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Salary
$42k – $55k per year
Location
In office (Rosemont)
Employment
Full-Time

Confirmed on the employer's own hiring board on Sep 27, 2026. First seen by Alion on Sep 25, 2026. Wintrust Financial scores B on the Alion truth index.

Overview
Company
Impact
Profile match
Wintrust Financial is a bank holding company headquartered in Rosemont, Illinois, and founded in 1991. The company operates a group of separately branded community banks across the Chicago area and southern Wisconsin, alongside specialty businesses in commercial lending, insurance premium finance, mortgage origination, and wealth management. It is listed on the Nasdaq and has grown largely by acquiring local banks while keeping their individual names and branch identities.

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
  • Promote from within culture

Why join this team?

  • We hold ourselves accountable to high standards, share wins, operate ethically, and have fun

Position Summary

The Desktop Technician provides a single point of contact for end-users to receive support and maintenance within the organization’s desktop computing environment. This includes installing, diagnosing, repairing, maintaining, configuring and upgrading all PC hardware, software, and equipment to ensure optimal workstation performance. Troubleshoots problem areas (in person, by telephone, or via e-mail) in a timely and accurate fashion, and provides end-user assistance where required. Responsibilities also include various vendor management related and project management activities.

What you’ll do

  • Manages incidents and service requests queue and resolves daily hardware and software service and support requests. Adheres to established service level agreements. Thoroughly documents work performed in ticketing system.
  • Installs, configures, troubleshoots, and repairs Windows and Macintosh desktop and laptop computer systems, peripheral equipment and mobile devices.
  • Follows process documentation and checklists to ensure standardization of work. Proactively recommends documentation changes.
  • Installs, manages and troubleshoots Microsoft and Macintosh desktop OS systems, as well as, Android and iOS mobile platforms. Completes project tasks as assigned. Meets project dates. Schedules installations/upgrades and provides system maintenance in accordance with IT procedures. Works on site specific department projects and/or sub-projects. Identify opportunities to automate operational processes across the desktop environment
  • Assists System Engineers as they coordinate, test, and implement enhancements or new releases of Operating System and application packages.
  • Wintech Express (or other walk-in service areas) - Deploys, troubleshoots and resolves end user hardware and application issues. Customers can walk-in or make a service appointment.
  • Position requires travel to support Wintrust Corporate or Chicago-area satellite campuses (e.g. 9700, 9701, 9801, FIRST Northbrook, Tricom and 231 LaSalle). Occasional travel to other locations (e.g. banking, mortgage, WAF, WSF, etc.) with some air travel (Domestic/International).

Qualifications

  • 0-3 years Desktop Support, Field Support or related work experience
  • Familiarity with TCP/IP, DHCP, DNS, LDAP. Solid understanding and experience with LAN/WAN/Internet environments (TCP/IP knowledge -- IP addresses, subnet masks, default gateway…etc.). Working knowledge of Windows Server 2016/2012r2 operating systems and Active Directory in a global enterprise environment
  • Experience with and understanding of Active Directory and Local Group Policy design and have working proficiency of Forests, Domains, Trusts. Knowledge of or proficiency with handheld wireless devices. Basic understanding of Windows PKI, Certificates
  • Excellent customer service skills - ability to clearly articulate technical issues and solutions to non-technical users, provide progress updates and complete tasks in a timely manner.
  • Provide after-hours support for service escalations when required

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 $42,000-$55,000, 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.

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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