Jobs › Wintrust

AVP, IT Finance

Wintrust · Rosemont, IL · $85,000–$110,000 a year · Full time

Posted Aug 12, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

You would interpret and analyze general ledger journal entries and transactions. Tell me about tracing an unexplained variance back to its source.

What they are checking: Investigative discipline on the ledger.

Tell me about a forecast you revised and how you explained the change.

What they are checking: Honesty about moving numbers and the conversation around it.

This is onsite in Rosemont at eighty-five to one hundred ten thousand dollars plus bonus, asking seven to ten years of relevant financial experience. What would you want to know about who you partner with before accepting?

What they are checking: That they read the terms and care about the working relationship.

What would you do

A technology leader disputes a charge allocated to their area. How do you handle it?

What they are checking: Defending an allocation to a partner who outranks them.

The posting says you provide business performance insights. What insight would a technology leader actually find useful that finance does not usually give them?

What they are checking: Whether they think like a partner or a reporter.

About the work

This role covers accounting and planning for the technology function — software licenses, data processing charges and hardware. What makes technology spend harder to forecast than other departmental spend?

What they are checking: Real understanding of the category — renewals, consumption pricing, project versus run.

Walk me through how you would build an annual information technology budget and where the estimates are weakest.

What they are checking: Budget construction with honest uncertainty.

You would oversee accurate processing of technology invoices. What goes wrong most often with a software license invoice?

What they are checking: Firsthand billing knowledge rather than general accounts payable.

How do you keep internal controls tight in a function where purchases happen fast and often outside the process?

What they are checking: Control design for a department that routinely moves around finance.

This is a bank running sixteen charters. How does that structure complicate allocating shared technology costs?

What they are checking: Awareness of the specific complexity of this employer.

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The full job description

As published by Wintrust.

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 12 years) and Employee Recommended award by the Globe & Mail (past 6 years) • Competitive pay and discretionary or incentive 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 • Family-friendly work hours • Promote from within culture Why join this team? • Entrepreneurial, collaborative, and supportive team culture. • Exposure to senior leaders and opportunities to broaden financial and strategic skills. • Hands-on involvement in meaningful projects that impact business performance. Position Overview The AVP – IT Finance supports accounting and financial planning and analysis activities including forecasting, budgeting, month end close, and business performance insights. This role partners closely with IT leaders to provide analytics, reporting, and P&L creation and development to help achieve financial and strategic goals. What You’ll Do • Responsible for interpreting and analyzing financial information related to the general ledger journal entries and transactions. • Accountable for maintaining and overseeing the accurate processing of IT departmental invoices and records in areas such as software licenses, data processing charges, hardware purchases and intercompany items. • Assist in the preparation of the IT annual budget and quarterly forecasts • Ensure adherence to proper internal controls and policies and interface with key internal and external customers as part of daily responsibilities and project teams Qualifications • 7-10 years of relevant financial experience, ideally in corporate finance, accounting, consulting, or banking. • Bachelor’s degree or equivalent • Strong analytical and problem-solving skills with the ability to provide actionable insights. • Proven ability to collaborate effectively with business leaders and cross-functional partners. • Comfortable working independently in a fast-paced and dynamic environment. • Excellent judgment and professionalism with internal and external stakeholders. • High attention to detail with consistent, high-quality deliverables. • Advanced Microsoft Excel and PowerPoint skills. 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 salary range for this role is $85,000-$110,000 along with eligibility to earn an annual bonus. Actual salaries may vary based on several factors, such as a candidate’s qualifications, skills, and experience. #LI-ONSITE 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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