Advanced Program Manager

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.”

• 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

• 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

The Advanced Program Manager is responsible for driving the bank’s intelligent automation initiatives from vision through to delivery. In this role, you will own the end-to-end roadmap, guide the team, and work closely with stakeholders to identify and prioritize opportunities that deliver real business value. With a strong grasp of banking processes, agile delivery, and automation technologies including RPA and AI, you will ensure solutions are delivered to a high standard, remain compliant with regulatory requirements, and generate measurable outcomes for the organization.

This is the ideal opportunity for an automation professional who can operate confidently at both a strategic and delivery level, and who is passionate about using intelligent automation to drive meaningful change across the bank.

This is a full time position based at our office in Rosemont, IL, working a hybrid work schedule.

• Develop proactive relationships with supported business units that are built on trust, transparent communication, and a spirit of collaboration
• Assist with RPA initiative intake, initiation and planning processes
• Define epics, user stories, and acceptance criteria for automation solutions; challenge scope creep, protect the team from unplanned work, and ensure that backlog prioritization decisions are clearly communicated to the team
• Own and maintain the roadmap, prioritizing initiatives across RPA, AI/ML, and intelligent document processing (IDP) in alignment with the bank’s strategic goals
• Communicate progress, manage expectations, and build strong relationships that foster a culture of continuous improvement and automation-first thinking across the organization
• Collaborate with the Scrum Master to ensure the roadmap translates into delivery cycles that are realistic, well-sequenced, and consistently executed.
• Serve as a bridge between the RPA team, business sponsors, and technology teams; translating delivery-level blockers into business-level language and ensuring leadership understands the team’s needs as well as its outputs.
• Resolve impediments and ensure use of collaborative processes
• Support the business and provide education where needed
• Track project processes and deliverables,…