Wintrust Financial Corporation

Wintrust Financial Corporation

Transaction Specialist

Location : Oak Lawn, IL, 60454

Job Type : Full Time

Date Posted : 22 October 2026

Transaction Specialist

Role Overview:

The Transaction Specialist is responsible for delivering excellent customer service while accurately handling a variety of financial transactions. This role is essential in building strong customer relationships and supporting the smooth operation of daily branch activities.

Why Join Wintrust?

  • Recognized as a Top Workplace by the Chicago Tribune for 12 consecutive years, reflecting an award-winning organizational culture
  • Employee Recommended Award by The Globe and Mail for six consecutive years, celebrating exceptional employees
  • Competitive pay with eligibility for annual discretionary bonuses
  • Comprehensive benefits package including medical, dental, and vision coverage, life insurance, a 401(k) plan with a substantial employer match, and tuition reimbursement support
  • Family-friendly work hours
  • Career growth opportunities across 200+ community bank branches
  • Strong promote-from-within culture

Key Responsibilities:

  • Process a variety of financial transactions, including check cashing, withdrawals, deposits, and loan repayments, with high accuracy
  • Operate a teller station to assist customers and staff in the branch or at the drive-through
  • Identify opportunities to cross-sell products and services and refer clients to the appropriate bank personnel
  • Develop the ability to detect potential fraudulent activity and report any concerns to management
  • Follow all departmental, banking, and regulatory policies and procedures
  • Uphold and promote the Wintrust organizational culture
  • Support the opening and closing procedures to ensure smooth branch operations
  • Participate in community events as needed

Qualifications:

  • Minimum of six months experience in cash handling or customer service
  • High school diploma or GED required
  • Ability to travel between branches as needed
  • Availability to work all shifts, including Saturdays
  • Ability to lift up to 50 pounds
  • Ability to stand for extended periods of time

Benefits:

  • personal or work-related challenges
  • Traditional and Roth 401(k) plans with employer match contributions
  • Flexible Spending Account (FSA) to use pre-tax dollars for qualified medical expenses
  • Employee Stock Purchase Plan allowing purchase of company stock at a 5% discount
  • Critical Illness Insurance
  • Accident Insurance
  • Transportation and commuting benefits to support employees’ work-life balance
  • Banking Benefits
  • Pet Insurance
  • Medical Insurance
  • Dental Insurance
  • Vision Insurance
  • Life Insurance
  • Accidental Death and Dismemberment coverage providing additional protection in the event of an accident
  • Short-term and long-term disability insurance to provide financial support in case of temporary or extended disability
  • Parental Leave
  • Employee Assistance Program (EAP) providing confidential support and resources for

About Wintrust:

Wintrust operates through 16 bank charters and nine non-bank businesses, offering a wide range of community and commercial banking, specialty finance, and wealth management services. The company combines the personalized service of community banking with the advanced solutions of larger financial institutions.

With more than 200 branch locations in Illinois, southwestern Florida, northwestern Indiana, western Michigan, and southern Wisconsin, as well as commercial banking offices in Chicago, Denver, Milwaukee, Grand Rapids, Michigan, and key branch locations throughout Illinois, Wintrust serves clients nationwide.

Wintrust Financial Corporation is an Equal Opportunity Employer. All qualified applicants will be considered for employment without regard to race, color, religion, gender, age, national origin, disability, veteran status, genetic information, or any other legally protected category.

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