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Salary
$141k – $190k per year
Location
In office (Milwaukee)
Seniority
Middle · 7+ years exp
Visa
H-1B filings in 12 months: 26 · green card filings: 11
Employment
Full-Time

Confirmed on the employer's own hiring board on Oct 18, 2026. First seen by Alion on Oct 5, 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 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

Position Overview:

Wintrust Bank is looking for a dynamic and entrepreneurial senior level banker to join our Wealth Services team. The right individual will have 7+ years of experience cultivating new client relationships and actively strengthening existing client relationships through customized banking and lending solutions.

This specific role collaborates with related internal partners across all lines of business to identify and bring focus to the lending and deposit needs of private clients.

What you’ll do:

  • Maintain and develop existing portfolio by assessing and supporting all banking and customized lending solution needs of high-net-worth clients with the ultimate goal of profitable growth.
  • Explore new opportunities to develop relationships through creative solutions that can be both credit and non-credit and also through leveraging other business partners.
  • Negotiate proper loan structure and effectively cross sell products
  • Maintains comprehensive understanding of current lending products offered in the market and keeps informed of all relevant industry trends and practices.
  • Ensure consistency in deal structuring to bridge client needs to appropriate risk mitigation through detailed analysis and credit underwriting. Responsibilities may include presenting at Loan Committee and acting as quarterback to drive deals through the underwriting and closing process.
  • Maintain properly documented files and manage renewals and collection efforts on past dues and defaulted loans
  • Collaborate with peers, and mentor junior team members, as part of a team to ensure delivery of superior client service.

Qualifications:

  • Minimum of 7 years of experience developing and managing relationships with high-net-worth clients plus hands-on experience in applying deep credit expertise, working knowledge of investment portfolios and trust solutions.
  • Demonstrated experience working in a team environment, introducing the appropriate partners and suite of investment, trust, and banking solutions to high-net-worth individuals, families, and institutions.
  • Ability to apply credit expertise, identify risk and complete necessary analysis and documentation to achieve credit actions
  • Formal credit training a plus
  • College Degree / Business, Finance, Accounting, Real Estate, Economics preferred
  • Proficiency in Microsoft Office products

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 $141,000 - $190,000, 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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