Advanced Program Manager

Wintrust Financial Corporation•Rosemont, IL

3d•$85,000 - $110,000•Hybrid

About The Position

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.” 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.

Requirements

Familiarity with intelligent automation tools (e.g. RPA, AI/ML)
3-5 years in financial services
Working knowledge of agile methodology, techniques, and frameworks to deliver solutions
3-5 years of progressive experience in related fields (e.g. project management, business analyst, etc.)
Bachelor’s degree or equivalent.
Excellent people and project management skills
Ethical behavior and business practices
Basic effective data visualization and storytelling
Basic Communication: Speak, listen and write in a clear, thorough and timely manner
Basic interpersonal, organizational, attention to detail and follow-up skills
Basic identification and communication of issues early. Brings recommendations and options to resolve issues
Ability to foster teamwork: Work cooperatively and effectively with others to set goals, resolve problems and make decisions
Leadership skills: Works independently and self-motivated
Make decisions: Assess situations to deliver results
Organizational skills: Prioritizes and plans own work
Problem-solving skills: Basic problem solving
Change orientation: Adapts to change effectively
Demonstrates leading by example and instills a calm, organized approach in all situations

Responsibilities

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, preparing and presenting status reports
Use agile methodology values, principles, and practices to plan, manage and deliver solutions
Contribute to the Center of Excellence (CoE), helping to define standards and best practices, mentor business analysis & scrum masters
Work with Enterprise Business Process Improvement to identify process improvement automated solutions
Look for opportunities to enhance best practices, recommending changes and improvements
Optimizing standards, templates, and processes for the team
Develop and maintain a good rapport with all business partners and IT