Wintrust Executive and Leadership Team

May, 2026

Leadership Overview

Wintrust has 10 executives leading key functions including strategy, operations, technology, finance, and investment.

Driven by a unique community banking model, Wintrust is dedicated to delivering personalized service and local decision-making authority, differentiating itself from larger banks through its commitment to community involvement and relationship banking.

Leadership Roles at Wintrust

  • President & Chief Executive Officer - David Normandin
  • President & Chief Executive Officer, Wintrust Commercial Finance (Texas) - Kirk Phillips
  • Chief Executive Officer, Wintrust Investments - James Corbett
  • Co-Chief Executive Officer, Private Client - Timothy Hannahs
  • Executive Vice President & Chief Financial Officer - David Stoehr
  • SVP-Business Line Chief Financial Officer - Kyle Furry
  • Senior Vice President, Chief Operating Officer - Chris Maudlin
  • Executive Vice President & Chief Operating Officer - Jeff Darlington
  • Executive Vice President & Chief Technology Officer - Deb Lefevre
  • Veterans Mortgage Senior VP, Chief Information Officer - Jonathan Love
  • David Normandin - President & Chief Executive Officer

    David Normandin, the President & Chief Executive Officer at Wintrust, directs the overarching strategy and operational execution for the entire organization. This leadership role involves guiding the company's unique community banking model, which combines local bank identities with the robust resources of a larger financial institution. Normandin oversees the expansion and integration of both community banking franchises and specialty finance businesses, ensuring alignment with Wintrust's core philosophy of relationship banking and community involvement. The Chief Executive Officer drives initiatives to enhance customer experience through digital platforms and innovative solutions, while preserving the personal touch that defines Wintrust's market approach. This executive's purview extends to fostering growth across the Chicagoland area, southern Wisconsin, and northwest Indiana, ensuring sustained market presence and financial performance. David Normandin is responsible for setting the strategic direction that supports Wintrust's reputation for personalized service and local decision-making.
    David Normandin

    Kirk Phillips - President & Chief Executive Officer, Wintrust Commercial Finance (Texas)

    Kirk Phillips, the President & Chief Executive Officer, Wintrust Commercial Finance (Texas) at Wintrust, spearheads the strategic direction and operational management of the commercial finance division specifically within Texas. This leadership position involves driving growth and profitability for Wintrust's specialized financial services, which include areas like commercial insurance premium financing and short-term accounts receivable financing. Phillips oversees the development and execution of tailored financial solutions designed to meet the unique needs of businesses operating in the Texas market. The Chief Executive Officer, Wintrust Commercial Finance (Texas) ensures that the division's operations are integrated with the broader Wintrust strategy, leveraging the parent company's resources while maintaining a distinct focus on niche market segments. Kirk Phillips is accountable for expanding market share and enhancing service delivery within this critical geographic region, reinforcing Wintrust's reputation for sophisticated financial products and localized expertise.
    Kirk Phillips

    James Corbett - Chief Executive Officer, Wintrust Investments

    James Corbett, the Chief Executive Officer, Wintrust Investments at Wintrust, leads the strategic vision and operational management for the company's investment division. This executive role focuses on delivering comprehensive wealth management services, including investment advisory, trust and estate planning, and asset management to high-net-worth individuals and institutional clients. Corbett oversees the development and implementation of investment strategies that align with client objectives and market dynamics. The Chief Executive Officer, Wintrust Investments ensures that the division's offerings are integrated with Wintrust's broader financial services portfolio, providing clients with a holistic approach to financial planning. James Corbett's leadership drives the growth and performance of Wintrust's investment capabilities, reinforcing the company's commitment to sophisticated financial products and expert guidance. This executive is instrumental in expanding the reach and impact of Wintrust's wealth management solutions.
    James Corbett

    Timothy Hannahs - Co-Chief Executive Officer, Private Client

    Timothy Hannahs, the Co-Chief Executive Officer, Private Client at Wintrust, leads the strategic direction and operational execution for the company's private client services. This executive role focuses on delivering tailored wealth management and banking solutions to high-net-worth individuals and families. Hannahs oversees the development and implementation of strategies designed to enhance client relationships and expand the private client base across Wintrust's operating regions. The Co-Chief Executive Officer, Private Client ensures that services offered are comprehensive, encompassing investment advisory, trust services, and personalized banking. Timothy Hannahs' leadership drives the growth and success of the private client division, reinforcing Wintrust's commitment to sophisticated financial products and personalized, relationship-based service. This executive is key to maintaining Wintrust's reputation for exceptional client care.

    David Stoehr - Executive Vice President & Chief Financial Officer

    David Stoehr, the Executive Vice President & Chief Financial Officer at Wintrust, oversees the company's financial strategy, planning, and reporting. This executive role is crucial for managing Wintrust's financial health, including capital allocation, risk management, and investor relations. Stoehr directs the financial operations supporting both the community banking model and the diverse specialty finance subsidiaries. The Chief Financial Officer ensures compliance with all financial regulations and drives initiatives aimed at optimizing profitability and shareholder value. David Stoehr's leadership guides Wintrust's financial performance, supporting its expansion efforts and its commitment to delivering sophisticated financial products. This executive plays a pivotal role in maintaining the financial stability and strategic growth of the organization across its operating regions.
    David Stoehr

    Kyle Furry - SVP-Business Line Chief Financial Officer

    Kyle Furry, the SVP-Business Line Chief Financial Officer at Wintrust, provides dedicated financial leadership and strategic oversight for specific business lines within the organization. This role involves managing the financial performance, budgeting, and forecasting for designated operational units, ensuring their profitability and alignment with Wintrust's overall financial objectives. Furry collaborates closely with business line leaders to identify financial opportunities and mitigate risks. The Business Line Chief Financial Officer plays a key part in analyzing financial data to support strategic decision-making and resource allocation across Wintrust's diverse portfolio of community banks and specialty finance businesses. Kyle Furry's expertise ensures that individual business lines contribute effectively to the company's sustained growth and financial strength, reinforcing Wintrust's commitment to sound financial management.

    Chris Maudlin - Senior Vice President, Chief Operating Officer

    Chris Maudlin, the Senior Vice President, Chief Operating Officer at Wintrust, manages the day-to-day operational functions across the organization. This executive role involves optimizing business processes and ensuring the efficient delivery of banking and financial services to Wintrust's diverse customer base. Maudlin oversees the operational integration of acquired businesses and the scaling of existing operations to support continued growth. The Chief Operating Officer plays a key part in maintaining the balance between Wintrust's community banking model and its sophisticated financial product offerings. Chris Maudlin's responsibilities include enhancing operational efficiency, managing risk, and ensuring seamless service delivery across all Wintrust's geographic markets, including the Chicago metropolitan area, southern Wisconsin, and northwest Indiana. This leadership ensures that operational excellence underpins the company's commitment to personalized service and local decision-making.

    Jeff Darlington - Executive Vice President & Chief Operating Officer

    Jeff Darlington, the Executive Vice President & Chief Operating Officer at Wintrust, directs critical operational initiatives that support the company's expansive financial services. This role involves overseeing the implementation of strategic operational improvements and ensuring the seamless functioning of various business units, including community banking and specialty finance. Darlington focuses on enhancing operational scalability and efficiency, particularly in supporting Wintrust's growth across its key geographic regions. The Chief Operating Officer collaborates with other senior leaders to refine processes that uphold Wintrust's commitment to personalized service and local decision-making. Jeff Darlington's leadership ensures that operational frameworks are robust enough to support both traditional banking services and specialized financial products, contributing to the overall financial health and market competitiveness of Wintrust. This executive drives operational strategies that align with the company's long-term objectives.

    Deb Lefevre - Executive Vice President & Chief Technology Officer

    Deb Lefevre, the Executive Vice President & Chief Technology Officer at Wintrust, directs the company's technology strategy and infrastructure development. This critical role involves overseeing all aspects of information technology, ensuring that Wintrust's digital banking platforms and innovative solutions are robust, secure, and enhance customer experience. Lefevre is responsible for implementing cutting-edge technologies that support the organization's unique community banking model and specialty finance businesses. The Chief Technology Officer drives initiatives related to cybersecurity, data management, and system integration, ensuring operational efficiency and compliance across all Wintrust operations. Deb Lefevre's leadership ensures that technology investments align with the company's growth objectives and its commitment to providing sophisticated financial products while maintaining a personal touch. This executive champions technological advancements that support both internal operations and external client services.

    Jonathan Love - Veterans Mortgage Senior VP, Chief Information Officer

    Jonathan Love, the Veterans Mortgage Senior VP, Chief Information Officer at Wintrust, directs the technology strategy and information systems for the Veterans Mortgage division and contributes to the broader IT infrastructure. This dual role involves ensuring that technology solutions effectively support the specialized needs of veterans' mortgage lending while also contributing to the overall technological advancement of Wintrust. Love oversees the development and implementation of secure, efficient, and user-friendly technology platforms that enhance the mortgage origination and servicing processes. The Chief Information Officer plays a critical part in leveraging technology to improve operational efficiency and customer experience within this specific business line. Jonathan Love's leadership ensures that Wintrust's mortgage operations are technologically advanced, supporting its commitment to providing specialized financial products and services to its target clientele.

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    Frequently Asked Questions Regarding Wintrust Top Executives and Leadership Team

    Who leads Wintrust?
    Wintrust is led by David Normandin (President & Chief Executive Officer), along with executives such as Kirk Phillips (President & Chief Executive Officer, Wintrust Commercial Finance (Texas)) and James Corbett (Chief Executive Officer, Wintrust Investments).
    Who is part of Wintrust’s executive team?
    The executive team of Wintrust includes leaders such as David Normandin (President & Chief Executive Officer), Kirk Phillips (President & Chief Executive Officer, Wintrust Commercial Finance (Texas)), James Corbett (Chief Executive Officer, Wintrust Investments) and other senior executives.
    How many executives does Wintrust have?
    Wintrust has 10 executives leading key business areas.
    What roles are included in Wintrust’s leadership team?
    The leadership team of Wintrust includes roles such as President & Chief Executive Officer, President & Chief Executive Officer, Wintrust Commercial Finance (Texas), Chief Executive Officer, Wintrust Investments, Co-Chief Executive Officer, Private Client, Executive Vice President & Chief Financial Officer.