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VP, Principal Program Manager

Wintrust Financial Corporation
United Statesfull_timeVerifiedPosted 15 Oct 2025
💰 $158,000/yr($117,000/yr$158,000/yr)

About the role

Wintrust provides community and commercial banking, specialty finance and wealth management services through its 16 bank charters and nine non-bank businesses. Wintrust delivers the sophisticated solutions of a large bank while staying true to the relationship-focused, personalized service of our community banking roots. We serve clients in all 50 states with more than 200 branch banking locations in Illinois, southwestern Florida, northwestern Indiana, west Michigan and southern Wisconsin and commercial banking offices in Chicago, Denver, Milwaukee, Grand Rapids, Mich., and in key branch banking locations throughout Illinois. Our people are the heart of our business and we are proud to rank consistently as a top place to work. Wintrust is a $66 billion financial institution based in Rosemont, Illinois, and listed on the NASDAQ Global Select Market under the symbol “WTFC.”

  • B.S, B.A. in Computer Science or Business preferred
  • 10+ years working in a financial services environment with special emphasis on coordinating large cross functional programs and stakeholder management

Why join us?

  • An award-winning culture! We are rated a Top Workplace by the Chicago Tribune (past 11 years) and Employee Recommended award by the Globe & Mail (past 6 years)

  • Competitive pay and discretionary or incentive bonus eligible

  • Comprehensive benefit package including medical, dental, vision, life, a 401k plan with a generous company match and tuition reimbursement to name a few

  • Promote from within culture

Why join this team?

  • This position has the opportunity to interface with and have a positive impact on multiple areas of Wintrust's business

  • We hold ourselves accountable to high standards, share wins, operate ethically, and have fun

Position Overview

The Principal Program Manager is the most senior program management position and serves as a key subject matter expert for organizing and coordinating the strategic and technical aspects of projects and programs related to the business line. They are leaders. Leading from the front and learning from past successes and failures, they are accountable for ensuring their overall program, and supporting projects, consistently deliver business value, align with business and technical strategy and provide an exceptional customer experience for our business partners. Program Managers lead the program’s strategy, implementation, and delegation and will work closely with business resources and stakeholders, internal technology teams, and various vendors and third-party consultants and implementers.

The Program Manager will organize, coordinate and provide status for the strategic and technical aspects of overall program and supporting projects to ensure delivery of current and future business needs.  Collaborates with functional areas for effective use of resources to meet business needs.

What You’ll Do

  • Develop proactive relationships with senior leaders of supported business units that are built on trust, transparent communication, and a spirit of collaboration

  • Forecast IT resource requirements and equipment needs based on business units’ pipeline of planned projects

  • Source resources from various internal and external areas and project future delivery

  • Partner with business units and teams across IT to remove project roadblocks and accelerate high priority initiatives and collaborate with cross-departmental technology areas and business teams to ensure effective and efficient delivery of large projects and efforts

  • Plans overall sequence of project and capability delivery in current and future years

  • Lead, manage and coach business analyst, implementation specialist and program management teams in order to meet business targets and established service level agreements (SLAs)

  • May include management of a team or other Program Managers

Qualifications

  • B.S, B.A. in Computer Science or Business preferred

  • 10+ years working in a financial services environment with special emphasis on coordinating large cross functional programs and stakeholder management

  • 8 or more years of management experience in which one or more of the following has occurred:

    • Demonstrated high competency in the prioritization of various competing deliveries of efforts

    • Demonstrated competency in strategic thinking and leadership with strong abilities in relationship management

    • Experience in managing resources to meet goals across multiple projects

    • Experience in leading multidisciplinary, high-performance work teams/groups

    • Demons

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Company

Wintrust Financial Corporation

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