Cash Disbursement Specialist

Sorry, this job was removed at 08:43 p.m. (UTC) on Tuesday, Jul 21, 2026
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Northbrook, IL, USA
In-Office
20-26 Hourly
Fintech • Information Technology • Marketing Tech • Financial Services
Committed to being an employer of choice through strong principles, shared values, and distinctive culture.
The Role

As one of the largest premium finance companies in the country, FIRST Insurance Funding provides full premium finance services, plus additional services built specifically for agencies. We pride ourselves on the variety of incentive programs, services, and technology we offer. This not only helps grow the agents, brokers, and companies we partner with, but also helps them better serve their clients. FIRST Insurance Funding is a subsidiary of Wintrust, a financial services company with more than $66 billion in assets.

What You'll Do

  • Promptly and accurately research, review, and process payments from various sources along with loss and loss recoveries.
  • Research and resolve unidentified transactions in the cash suspense ledger and assist in reconciliation process of suspense items
  • Coordinate the daily department balancing spreadsheet. and review transactions identified in the payment exception reports.
  • Assist in researching and resolving items in general ledger accounts, including processing necessary entries to clear outstanding amounts
  • Process complex payment/account transactions, adjustments, and reconciling items. 
  • Manage department email box and distribute items to team members for processing and handle complex requests.
  • Promptly and accurately process requests and/or respond to inquiries from internal and external customers. Take corrective action as necessary to resolve issues.
  • Prepare and/or maintain comprehensive and accurate documentation within area of responsibility. Help coordinate and assist with department meetings along with training and development of team members.

Qualifications

  • Excels at proofreading, spotting inconsistencies and proactively resolving discrepancies
  • Ability to communicate clearly and concisely via email while documenting requests
  • Comfortable navigating, entering data, creating basic charts and using formulas in excel
  • Experience with Microsoft Suite
  • Prior experience in the financial industry preferred, experience with wires is a plus

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 hourly rate for this role is $20.20-$26.45, along with eligibility to earn an annual discretionary bonus. Actual pay rate may vary based on several factors, such as a candidate’s qualifications, skills and experience.

#LI-ONSITE

#LI-LR1

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.

Wintrust Financial Corporation Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Wintrust Financial Corporation and has not been reviewed or approved by Wintrust Financial Corporation.

  • Affordable Benefits Employer covers a large share of medical premiums, making health coverage comparatively low cost. Plan options are broad and pair with HSA/FSA choices and wellbeing programs.
  • Parental & Family Support Paid maternity, parental, and adoption leave are structured and fully paid, with backup childcare access through Bright Horizons. Adoption assistance and family support resources further strengthen caregiving support.
  • Retirement Support A 401(k) with a company match and an employee stock purchase plan provide multiple savings and ownership avenues. Match mechanics and plan access are noted features of the total rewards offering.

Wintrust Financial Corporation Insights

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The Company
HQ: Rosemont, IL
5,284 Employees
Year Founded: 1991

What We Do

Wintrust Financial (Wintrust) is a financial services holding company based in Rosemont, Illinois, with $50 billion in assets. Wintrust engages in the business of providing traditional community banking services, wealth management services, commercial insurance premium financing, mortgage origination and more.

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