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Wintrust

Community banking and wealth management provider

Vice President - Real Estate

Full-Time
$85k - $110k+ Annual bonus
Expert
Bachelor's
Rosemont, IL, USA
In Person
Real Estate

About the job

Requirements
  • Minimum of 10 years of real estate administration experience.
  • A personal vehicle is highly recommended.
  • Knowledge of real estate title, tax, and sale is required.
  • Proficiency with Microsoft Office Suite, including Word, Outlook, and Excel.
  • A bachelor's degree is preferred.
Responsibilities
  • Administer real estate assets in personal trust accounts, estates, guardianships, and agencies, including moderately complex situations.
  • Represent the bank in contacts with customers, real estate agents, appraisers, inspectors, attorneys, beneficiaries, and other third parties.
  • Work in the field to carry out real estate responsibilities.
  • Work with Trust Officers, Administrators, and Associates throughout administration of accounts holding real estate.
  • Obtain appropriate account documentation, authorize payments, complete real-estate transactions, and consider tax liabilities.
  • Represent the bank at business-related activities, including professional organizations, conferences, and seminars.
  • Protect, insure, and sell real estate included within accounts.
  • Travel to real-estate locations and assist third-party professionals with securing and selling real estate.
  • Locate title and other records for tax and internal administration preparation and filing.
  • Coordinate and participate in meetings with internal Trust Officers, Administrators, and Associates.
  • Develop and maintain relationships with area lawyers, accountants, and centers of influence to generate business referrals.
  • Maintain accurate vendor records and document complaints.
  • Work with Wintrust Wealth Management and bank team members on cross-selling opportunities, where appropriate.
  • Maintain files, supplies, marketing materials, and internal records of real-estate assets; coordinate with Trust Officers, Administrators, and Associates as needed.
  • Participate in special projects as requested.
Desired Qualifications
  • A personal vehicle is highly recommended.

About the company

Wintrust Financial coordinates a network of community and commercial banks that provide banking, wealth management, insurance premium financing, mortgage origination, and related financial services across 175+ locations in Chicagoland, NW Indiana, southern Wisconsin, and Florida. Customers access products through checking and savings accounts, loans and lines of credit, and cash management, with wealth management offering advisory services and planning, premium financing enabling payment of insurance premiums over time, and mortgage origination helping clients secure home loans. The company differentiates itself by offering a broad, locally focused set of services across a wide regional footprint, tailored to community needs through its multiple divisions. Its goal is to deliver accessible, comprehensive financial solutions to individuals and businesses while expanding its network of community banks and services.

Company Size

1,001-5,000

Company Stage

IPO

Headquarters

Rosemont, Illinois

Founded

1995

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Simplify's Take

What believers are saying

  • Q2 2026 net income reached $233.7 million, extending the company’s record streak.
  • Deposits rose $2.2 billion and loans rose $1.6 billion in Q2 2026 without higher deposit costs.
  • Management targets mid- to high-single-digit loan and deposit growth, with another branch buildout in 2026.

What critics are saying

  • Net interest margin fell to 3.50% in Q2 2026 as loan yields dropped.
  • Noninterest-bearing deposits declined $316 million in Q2 2026 while CDs and money markets grew.
  • A Chicago commercial-real-estate downturn or deposit war can crush returns and freeze expansion by 2027.

What makes Wintrust unique

  • Wintrust reached third in Chicago deposit market share by 2025.
  • Management delivered six straight record net-income quarters through Q2 2026 using organic growth only.
  • Its franchise mixes community banking, premium finance, wealth management, and mortgage lending across Midwest markets.

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Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Life Insurance
  • Disability Insurance
  • 401(k) Retirement Plan
  • 401(k) Company Match
  • Parental Leave
  • Employee Assistance Program (EAP)
  • Flexible Spending Account (FSA)
  • Employee Stock Purchase Plan
  • Transportation and Commuting Benefits

Company News

Yahoo Finance
Oct 20th, 2026
Wintrust, Alphabet and Amazon screen as undervalued, trading up to 45% below fair value

Simply Wall St has flagged three stocks that screen as undervalued on future cash flows, trading up to 45% below fair value: Wintrust Financial, Alphabet, and Amazon.com. The screener surfaces 474 more companies with similar cash flow and valuation gaps. Wintrust Financial, a Chicago-based regional bank, is valued at about $9.6 billion. Its Community Banking arm brings in about $2.1 billion in revenue, Specialty Finance about $538 million, and Wealth Management about $214 million. Alphabet is valued at about $4,145.1 billion. Google Services generates about $367.1 billion in revenue and Google Cloud about $77.6 billion. Amazon.com is valued at about $2.7 trillion. North America brings in about $453.7 billion, International about $173.6 billion, and AWS about $148.4 billion.

Yahoo Finance
Aug 13th, 2026
Wintrust Financial reports record Q2 net income with $739.5M revenue, up 9.9% year-on-year

Wintrust Financial reported second-quarter revenues of $739.5 million, up 9.9% year on year, meeting analysts' expectations. However, the company slightly missed net interest income estimates whilst narrowly beating earnings per share forecasts. The Chicago-area regional bank, which operates community banks and provides specialty finance services including insurance premium financing and wealth management, achieved its sixth consecutive quarter of record net income. Chief executive Timothy Crane highlighted "strong diversified loan growth funded by robust organic deposit growth" as evidence of the company's business model strength. Despite the record results, Wintrust's shares fell 2.7% following the announcement, trading at $159.22. The stock was amongst 93 regional banks tracked, which collectively reported mixed second-quarter results with revenues meeting consensus estimates.

Yahoo Finance
Jul 21st, 2026
Wintrust Financial posts Q2 revenue of $739M, beats EPS estimates by 4.7%

Wintrust Financial met Wall Street's revenue expectations in Q2 2026, reporting sales of $738.6 million, up 9.8% year on year. The regional banking company's non-GAAP profit of $3.30 per share beat analysts' consensus estimates by 4.7%. The quarter marked Wintrust Financial's sixth consecutive quarter of record net income. Net interest income reached $597.4 million, showing 9.3% year-on-year growth, though it slightly missed analyst estimates of $603.9 million. Chief Executive Officer Timothy S. Crane highlighted strong diversified loan growth funded by robust organic deposit growth. Founded in 1991 as a community-focused alternative to big banks in the Chicago area, Wintrust Financial has achieved an 11% compounded annual revenue growth rate over the past five years.

Yahoo Finance
Apr 27th, 2026
Wintrust Financial beats Q1 estimates with $715.8M revenue on organic loan growth

Wintrust Financial reported first-quarter results featuring robust loan and deposit growth, stable net interest margin and disciplined expense management. Revenue reached $715.8 million, beating analyst estimates of $707.2 million, whilst adjusted earnings per share of $3.22 exceeded expectations of $2.96. CEO Timothy Crane emphasised that "all of our growth is organic", highlighting momentum from existing business lines. Credit quality metrics remained stable, with low levels of nonperforming assets and charge-offs. The company's exposure to commercial real estate and speciality finance remains well diversified and monitored. During the earnings call, analysts questioned loan growth timing, premium finance outlook, deposit sustainability and wealth management revenue. Management indicated confident expectations for continued customer acquisition and stable competitive dynamics in core markets, though wealth management revenue should normalise in coming quarters.

Yahoo Finance
Apr 21st, 2026
Wintrust Financial beats Q1 estimates with $715.8M revenue, expects strong loan growth in Q2

Wintrust Financial reported Q1 revenue of $715.8 million, beating analyst estimates of $707.2 million with 11.4% year-on-year growth. Non-GAAP earnings per share of $3.22 exceeded consensus by 8.7%. The regional bank's results were driven by organic loan and deposit growth, with deposits up $1.2 billion and loans up $1 billion on an annualised basis. Net interest margin remained stable at 3.56%, whilst wealth management and operating lease income boosted noninterest revenue. Credit quality metrics stayed strong, with nonperforming assets and charge-offs at low levels. CEO Timothy Crane stated the company expects "solid net interest income growth in the coming quarters", projecting particularly strong loan growth in Q2 from property and casualty premium finance. Management plans to maintain net interest margin near 3.5% whilst investing in digital capabilities.