Head of Enterprise PMO & Strategy Execution

Wintrust Financial Corporation; Rosemont (IL); On-site; USD 141,000 - 190,000; Full time

Benefits offered by this job

Medical Insurance

Dental

Vision

Life Insurance

Disability Insurance

Parental Leave

Employee Assistance Program (EAP)

401(k) with company match

Flexible Spending Account (FSA)

Employee Stock Purchase Plan

Critical Illness Insurance

Accident Insurance

Transportation and Commuting Benefits

Banking Benefits

Pet Insurance

Job summary

Wintrust Financial Corporation, a leading financial services company based in Rosemont, IL, is seeking a Vice President of Enterprise Project Management to lead the organization’s project management function. You will translate strategy into executable programs, ensuring investments align with business priorities and deliver measurable results on time and within budget.

You will collaborate with executive leadership, sponsors, and business leaders to prioritize initiatives, establish governance,

Qualifications

• 10+ years of related experience in project management or a similar role.
• Proven ability to lead large-scale enterprise programs and cross-functional teams.
• Strong ability to influence sponsors and drive outcomes.

Responsibilities

• Lead enterprise projects and programs, ensuring delivery aligns with strategic priorities, scope, and budget.
• Partner with executive sponsors to prioritize initiatives and drive timely decisions.
• Establish and maintain project governance, delivery standards, and reporting practices.
• Provide executive dashboards and portfolio reporting that highlight progress, financial performance, resources, and risks.
• Lead, coach, and develop project management professionals, fostering accountability and growth.
• Coordinate with Technology, Business Process Improvement, and Change Management to support readiness and measurable benefits.
• Continuously improve ePMO processes, tools, and practices to simplify delivery.

Skills

Project leadership

Stakeholder management

Executive communication

Governance

Team leadership

Education

Bachelor’s degree and/or PMP Certification preferred

Job description

Wintrust Financial Corporation, a leading financial services company based in Rosemont, IL, is seeking a Vice President of Enterprise Project Management to lead the organization’s project management function. You will translate strategy into executable programs, ensuring investments align with business priorities and deliver measurable results on time and within budget.

You will collaborate with executive leadership, sponsors, and business leaders to prioritize initiatives, establish governance,