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60 Wintrust Financial It Project Manager Jobs Hiring Near You

Wintrust

Senior IT Project Manager

Rosemont, IL · On-site

$132K - $132.50K/yr

Wintrust provides community and commercial banking, specialty finance and wealth management ... The Senior IT Project Manager / Assistance Vice President (AVP) orchestrates the initiation ...

Wintrust

Senior IT Project Manager

Rosemont, IL · On-site

$132K - $132.50K/yr

Wintrust provides community and commercial banking, specialty finance and wealth management ... The Senior IT Project Manager / Assistance Vice President (AVP) orchestrates the initiation ...

Wintrust

VP, IT & IS Oversight

Rosemont, IL · On-site

$130K - $175K/yr

Wintrust provides community and commercial banking, specialty finance and wealth management ... Committees, projects, initiatives, and/or working groups. * Assess IT risk issues and IT risk ...

Wintrust

VP, IT & IS Oversight

Rosemont, IL

$130K - $175K/yr

Wintrust provides community and commercial banking, specialty finance and wealth management ... Committees, projects, initiatives, and/or working groups. * Assess IT risk issues and IT risk ...

Wintrust

Advanced Program Manager

Rosemont, IL

$116.90K - $117.40K/yr

Wintrust delivers the sophisticated solutions of a large bank while staying true to the ... Lead and manage the IT audit facilitation program, overseeing planning, coordination, and execution ...

Wintrust

Advanced Program Manager

Rosemont, IL · On-site

$116.90K - $117.40K/yr

Wintrust delivers the sophisticated solutions of a large bank while staying true to the ... Lead and manage the IT audit facilitation program, overseeing planning, coordination, and execution ...

Wintrust

Program Manager

Rosemont, IL

Wintrust provides community and commercial banking, specialty finance and wealth management ... Develop and maintain a good rapport with all business partners and IT Project Support: * Assist ...

Wintrust

Program Manager

Rosemont, IL · On-site

Wintrust provides community and commercial banking, specialty finance and wealth management ... Develop and maintain a good rapport with all business partners and IT Project Support: * Assist ...

Wintrust

WTI Support Team Specialist

Chicago, IL

$50K - $65K/yr

Wintrust Wealth Management serves the financial needs of private clients, including high net worth ... Provide accurate and complete information by using the technology tools and established processes.

Wintrust

WTI Support Team Specialist

Chicago, IL · On-site

$50K - $65K/yr

Wintrust Wealth Management serves the financial needs of private clients, including high net worth ... Provide accurate and complete information by using the technology tools and established processes.

Wintrust

Senior Data Solutions Architect

Rosemont, IL · On-site

$117K - $158K/yr

Wintrust delivers the sophisticated solutions of a large bank while staying true to the ... Master's degree or MBA in IT management * 10+ years in solution architecture, systems architecture ...

Wintrust

Senior Data Solutions Architect

Rosemont, IL · On-site

$117K - $158K/yr

Wintrust delivers the sophisticated solutions of a large bank while staying true to the ... Master's degree or MBA in IT management * 10+ years in solution architecture, systems architecture ...

Wintrust

Senior Data Solutions Architect

Rosemont, IL

$117K - $158K/yr

Wintrust delivers the sophisticated solutions of a large bank while staying true to the ... Master's degree or MBA in IT management * 10+ years in solution architecture, systems architecture ...

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Wintrust Jobs Information

What are the key skills and qualifications needed to thrive as an IT Project Manager, and why are they important?

To thrive as an IT Project Manager, you need expertise in project management methodologies, strong organizational skills, and a background in information technology, often supported by a bachelor’s degree and PMP or equivalent certification. Familiarity with project management tools like Microsoft Project, Jira, and Agile/Scrum frameworks is typically required. Exceptional communication, leadership, and problem-solving abilities help you coordinate teams and manage stakeholder expectations. These skills and qualifications are crucial for delivering projects on time, within scope, and aligned with business objectives.

How does an IT Project Manager typically collaborate with cross-functional teams during a project lifecycle?

IT Project Managers regularly work with diverse teams, including developers, QA analysts, business analysts, and stakeholders. They facilitate communication by organizing meetings, clarifying project goals, and ensuring everyone is aligned on priorities and deadlines. Effective collaboration often involves resolving conflicts, managing expectations, and adapting to changing requirements while keeping the project on track. Building strong relationships and fostering a collaborative environment are key to delivering successful IT projects.

What does an IT Project Manager do?

An IT Project Manager oversees technology projects within an organization, ensuring they are completed on time, within scope, and on budget. They coordinate teams, manage resources, and communicate with stakeholders to align project goals with business objectives. Their responsibilities include planning, executing, and closing projects, as well as managing risks and resolving issues as they arise. IT Project Managers play a critical role in delivering successful technology solutions that meet organizational needs.

What is the difference between It Project Manager vs Network Administrator?

AspectIt Project ManagerNetwork Administrator
CertificationsPMP, CAPM, ITILCCNA, CompTIA Network+
Work EnvironmentProject teams, offices, client sitesNetwork infrastructure, data centers, offices
Primary ResponsibilitiesOverseeing IT projects, planning, executionManaging network hardware, troubleshooting, maintenance
Industry UsageIT services, consulting, corporate sectorsTelecommunications, enterprise IT, data centers

The main difference is that an It Project Manager focuses on leading and coordinating IT projects, ensuring timely delivery and stakeholder satisfaction. In contrast, a Network Administrator manages and maintains network infrastructure, ensuring connectivity and security. Both roles require technical knowledge, but their focus areas and responsibilities differ significantly.

Do workers at Wintrust get paid breaks?

No. Most people don’t get paid breaks.
68% of people say they don’t get paid breaks.
Based on data from 19 people who took the Breakroom Quiz between December 2024 and April 2026.

Does Wintrust pay people when they’re sick?

Yes. Most people get paid when they’re sick.
90% of people say they would get paid if they were sick but scheduled to work.
Based on data from 20 people who took the Breakroom Quiz between December 2024 and April 2026.

At Wintrust, are sick days and vacation days separate paid time off?

Sick days and vacation days are separate paid time off.
70% of people say they don’t have to use vacation days when they’re out sick.
Based on data from 10 people who took the Breakroom Quiz between June 2025 and April 2026.

Is the health insurance from Wintrust affordable enough for their workers?

Most people say the health insurance costs are okay.
88% of people say the health insurance costs are okay
Based on data from 16 people who took the Breakroom Quiz between April 2025 and February 2026.

Do people get paid time off at Wintrust?

Most people get paid time off work.
91% of people say they get paid time off.
Based on data from 11 people who took the Breakroom Quiz between June 2025 and April 2026.

How far ahead of time do people find out their work schedule?

Only some people find out their schedule four weeks ahead of time.
  • 30% of people with changing schedules find out their shifts one week or less ahead of time.
  • 10% of people with changing schedules find out their shifts two weeks ahead of time.
  • 20% of people with changing schedules find out their shifts three weeks ahead of time.
  • 40% of people with changing schedules find out their shifts four weeks or more ahead of time.

Based on data from 10 people who took the Breakroom Quiz between December 2024 and December 2025.

Do workers at Wintrust worry about hours?

Most people don’t worry about getting enough hours.
100% of people report they don’t worry about getting enough hours.
Based on data from 14 people who took the Breakroom Quiz between December 2024 and December 2025.

Do Wintrust workers get to choose the shifts they work?

Most people get to choose which shifts they work.
69% report that they have enough control over which shifts they work.
Based on data from 13 people who took the Breakroom Quiz between December 2024 and December 2025.

How easy is it for Wintrust workers to change shifts?

Most people find it easy to change shifts.
100% of people report that it’s easy to change shifts if they need to.
Based on data from 10 people who took the Breakroom Quiz between December 2024 and December 2025.

How easy is it to get time off at Wintrust?

Most people find it easy to get time off.
100% of people report it’s easy to get time off.
Based on data from 17 people who took the Breakroom Quiz between December 2024 and April 2026.

Do Wintrust managers change schedules at the last minute?

Most managers don’t change people’s schedules at the last minute.
100% of people say their manager doesn’t change their shift schedule at the last minute.
Based on data from 14 people who took the Breakroom Quiz between January 2025 and December 2025.

Do workers at Wintrust do extra work that they don't get paid for?

Rarely. Most people don’t do unpaid extra work.
92% of people report that they don’t do extra unpaid work.
Based on data from 12 people who took the Breakroom Quiz between December 2024 and December 2025.

How easy is it to take sick days at Wintrust?

Most people find it easy to take sick days.
95% of people report that it’s easy to take time off if they are sick.
Based on data from 19 people who took the Breakroom Quiz between December 2024 and April 2026.

Do people at Wintrust feel treated with respect by their managers?

Most people feel treated with respect by their managers.
95% of people say they’re treated with respect by their managers.
Based on data from 19 people who took the Breakroom Quiz between December 2024 and April 2026.

Do people at Wintrust get to take their breaks without interruption?

Most people get breaks without interruption.
89% of people report that they get to take their breaks without interruption.
Based on data from 19 people who took the Breakroom Quiz between December 2024 and April 2026.

Is it stressful to work at Wintrust?

Most people feel stressed out here.
78% of people say they often feel stressed out at work.
Based on data from 18 people who took the Breakroom Quiz between January 2025 and April 2026.

Do people at Wintrust enjoy their jobs?

Only some people enjoy their job.
47% of people report they don’t enjoy their job.
Based on data from 17 people who took the Breakroom Quiz between December 2024 and April 2026.

Do people at Wintrust recommend working with their team?

Only some people recommend working with their team.
55% of people report that they wouldn’t recommend working with their immediate team to a friend.
Based on data from 20 people who took the Breakroom Quiz between December 2024 and April 2026.

Do people get enough training when they start at Wintrust?

Some people didn’t get enough training when they started.
37% of people report they didn’t get enough training when they started working here.
Based on data from 19 people who took the Breakroom Quiz between December 2024 and April 2026.

Do people get support to advance at Wintrust?

Most people are given support to advance their career here.
In the last year, 69% of people report being given support to advance their career here.
Based on data from 16 people who took the Breakroom Quiz between December 2024 and April 2026.

Do people think Wintrust’s headquarters understands what’s happening where they work?

Some people think headquarters doesn’t understand what’s happening where they work.
65% of people think that this employer’s headquarters or owners don’t have a good understanding of what’s really happening where they work.
Based on data from 17 people who took the Breakroom Quiz between January 2025 and April 2026.

Do workers feel well informed about how Wintrust is doing?

Most people feel well informed about how the company is doing.
72% of people feel that they are kept well informed about how the company is doing as a whole.
Based on data from 18 people who took the Breakroom Quiz between December 2024 and April 2026.
What other companies are hiring for It Project Manager jobs?
What are the most popular jobs at Wintrust Financial?
Senior IT Project Manager

Senior IT Project Manager

Wintrust

Rosemont, IL • On-site

$132K - $132.50K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Posted 15 hours ago

Wintrust rating

8.0

Company rating: 8.0 out of 10

Based on 20 frontline employees who took The Breakroom Quiz

56th of 141 rated banks

Job description

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."
Why join us?
  • An award-winning culture! We are rated a Top Workplace by the Chicago Tribune (past 8 years) and Employee Recommended award by Globe & Mail (past 6 years)
  • Competitive pay and discretionary 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

Why join this team?
  • We hold ourselves accountable to high standards, share wins, operate ethically, and have fun
  • This role offers the ability to make an impact and interface with IT and the various aspects of Wintrust's businesses

What you'll do:
The Senior IT Project Manager / Assistance Vice President (AVP) orchestrates the initiation, planning, execution, monitoring and closing of projects with a specific term that have a beginning, an end and specified technology deliverables. The IT Senior Project Manager is responsible for communicating and integrating IT activities into the broader plan held with the business unit/s. The Senior IT Project Manager acts as primary point of contact for project stakeholders across IT, IS, and IT vendors. The Senior IT Project Manager provides technology artifacts to support the movement of projects / programs through the Enterprise Project Management Office (ePMO) governance process including ePMO processes, templates and Project Portfolio Management (PPM) Clarity tool updates. The Senior IT Project Manager defines and maintains project plans, inclusive of scope, milestones, dependencies and technology deliverables. The Senior IT Project Manager is expected to have exposure to enterprise architecture, core banking systems, SaaS applications framework. The Senior IT Project Manager creates, manages and reports on projects / programs, technology, financials and budget. Projects may vary in number, size and complexity. Generally, manages moderate to high complexity, large to extra-large sized projects.
Key Accountabilities:
  • Project Ownership
  • Project Life Cycle:
    • Plan the Project
    • Execute the Project
    • Monitor and Control the Project
    • Close the Project
  • Technology Governance & Architecture Alignment
  • Efficiencies / Continuous Improvement
  • Other Duties, as assigned
  • People:
    • Participate in the recruiting and hiring of IT PMO staff, consultants and temp workers with appropriate skills
    • Take part to onboard new team members to the IT PMO team, Wintrust Technology and Wintrust Corporation
    • Mentor the team in the creation of all project artifacts, including project plans, statements of work, status reports, etc.
    • Build and maintain influential relationships across business, technology, compliance, legal, and external partner organizations.

Qualifications:
  • 5-10 years of related experience
  • Financial Services or Financial systems at mid-to-large organizations experience, preferred
  • Bachelor's degree or equivalent
  • Resolve non-routine problems
  • Exercise judgement within defined procedures and practices
  • Require minimum supervision
  • Track project actuals vs. budget. Validate receipt of goods/services before authorizing invoice payments. Prepare project budget submission and change requests, as needed
  • Accountable for project with broad scope
  • Project Management Professional (PMP) certification, Program Management Professional (PgMP), or PMI Agile Certified Practitioner (PMI-ACP), preferred
  • Certified ScrumMaster (CSM) or Professional Scrum Master (PSM II/III), preferred
  • Experience with one or more project management tools (Clarity preferred)
  • Good technology knowledge, understanding and experience leading technology projects / programs.
  • Ethical behavior and business practices
  • Communication: Speak, listen and write in a clear, thorough and timely manner. Comfortable talking with all levels of management
  • Strong interpersonal, organizational, attention to detail and follow-up skills
  • Identify and communicate issues early. Bring recommendations and options to resolve issues
  • Foster teamwork: Work cooperatively and effectively with others to set goals, resolve problems and make decisions
  • Leadership skills: Positively influence others to achieve results
  • Make decisions: Assess situations to determine importance, urgency and risks to produce clear decisions. Raise issues to Sr. management
  • Organizational skills: Set priorities, develop work schedule and monitor progress toward goals
  • Planning skills: Determine strategies to move projects forward; create and implement action plans and evaluate results
  • Problem-solving skills: Assess problem situations to identify causes, gather and process relevant information, develop possible solutions and make recommendations to resolve
  • Change orientation: Adapt to change effectively
  • Demonstrates leading by example and instills a calm, organized approach in all situations

Benefits:
Medical Insurance • Dental • Vision • Life insurance • Accidental death and dismemberment • 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
Compensation:
The estimated annual salary of $98,000 - $132,000.00 along with eligibility to earn an annual bonus. Actual pay rate may vary based on several factors, such as a candidate's qualifications, skills and experience
#LI-HYBRID
From our first day in business, Wintrust has been proud to serve a variety of unique communities and people from all walks of life. To build a company that reflects the communities we serve, we believe that fostering a unique and inclusive workplace where everyone feels valued and empowered to succeed will support our ongoing success. Wintrust Financial Corporation, including community banking and financial services subsidiaries, is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, age, national origin, disability, veteran status, genetic information, and other legally protected categories.

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