Leadership Overview
Wintrust has 10 executives leading key functions including strategy, operations, technology, and finance.
Driven by a commitment to community banking values, Wintrust combines local decision-making with sophisticated financial products to serve businesses and families across its operating regions.
Driven by a commitment to community banking values, Wintrust combines local decision-making with sophisticated financial products to serve businesses and families across its operating regions.
Leadership Roles at Wintrust
David Normandin - President & Chief Executive Officer
David Normandin, the President & Chief Executive Officer at Wintrust, directs the overarching corporate strategy and operational execution for the financial holding company. Normandin guides the integration of community banking principles with specialty finance businesses across the Chicagoland area, southern Wisconsin, and northwest Indiana. This leadership role involves ensuring alignment with the company's mission of delivering personalized service and local decision-making. Overseeing the strategic direction, David Normandin drives Wintrust's growth through both organic expansion and targeted acquisitions, maintaining the organization's reputation for relationship banking. The President & Chief Executive Officer ensures that digital banking investments enhance customer experience while preserving the core community-focused approach that defines Wintrust's market differentiation.
Kirk Phillips - President & Chief Executive Officer, Wintrust Commercial Finance (Texas)
Kirk Phillips, the President & Chief Executive Officer, Wintrust Commercial Finance (Texas) at Wintrust, directs the strategic growth and operational management of the commercial finance division based in Texas. Phillips oversees the provision of specialized financial solutions, including accounts receivable financing and equipment financing, tailored to businesses within the region. This leadership role involves driving market penetration and ensuring the division's financial performance aligns with Wintrust's broader specialty finance objectives. The President & Chief Executive Officer fosters strong client relationships and identifies new business opportunities within the Texas market. Kirk Phillips ensures that Wintrust Commercial Finance operates with agility and a deep understanding of the local business landscape, contributing significantly to the company's diversified revenue streams.

Robert Truitt - Senior Vice President, Chief Financial Officer - Mortgage
Robert Truitt, the Senior Vice President, Chief Financial Officer - Mortgage at Wintrust, oversees the financial operations and strategic planning for the company's mortgage origination and servicing businesses. Truitt manages financial reporting, budgeting, and forecasting specifically for the mortgage division, ensuring profitability and compliance with industry regulations. This critical role involves analyzing market trends and identifying opportunities for financial growth within the mortgage sector. The Chief Financial Officer - Mortgage works to optimize financial performance and support the expansion of Wintrust's mortgage lending capabilities. Robert Truitt ensures robust financial controls are in place, contributing to the overall stability and success of Wintrust's specialty finance operations.
Peter Storey - Senior Vice President, Chief Financial Officer Wintrust Life
Peter Storey, the Senior Vice President, Chief Financial Officer Wintrust Life at Wintrust, manages the financial strategy and operations for the Wintrust Life insurance premium financing subsidiary. Storey oversees financial planning, reporting, and risk management, ensuring the profitability and stability of the life insurance premium financing business. This role involves analyzing financial performance, developing budgets, and implementing financial controls specific to the insurance sector. The Chief Financial Officer Wintrust Life works to optimize the financial health of the subsidiary and support its growth initiatives. Peter Storey ensures that financial decisions align with Wintrust's overall corporate strategy and regulatory requirements within the specialty finance segment.
Chris Maudlin - Senior Vice President, Chief Operating Officer
Chris Maudlin, the Senior Vice President, Chief Operating Officer at Wintrust, oversees the day-to-day operational functions and process improvements across the organization's extensive network of community banks and specialty finance businesses. Maudlin focuses on optimizing operational workflows, enhancing service delivery, and ensuring efficiency throughout Wintrust's geographic footprint in the Chicago metropolitan area, southern Wisconsin, and northwest Indiana. This leadership role involves managing operational risks, implementing best practices, and driving initiatives that support the company's commitment to personalized service and local decision-making. The Chief Operating Officer ensures that operational strategies align with Wintrust's overall business objectives. Chris Maudlin plays a key part in maintaining the high standards of service that differentiate Wintrust from larger financial institutions.
Stewart Parbery - Chief of Staff
Stewart Parbery, the Chief of Staff at Wintrust, supports the executive leadership team in executing strategic initiatives and operational improvements. Parbery facilitates cross-departmental collaboration, ensuring seamless communication and project management across Wintrust's diverse financial services. This role involves translating high-level corporate objectives into actionable plans for various business units, including community banks and specialty finance subsidiaries. The Chief of Staff works closely with the President & Chief Executive Officer to streamline operations and enhance organizational efficiency. Stewart Parbery plays a critical part in managing key projects and ensuring that Wintrust's commitment to personalized service and local decision-making is upheld throughout its geographic footprint.
Wendy Schenker - Senior Vice President, Chief Marketing Officer
Wendy Schenker, the Senior Vice President, Chief Marketing Officer at Wintrust, architects and executes comprehensive marketing strategies to enhance brand visibility and customer engagement across all Wintrust entities. Schenker directs the development of targeted campaigns that highlight the unique community banking model and the specialized offerings of Wintrust's financial subsidiaries. This leadership position involves overseeing market research, digital marketing, public relations, and brand management to reinforce Wintrust's reputation for personalized service and local focus. The Chief Marketing Officer ensures marketing efforts align with the company's growth objectives and its commitment to relationship banking. Wendy Schenker drives initiatives that communicate Wintrust's value proposition to businesses, professionals, and families throughout its operating regions.
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, ensuring robust and scalable systems across all business units. Lefevre oversees the implementation of innovative technological solutions that enhance operational efficiency and customer experience, supporting both the community banking franchise and specialty finance subsidiaries. This leadership position involves managing cybersecurity, data management, and the integration of new technologies to maintain Wintrust's competitive edge. The Chief Technology Officer ensures that technology investments align with the company's long-term vision and its commitment to digital advancement. Deb Lefevre drives the technological roadmap, enabling Wintrust to deliver sophisticated financial products while preserving its personalized service model.
Michael Ryan - Executive Vice President & Chief Information Officer
Michael Ryan, the Executive Vice President & Chief Information Officer at Wintrust, leads the information technology infrastructure and systems management, ensuring the reliability and security of Wintrust's technological operations. Ryan oversees the strategic planning and execution of IT initiatives that support the company's diverse financial services, from community banking to specialty finance. This role involves managing IT operations, application development, and technical support to meet the evolving needs of the organization and its clients. The Chief Information Officer ensures that Wintrust's technology platforms are robust, secure, and aligned with business objectives. Michael Ryan drives the integration of technology to enhance operational effectiveness and support the company's growth across its geographic markets.
Damon Farthing - Deputy Chief Information Officer
Damon Farthing, the Deputy Chief Information Officer at Wintrust, supports the Chief Information Officer in managing the company's extensive information technology infrastructure and systems. Farthing assists in the planning and execution of IT strategies, focusing on enhancing system reliability, security, and operational efficiency across Wintrust's diverse financial operations. This role involves overseeing IT projects, managing technical teams, and ensuring that technology solutions effectively support the company's community banking and specialty finance businesses. The Deputy Chief Information Officer plays a crucial part in maintaining the integrity of Wintrust's data and technology platforms. Damon Farthing contributes to the seamless integration of technology, enabling Wintrust to deliver advanced financial services while upholding its commitment to customer experience.
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