and end-users
Collaborative, solutions-oriented approach with the confidence to raise issues constructively and lead through ambiguity
Preferred Qualifications
PMP or equivalent Agile certification
Experience working within a formal PMO environment, including contribution to standards or governance frameworks
Background in business analysis, organizational change management, or process improvement
Insurance industry experience
JOIN OUR TEAM
Do you believe in the power of innovation, collaboration, and transformation? Do you thrive in a supportive and client focused work environment? Are you looking for an opportunity to help build and drive change in a rapidly growing and evolving organization? When you join HUB International , you will be part of a community of learners and doers focused on our Core Values: entrepreneurship, teamwork, integrity, accountability, and service.
Disclosure required under applicable law in California, Colorado, Illinois, Maryland, Minnesota, New York, New Jersey, and Washington states: The expected salary range for this position is $ 120,000 to $140,000 and will be impacted by factors such as the successful candidate’s skills, experience and working location, as well as the specific position’s business line, scope and level. If you believe that your qualifications and experience surpass the minimum requirements for this role, we encourage you to submit your application. By doing so, we will be able to keep your application on file for consideration for potential future positions within our organization. HUB International is proud to offer comprehensive benefit and total compensation packages which could include health/dental/vision/life/disability insurance, FSA, HSA and 401(k) accounts, paid-time-off benefits such as vacation, sick, and personal days, and eligible bonuses, equity and commissions for some positions.
Department Information Technology
Required Experience: 5-7 years of relevant experience
Required Travel: Negligible
Required Education: Bachelor's degree (4-year degree)
HUB International Limited is an equal opportunity employer that does not discriminate on the basis of race/ethnicity, national origin, religion, age, color, sex, sexual orientation, gender identity, disability or veteran's status, or any other characteristic protected by local, state or federal laws, rules or regulations.
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