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Staff Accountant

Wintrust · Menomonee Falls, WI · $50,000–$65,000 a year · Full time

Posted Sep 24, 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

Walk me through your month-end close responsibilities at your last job.

What they are checking: Whether they have handled journal entries, accruals and reconciliations on a real close calendar.

Tell me about an error you found in the books. How did you fix it?

What they are checking: Whether they trace the cause, correct properly and prevent it from happening again.

How do you support auditors during year-end fieldwork?

What they are checking: Whether they keep organized support files and respond accurately to audit requests.

What draws you to a smaller, close-knit team like TRICOM's?

What they are checking: Whether they want broad hands-on work and would fit a long-term, tight team environment.

What would you do

A balance sheet account has an unexplained difference that's been carried for months. What do you do?

What they are checking: Whether they dig in and resolve old items rather than rolling them forward.

You're juggling a close deadline and an urgent request from your manager. How do you handle it?

What they are checking: Whether they communicate tradeoffs early instead of missing a deadline quietly.

About the work

TRICOM funds payroll for staffing agencies and finances their receivables. What accounting questions does that business raise?

What they are checking: Whether they can think through receivables, advances and fee income for a specialty finance business.

How do you reconcile a bank account with a lot of daily activity?

What they are checking: Whether they can match high-volume transactions and resolve reconciling items promptly.

How would you record an accrual for an expense that hasn't been invoiced yet?

What they are checking: Whether they understand accrual basis accounting and reversing entries.

How strong are your Excel skills? Tell me about a workbook you built that others used.

What they are checking: Whether they can handle lookups, pivot tables and clean structure that others can trust.

Practice this interview out loud.

Offer builds a real interview for this exact role at Wintrust from your resume and this job description, asks the questions one at a time, and tells you what landed. The first one is free.

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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.” TRICOM was founded in 1989 by a group of industry professionals who felt there was a better way to meet the payroll funding, payroll processing, accounts receivable finance and full back-office service needs of the staffing industry. We are a dynamic company committed to growth and continually striving to exceed client expectations. If you are looking for a long-term career opportunity with a very strong employee centric and close-knit culture, then TRICOM is the place you want to be. 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 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 • With 175+ community bank locations, we offer opportunities to grow and develop in your career • Promote from within culture Why join this team? • You’ll work with multiple departments within TRICOM on an on-going basis, meeting amazing people along the way. • We strive on teamwork to ensure we all are successful with our daily processes and tasks. • Chances to learn and grow through new initiatives and multi-tasking. What You'll Do: The Staff Accountant will reconcile and prepare quarterly payroll reports and forms, to prepare client financial statements, and to function as an internal auditor each month for all the processes. Quarterly payroll reporting: • Reconciliation of the payroll processes and determination of the correct venues for taxes withheld • Reconciliation of tax payments and development of a quarter-end report • Determine who is responsible for additional costs in the event of errors • Prepare quarterly and annual tax forms • Create and review W-2 forms. General Ledger Accounting: • Assist and counsel clients to transfer all financial information to the company • Determine proper treatment of client’s checks/register following GAAP and prepare monthly statements • Reconcile client bank statements • Respond to general financial questions the client may have Internal Audit Functions: • Prepare monthly reports and audit internal process the company does for its clients • Determine where processing is lacking and train staff when errors occur • Develop and assess internal/external processes to better serve the clients Qualifications: • Bachelor’s Degree in Accounting is required • Minimum of 2 years of related experience • Excel experience –medium to high proficiency • Excellent organizational and time management skills • Ability to multitask to accommodate rapidly changing priorities • Possess sound analytical problem-solving and documentation skills • Ability to understand quality standards for own work and check own work • Ability to write and speak clearly in all verbal communications, one on one or in small groups 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 range for this role is $50,000-$65,000, 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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