VP, Enterprise Project Management

Wintrust•Rosemont, IL
•Onsite

About The Position

The Vice President of Enterprise Project Management leads Wintrust’s project management function, ensuring strategic initiatives are prioritized, governed, and successfully delivered. The role partners with executive leadership to translate strategy into executable programs, align investments with business priorities, and deliver measurable results on time and within budget. The VP leads enterprise projects and programs, establishes delivery governance and standards, provides portfolio reporting, and develops project management professionals. The role also coordinates with Technology, Business Process Improvement, and Change Management to support business readiness and operational handoffs, while continuously improving ePMO processes, tools, and practices. Wintrust is a $66 billion financial institution based in Rosemont, Illinois. The company describes its culture as inclusive and relationship-focused and offers a comprehensive benefits package. The estimated salary range is $141,000–$190,000, with eligibility for an annual bonus.

Requirements

  • 10+ years of related experience.
  • Proven project leadership and success managing large-scale projects or programs across the enterprise and within an individual line of business.
  • Demonstrated ability to influence and coach sponsors and other key stakeholders to drive and deliver outcomes.
  • Experience developing, optimizing, and executing enterprise-wide project management strategies, methodologies, frameworks, and governance practices.
  • Experience leading and managing teams and driving employee engagement.
  • Strong executive communication and influence.

Nice To Haves

  • Bachelor’s degree and/or PMP Certification preferred.
  • Financial services or regulated industry experience preferred.
  • Prior ePMO leadership preferred.

Responsibilities

  • Lead enterprise projects and programs to align delivery with strategic priorities and achieve results on time, within scope, and within budget.
  • Partner with executive sponsors and business leaders to prioritize initiatives, manage dependencies, resolve barriers, and drive timely decisions.
  • Establish and maintain project governance, delivery standards, and consistent practices for planning, reporting, risk management, and change control.
  • Provide executive dashboards and portfolio reporting on delivery progress, financial performance, resource capacity, and risks requiring escalation.
  • Lead, coach, and develop project management professionals, fostering accountability, collaboration, employee engagement, and career growth.
  • Coordinate with Technology, Business Process Improvement, and Change Management to support business readiness, operational handoffs, and measurable business benefits.
  • Continuously improve ePMO processes, tools, and practices to simplify delivery, reduce administrative effort, and prevent recurring issues.

Benefits

  • Medical insurance
  • Dental insurance
  • Vision insurance
  • Life insurance
  • Accidental death and dismemberment insurance
  • 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
  • Annual bonus eligibility
  • Tuition reimbursement
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