Wintrust Executive and Leadership Team

August, 2026

Leadership Overview

Wintrust has 10 executives leading key functions including financial strategy, information technology, commercial banking, wealth management, and mortgage operations.

Committed to a unique community banking model, Wintrust delivers sophisticated financial solutions while maintaining local decision-making authority to support businesses and families across the Midwest.

Leadership Roles at Wintrust

  • Chief Executive Officer, Wintrust Investments - Jim 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 VP & Chief Financial Officer, Wintrust Asset Finance - Timothy Leksas
  • Senior Vice President, Chief Financial Officer - Mortgage - Robert Truitt
  • Chief Operating Officer & Market Head, Commercial Banking - Paul Carlisle
  • Senior Vice President, Chief Operating Officer - Chris Maudlin
  • Executive Vice President & Chief Information Officer - Michael Ryan
  • Deputy Chief Information Officer - Damon Farthing
  • Jim Corbett - Chief Executive Officer, Wintrust Investments

    Jim Corbett, the Chief Executive Officer, Wintrust Investments at Wintrust, leads the wealth management division, providing investment advisory and trust services to high-net-worth individuals. Overseeing the strategic direction of the investment arm, the Chief Executive Officer, Wintrust Investments ensures that clients receive comprehensive retirement and estate planning solutions. Corbett manages the team of advisors responsible for asset management and financial planning. Jim Corbett collaborates with other business units to integrate wealth management services into the broader banking experience. By focusing on long-term client relationships, the Chief Executive Officer, Wintrust Investments drives the growth of the wealth management franchise. This role involves navigating complex market environments to deliver consistent results for institutional and individual clients. Through the promotion of sophisticated financial products, the Chief Executive Officer, Wintrust Investments supports the overall mission of providing personalized, high-quality service to the community.
    Jim Corbett

    Timothy Hannahs - Co-Chief Executive Officer, Private Client

    Timothy Hannahs, the Co-Chief Executive Officer, Private Client at Wintrust, leads the private client services division, focusing on the needs of high-net-worth individuals. Overseeing the delivery of bespoke banking and wealth management solutions, the Co-Chief Executive Officer, Private Client ensures that clients receive a high level of personalized service. Hannahs manages the relationships with key clients, fostering trust and long-term engagement. Timothy Hannahs coordinates with other executive leaders to align private client offerings with the broader strategic goals of the firm. By focusing on the unique financial requirements of affluent families and professionals, the Co-Chief Executive Officer, Private Client drives the growth of the private banking segment. This role involves navigating complex financial situations to provide tailored advice and support. Through the delivery of sophisticated financial products, the Co-Chief Executive Officer, Private Client supports the organization's mission of combining community values with high-end service.

    David Stoehr - Executive Vice President & Chief Financial Officer

    David Stoehr, the Executive Vice President & Chief Financial Officer at Wintrust, directs the entire financial architecture of the organization. Managing capital allocation, financial reporting, and investor relations, the Chief Financial Officer ensures the stability of the holding company. Stoehr oversees the integration of financial data across the diverse family of community banks and specialty finance subsidiaries. By monitoring liquidity and risk management protocols, the Chief Financial Officer supports the long-term growth objectives of the firm. David Stoehr maintains rigorous oversight of the balance sheet to ensure compliance with regulatory standards while optimizing shareholder value. This leadership role involves constant collaboration with the Board to refine fiscal strategy. Through precise analysis of market trends, the Chief Financial Officer drives the financial health of the institution, enabling the expansion of service capabilities throughout the Chicagoland area and beyond.
    David Stoehr

    Kyle Furry - SVP-Business Line Chief Financial Officer

    Kyle Furry, the SVP-Business Line Chief Financial Officer at Wintrust, manages the financial performance of specific business units within the organization. Analyzing revenue streams and operational costs, the SVP-Business Line Chief Financial Officer provides critical insights to support decision-making for various specialty finance subsidiaries. Furry monitors the profitability of individual market niches, ensuring that each business line aligns with the overarching fiscal goals of the firm. Kyle Furry collaborates with department heads to refine budgeting processes and improve resource allocation. By evaluating the financial impact of new product offerings, the SVP-Business Line Chief Financial Officer supports the development of tailored solutions for local businesses and professionals. This leadership role requires deep engagement with the operational nuances of the specialty finance sector. Through meticulous financial oversight, the SVP-Business Line Chief Financial Officer drives sustainable growth and efficiency across the diverse portfolio of the company.

    Timothy Leksas - Senior VP & Chief Financial Officer, Wintrust Asset Finance

    Timothy Leksas, the Senior VP & Chief Financial Officer, Wintrust Asset Finance at Wintrust, directs the financial operations of the asset finance division. Managing the fiscal health of this specific specialty finance subsidiary, the Senior VP & Chief Financial Officer, Wintrust Asset Finance ensures that lending activities remain profitable and risk-adjusted. Leksas oversees the financial modeling and reporting required to support the unique needs of clients seeking accounts receivable financing and other asset-based solutions. Timothy Leksas coordinates with the broader finance team to maintain alignment with corporate standards. By optimizing the capital structure of the division, the Senior VP & Chief Financial Officer, Wintrust Asset Finance supports the expansion of market reach. This role involves rigorous analysis of credit performance and market conditions. Through strategic financial planning, the Senior VP & Chief Financial Officer, Wintrust Asset Finance drives the success of the asset finance business line.

    Robert Truitt - Senior Vice President, Chief Financial Officer - Mortgage

    Robert Truitt, the Senior Vice President, Chief Financial Officer - Mortgage at Wintrust, manages the financial operations of the mortgage lending division. Overseeing the profitability and risk profile of mortgage origination and servicing, the Senior Vice President, Chief Financial Officer - Mortgage ensures that the division meets its performance targets. Truitt monitors market interest rates and regulatory changes to adjust financial strategies accordingly. Robert Truitt coordinates with the mortgage leadership team to optimize operational efficiency and maintain high service standards. By analyzing loan performance data, the Senior Vice President, Chief Financial Officer - Mortgage supports the development of competitive mortgage products for families and professionals. This role involves close collaboration with the corporate finance team to ensure accurate reporting and capital management. Through diligent financial oversight, the Senior Vice President, Chief Financial Officer - Mortgage drives the success of the mortgage business line within the broader organization.

    Paul Carlisle - Chief Operating Officer & Market Head, Commercial Banking

    Paul Carlisle, the Chief Operating Officer & Market Head, Commercial Banking at Wintrust, manages the daily operations and strategic direction of the commercial banking division. Overseeing the delivery of treasury management and commercial lending services, the Chief Operating Officer & Market Head, Commercial Banking ensures that local businesses receive personalized attention. Carlisle drives the growth of the commercial portfolio by fostering strong relationships with professionals and corporate clients. Paul Carlisle coordinates with regional management teams to maintain the community-focused approach that defines the firm. This leadership role involves streamlining operational workflows to enhance service delivery across the Chicagoland area and surrounding regions. By aligning commercial banking activities with the broader mission of the organization, the Chief Operating Officer & Market Head, Commercial Banking supports the expansion of the market footprint. Through effective team leadership, the Chief Operating Officer & Market Head, Commercial Banking ensures consistent performance and client satisfaction.
    Paul Carlisle

    Chris Maudlin - Senior Vice President, Chief Operating Officer

    Chris Maudlin, the Senior Vice President, Chief Operating Officer at Wintrust, manages the internal operational processes that support the company's community banking model. Overseeing the efficiency of administrative functions, the Senior Vice President, Chief Operating Officer ensures that the infrastructure of the organization remains robust and scalable. Maudlin coordinates with the management teams of the various community banks to streamline operations and maintain local identity. Chris Maudlin drives the implementation of process improvements to enhance productivity across the firm. By focusing on operational excellence, the Senior Vice President, Chief Operating Officer supports the delivery of comprehensive banking services to local businesses and families. This role involves close collaboration with other C-suite leaders to ensure that internal systems align with the strategic objectives of the holding company. Through the optimization of daily operations, the Senior Vice President, Chief Operating Officer drives the overall effectiveness of the organization.

    Michael Ryan - Executive Vice President & Chief Information Officer

    Michael Ryan, the Executive Vice President & Chief Information Officer at Wintrust, architects the digital infrastructure supporting all banking operations. Overseeing the development of secure digital platforms, the Chief Information Officer ensures that customers access modern, efficient tools for personal and commercial banking. Ryan manages the cybersecurity framework protecting sensitive financial data across the entire geographic footprint. By implementing innovative technology solutions, the Chief Information Officer enhances the customer experience while preserving the personal touch central to the community banking model. Michael Ryan coordinates with other executive leaders to align technical capabilities with the broader business strategy of the organization. This role involves continuous investment in scalable systems to support organic growth and strategic acquisitions. Through the modernization of internal processes, the Chief Information Officer drives operational efficiency, ensuring the firm remains competitive in an increasingly digital financial landscape.

    Damon Farthing - Deputy Chief Information Officer

    Damon Farthing, the Deputy Chief Information Officer at Wintrust, supports the development and maintenance of the firm's technological infrastructure. Assisting in the oversight of digital banking platforms, the Deputy Chief Information Officer ensures that systems remain secure and functional for all users. Farthing manages specific IT projects aimed at improving internal workflows and customer-facing applications. Damon Farthing collaborates with the Chief Information Officer to implement the overarching technology strategy of the organization. By focusing on the reliability of digital services, the Deputy Chief Information Officer supports the firm's commitment to innovation and customer experience. This role involves coordinating with various departments to address technical challenges and optimize system performance. Through the execution of key IT initiatives, the Deputy Chief Information Officer drives the modernization of the bank's digital capabilities, ensuring that the organization remains at the forefront of financial technology.

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    Frequently Asked Questions Regarding Wintrust Top Executives and Leadership Team

    Who leads Wintrust?
    Wintrust is led by Jim Corbett (Chief Executive Officer, Wintrust Investments), along with executives such as Timothy Hannahs (Co-Chief Executive Officer, Private Client) and David Stoehr (Executive Vice President & Chief Financial Officer).
    Who is part of Wintrust’s executive team?
    The executive team of Wintrust includes leaders such as Jim Corbett (Chief Executive Officer, Wintrust Investments), Timothy Hannahs (Co-Chief Executive Officer, Private Client), David Stoehr (Executive Vice President & Chief Financial Officer) 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 Chief Executive Officer, Wintrust Investments, Co-Chief Executive Officer, Private Client, Executive Vice President & Chief Financial Officer, SVP-Business Line Chief Financial Officer, Senior VP & Chief Financial Officer, Wintrust Asset Finance.