Principal Program Manager

Wintrust Financial CorporationRosemont, IL
$117,000 - $158,000Remote

About The Position

The Principal Program Manager is the most senior program management position and responsible for leading and coordinating strategic business initiatives, operational priorities, and cross-functional programs that support the Senior Vice President and the overall business line. They are leaders driving execution through collaboration, operational excellence, and continuous improvement. They are accountable for ensuring business initiatives, operational priorities, and enterprise projects consistently deliver business value, align with business and technical strategy and provide exceptional customer experience for our business partners. This role serves as a strategic partner to the Senior Vice President, leading execution of key business initiatives, operational improvements, and organizational priorities and will work closely with executive leadership, cross-functional business partners, operations, finance, compliance, technology, and external partners. The Principal Program Manager will organize, coordinate and provide status on strategic initiatives, operational performance, executive priorities, and enterprise projects to ensure delivery of current and future business needs. Collaborates with functional areas for effective use of resources to meet business needs.

Requirements

  • Bachelor’s degree in business or technology
  • 10+ years working in a financial services environment with special emphasis on coordinating large cross functional programs and stakeholder management
  • 8+ 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, Demonstrated competency in developing efficient and effective solutions to diverse and complex business operations
  • Working knowledge of general IT and business operations
  • Must possess exceptional leadership, time management, facilitation, and organizational skills

Responsibilities

  • 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
  • Support executive communications, leadership presentations, board materials, and strategic planning activities
  • Partner with Risk, Compliance, Finance, and Operations to ensure adherence to organizational policies, regulatory requirements, and governance standards
  • Partner with the Senior Vice President to translate strategic priorities into actionable business plans, business cases, and measurable outcomes
  • Represent the business line’s priorities across the organization, ensuring stakeholders remain informed, engaged, and aligned throughout strategic initiatives and operational projects
  • Partner with business leaders and cross-functional teams to remove operational roadblocks, improve processes, and accelerate high-priority business initiatives

Benefits

  • Medical Insurance
  • Dental
  • Vision
  • Life insurance
  • Accidental death and dismemberment
  • Short-term and long-term Disability Insurance
  • Parental Leave
  • Employee Assistance Program (EAP)
  • Traditional and Roth 401(k) with company match
  • Flexible Spending Account (FSA)
  • Employee Stock Purchase Plan at 5% discount
  • Critical Illness Insurance
  • Accident Insurance
  • Transportation and Commuting Benefits
  • Banking Benefits
  • Pet Insurance
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