Demo

VP, Assistant General Counsel - Commercial Lending

Wintrust Financial Corporation
Rosemont, IL Full Time
POSTED ON 5/8/2026
AVAILABLE BEFORE 6/20/2026
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 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
  • Family-friendly work hours

Why Join This Team?

  • We have a vibrant, collegial, and team-oriented atmosphere that provides significant opportunities for individual growth
  • Our team is in a unique position which allows us to collaborate with multiple other departments and have exposure to executive management
  • We are seeking an experienced lawyer prepared to take on new challenges in a growing organization

What You’ll Do

  • Provide day-to-day legal transactional support to bankers, loan operations, credit teams and external counsel with respect to documenting and structuring commercial lending transactions / products. Monitor and keep current on industry trends and legal / regulatory developments impacting commercial lending generally
  • Advise and assist centralized loan operations with standardization and negotiation of internally prepared loan documentation. Prepare, maintain and manage up to date form loan documentation libraries and requirements for use internally and by external counsel
  • Support for: capital markets team with respect to syndicated facilities and loan assignments/participations; transactions where Wintrust is the borrower; and certain treasury management functions
  • Assist with loan workouts, including negotiation of forbearance agreements, and M&A activity relating to portfolio loan purchases and sales
  • Work with Compliance, Risk, and other relevant internal stakeholders to ensure company policies & requirements are being addressed. Review legal due diligence materials as needed by bankers and credit teams
  • Assist credit team in reviewing partnership agreements relating to CRA lending based investments

Qualifications

  • JD degree from an accredited law school
  • License to practice law in Illinois
  • 7 years of relevant in-house or law firm experience, in financial services, specifically commercial lending

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 $170,000-$220,000, 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.

Salary : $170,000 - $220,000

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