Demo

Loan Documentation Administrator Sr

Wintrust Financial Corporation
Des Plaines, IL Full Time
POSTED ON 1/7/2026
AVAILABLE BEFORE 3/9/2026

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 10 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 175 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:

The Loan Documentation Administrator II position is responsible for preparation of LaserPro loan documentation and the review of attorney prepared documents for complex and multi-million-dollar commercial loan transactions including option-based pricing loans, Swaps, Syndications, Participations,

First Insurance transactions, Capital Markets, Capital Call Lines, Leveraged Loan Transactions, Institutional loans, Government and Municipal lending, Franchise lending, Wintrust Business Credit monitored loans, international transactions and commercial real estate transactions.

  • Additionally, this position reviews same transactions post-closing ensuring that all due diligence and executed loan documents are present, identify trailing documentation exceptions and prepare the file for Servicing
  • Review complex attorney prepared documents for lending groups ensuring that the structure of the loan can be accommodated on loan systems.
  • Appropriately enforce all corporate due diligence and compliance requirements.
  • Communicate effectively with lender and/or lending support staff regarding issues, questions or additional information needed during the documentation preparation and/or attorney review stage to ensure that Loan Operations and the lending staff are working together to meet borrower needs.
  • Seek attorney assistance on questions/issues arising from both preparation and review of loan documents. Determine when it is necessary to reach out to counsel for guidance and assistance with questions as well as request and utilize specialized language as needed to protect Bank's interest in the loan transaction.
  • Seek guidance of Bank's Chief Credit Officers at appropriate times to assist in clarification of loan transactions.
  • Complete post-closing review of documentation to ensure due diligence document requirements have been completed and executed loan documents are present.
  • Identify trailing documentation exceptions for entry by Collateral team.
  • Prepare the final file for booking and funding.
  • Complete analysis of real estate tax bills to determine monthly escrow payments as well as beginning balance for real estate transactions.
  • Assist in providing guidance and training to team members as need arises.

Qualifications:

  • Minimum 3-5 years of experience preparing/reviewing very complex and high dollar commercial and commercial real estate loan transactions.
  • Strong understanding of commercial lending concepts and experience in a loan operations environment handling and supporting commercial lending staff.
  • Excellent knowledge and understanding of collateral perfection requirements, commercial loan documents, corporate credit policy, approval levels, the workings of a larger loan operations group and some basic loan accounting knowledge and audit controls.
  • Wide experience level of commercial real estate and the more complex workings of real estate lending and working with title companies.
  • Superior communication skills (both written and verbal) and the ability to partner with commercial lenders and support staff to ensure that transactions are completed satisfying both Bank requirements and customer expectations.
  • Ability to determine appropriate level of flexibility in procedures and policies to assist lenders in closing loan transactions. Strong use of common-sense approach to assisting lending staff.

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 annual salary range for this role is $59,000-$77,000, 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.

LI-Hybrid


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.

Salary : $59,000 - $77,000

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