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Salary
$50k – $65k per year
Location
In office (Chicago)
Employment
Full-Time

Confirmed on the employer's own hiring board on Sep 25, 2026. First seen by Alion on Aug 4, 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 annual 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

  • Family-friendly work hours

  • Promote from within culture

The Wintrust Receivables FinanceFactoring Operations Specialist works closely with their fellow operations team members to manage all daily cash applications and related responsibilities for the entire WRF client portfolio. This position reports to the Factoring Operations Specialist, Team Lead.

What You’ll Do

  • Work closely with fellow Factoring Operations Specialists to process daily WRF client cash receipts accurately and efficiently in accordance with established turn-around times

  • Follow established WRF operations policies and procedures for all facets of the Operation Specialist job functions

  • Escalate payment posting issues and/or client questions to applicable WRF client lead and/or team lead in a timely manner for a prompt resolution

  • Serve as the primary operations contact for assigned clients

  • Maintain an effective line of communication with the applicable operations client lead, team lead, and portfolio manager to alert of any payment issues, irregularities or unusual trends observed in performing routine job duties

  • Maintain a professional and courteous manner with all WRF clients including assisting clients by answering questions and resolving problems promptly

  • Ensure incoming client emails are put into the correct processing queue and client information is saved properly on the server

  • Adhere to Bank compliance policies and procedures

  • Performing all other duties as required

Qualifications

  • Associate’s degree in accounting or related field; Bachelor’s degree a plus

  • Up to 5 years of Factoring, Banking and/or Asset Based Lending operations experience

  • Must be detail focused and well organized with the ability to multi-task

  • Strong interpersonal and customer relation skills required for working with clients and department personnel

  • Proactive and confident communication skills (both verbal and written) to interact with WRF portfolio and operations colleagues, WRF clients and senior management

  • Ability to work closely with fellow Operations team members

  • Strong knowledge of Microsoft Operations applications (specifically MS Excel) with ability to pick up new systems quickly

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 $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.

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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