
Wintrust Financial operates as a comprehensive financial services provider delivering sophisticated banking solutions with authentic community banking relationships. As the parent organization managing 16 bank charters and nine non-bank businesses, Wintrust Financial serves clients across all 50 states through more than 200 branch locations strategically positioned in Illinois, southwestern Florida, northwestern Indiana, west Michigan, and southern Wisconsin. The organization combines the resources and expertise of a $66 billion financial institution with the personalized service approach that defines genuine community banking.
Comprehensive Financial Solutions
Wintrust Financial specializes in community banking, commercial banking, specialty finance, and wealth management services tailored to diverse client needs. The organization maintains commercial banking offices in key markets including Chicago, Denver, Milwaukee, and Grand Rapids, enabling professionals to serve clients across multiple regions. Whether clients need traditional deposit services, commercial real estate lending, mortgage origination, insurance premium financing, or sophisticated wealth management solutions, Wintrust delivers expertise backed by institutional strength and local market knowledge.
Why Work At Wintrust Financial
- Award-winning workplace culture: Recognized as a Top Workplace by the Chicago Tribune for 11 consecutive years and Employee Recommended by the Globe & Mail for 6 years
- Competitive compensation with discretionary and incentive bonus eligibility
- Comprehensive benefits including medical, dental, vision, life insurance, 401(k) with generous company match, and tuition reimbursement
- Family-friendly work hours supporting work-life balance
- Career development through 200+ community bank locations offering growth opportunities
- Promote-from-within culture valuing internal advancement and professional development
- Team-oriented atmosphere fostering individual growth and collaboration
Career Growth and Community Impact
Professionals at Wintrust Financial join an organization where relationship-focused service meets sophisticated financial expertise. The company's multi-state presence creates unique opportunities for career progression across different markets and business lines. Whether specializing in commercial real estate lending, wealth management, or community banking, team members contribute to serving diverse communities while building meaningful careers. The organization's commitment to ethical standards, personal integrity, and inclusive workplace culture creates an environment where diverse talent thrives and communities benefit from personalized financial guidance.
Mission
Deliver sophisticated financial solutions with authentic community banking relationships across multiple states, combining institutional strength with personalized service and ethical leadership.
Frequently Asked Questions
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Analyst Operations Equipment Leasing
Description
Wintrust Asset Finance is an equipment-focused financing group that offers sophisticated loan and lease products to commercial companies throughout the country in a wide range of industries, including transportation, construction, manufacturing, energy services, aviation, and turn-key property, plant, and equipment, among others. Wintrust Asset Finance is an affiliate of Wintrust, a financial services company with more than $66 billion in assets.
Wintrust Equipment Finance, a division of Wintrust Asset Finance Inc. (WAF), an affiliate of Wintrust Financial Corporation, is looking for a candidate for Documentation Operations Analyst specializing in direct and indirect originations primarily via equipment lease/loan financing and lease debt discounting transactions. This position will have active involvement in the growth of equipment leasing and loan arm of the bank, for both direct and indirect originations. WAF provides sophisticated finance and lease products (including equipment leases and equipment loans) to commercial enterprises throughout the United States in a wide range of industries. Wintrust Financial Corporation is a financial services holding company based in Rosemont, Illinois, with assets above $50 billion and provides community-oriented, personal and commercial banking services to customers located in the greater Chicago, Illinois and southern Wisconsin metropolitan areas through its 16 wholly owned banking subsidiaries. Wintrust Equipment Finance direct originations provides equipment financing solutions for companies in Illinois, Indiana, and Wisconsin with typical transaction sizes of $500,000 to $10 million, while the indirect originations targets upper middle market through investment grade companies ranging from $150,000 to $10 million on a per schedule basis, done either one off or under guidance lines.
Why join us?
- An award-winning culture! We are rated a Top Workplace by the Chicago Tribune (past 11 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
- Family-friendly work hours
- With 200+ community bank locations, we offer opportunities to grow and develop in your career
- Promote from within culture
Why join this team?
- We have a culture that encourages an entrepreneurial spirit
- We offer multiple opportunities for development and upward mobility
What You'll Do
- Responsible for the review and understanding of lease and loan documentation as well as document packet preparation and to assist with negotiation and redlining of documents as needed
- Assist with the day to day activities of the Operations Department including funding, preparation of booking packets for accurate booking into portfolio systems (FIS and InfoLease), lien perfection and servicing of equipment loans and leases for our direct and indirect originations portfolio.
- Assist with customer invoicing, posting of customer payments, including ACH processing and delinquency monitoring.
- Assist with processing modification requests and/or contract changes as well as review of such changes in our system of record (currently Infolease and FIS)
- Responsible for ordering Uniform Commercial Code "UCC" searches, preparing UCC filings, and completing motor vehicle title paperwork as needed to ensure perfection of security interests on portfolio.
- Assist with maintaining insurance coverage for portfolio and tracking renewals.
- Assist with maintenance of loan and lease documentation and scanning of documents into records management systems.
- Assist in distribution of data and reports provided to internal management as well as required data for internal and external auditors.
- Ensure compliance with departmental policies and procedures.
Qualifications
- 5+ years knowledge and experience of loan and lease documentation and perfection, with respect to direct and indirect originations (5+ years)
- Processing loan or leasing documentation experience required.
- Prior bank, finance or leasing company experience in documentation, operations or credit administration preferred
- Excellent customer service skills and the ability to interact with customers, lessor's, vendors, and all levels of management
- Ability to handle multiple tasks and accept change willingly
- Attention to detail with a strong work ethic and willing to take initiative.
- Effective written and verbal communication and interpersonal skills needed to work with all levels of management and customers
- Proficient with MS Excel as well as experience with other MS Office products.
- Bachelor's degree or some college preferred
- Experience with Salesforce and loan/lease origination platforms a plus
- Knowledge of portfolio accounting systems such as InfoLease, FIS or ACBS a plus
- Knowledge of loan and lease pricing software such as TValue and SuperTrump 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 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
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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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