VP, Enterprise Project Management

Wintrust Financial Corporation•Rosemont, IL
•$141,000 - $190,000•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 and to ensure investments align with business priorities and deliver measurable results on time and within budget. The position works with executive sponsors and business leaders to prioritize initiatives, manage dependencies, resolve barriers, and support timely decisions. It establishes project governance and consistent delivery practices, provides executive portfolio reporting, and leads and develops project management professionals. The role also coordinates with Technology, Business Process Improvement, and Change Management to support readiness, operational handoffs, and measurable business benefits, while continuously improving ePMO processes, tools, and practices. Wintrust is a $66 billion financial institution based in Rosemont, Illinois. The company provides community and commercial banking, specialty finance, and wealth management services through 16 bank charters and nine non-bank businesses, serving clients in all 50 states.

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, ensuring delivery aligns with strategic priorities and achieves 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 and delivery standards, including consistent practices for planning, reporting, risk management, and change control.
  • Provide executive dashboards and portfolio reporting covering 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
  • Tuition reimbursement
  • Competitive pay
  • Eligibility to earn an annual bonus
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