Wintrust Executive and Leadership Team

Kirk Phillips, the Chief Executive Officer & President, Wintrust Asset Finance at Wintrust, directs all strategic initiatives for the specialty finance division. Overseeing the expansion of equipment leasing and commercial finance portfolios, the Chief Executive Officer & President, Wintrust Asset Finance ensures alignment with the broader corporate mission of providing tailored financial solutions. This leadership role involves managing complex credit structures and driving growth across diverse market niches. By optimizing capital allocation and risk management protocols, Kirk Phillips directly impacts the profitability of the specialty finance arm. Ultimately, Phillips secures long-term competitive advantages by integrating advanced financial technology with the personalized service model that defines the organization. Through rigorous oversight of asset performance, the executive maintains high standards of operational excellence while supporting the overall financial health of the holding company across its regional footprint.

Kyle Furry, the SVP-Business Line Chief Financial Officer at Wintrust, directs financial planning and analysis for specific business lines. Overseeing the budgetary oversight and performance tracking of key revenue-generating units, the SVP-Business Line Chief Financial Officer ensures that financial targets align with the broader corporate strategy. This leadership role involves conducting detailed margin analysis and identifying opportunities for cost optimization within the business lines. By providing actionable financial insights to department heads, Kyle Furry directly impacts the profitability and resource allocation of the organization. Ultimately, Furry secures financial stability by maintaining rigorous control over business line expenditures and revenue streams. Through the development of sophisticated financial models, the executive supports the company's commitment to delivering value to shareholders while maintaining the agility required to serve local markets effectively.

David Stoehr, the Executive Vice President & Chief Financial Officer at Wintrust, directs all corporate financial reporting, treasury functions, and investor relations. Overseeing the capital structure and balance sheet management, the Executive Vice President & Chief Financial Officer ensures the financial health of the holding company. This leadership role involves coordinating with the Board and regulatory bodies to maintain compliance and transparency. By managing liquidity and overseeing strategic financial planning, David Stoehr directly impacts the long-term growth and stability of the organization. Ultimately, Stoehr secures the financial foundation necessary for organic growth and strategic acquisitions. Through the rigorous oversight of corporate finances, the executive supports the company's mission to combine community bank values with the sophisticated financial capabilities of a large regional institution, ensuring sustainable value creation for all stakeholders.

Bob Truitt, the Senior Vice President, Chief Financial Officer - Mortgage at Wintrust, directs the financial operations of the mortgage origination and servicing division. Overseeing the risk assessment of mortgage portfolios and the management of secondary market activities, the Senior Vice President, Chief Financial Officer - Mortgage ensures the profitability of the lending business. This leadership role involves monitoring interest rate exposure and optimizing the financial performance of mortgage products. By providing strategic financial guidance to the mortgage leadership team, Bob Truitt directly impacts the competitiveness of the company's home lending services. Ultimately, Truitt secures the financial viability of the mortgage division by maintaining strict adherence to credit standards and operational efficiency. Through the management of complex financial data, the executive supports the organization's goal of providing accessible mortgage solutions to families across the region.

Rob Solem, the Senior Vice President, Chief Financial Officer Insurance Funding at Wintrust, directs the financial strategy for the insurance premium financing subsidiaries. Overseeing the underwriting risk and capital requirements for commercial and life insurance premium financing, the Senior Vice President, Chief Financial Officer Insurance Funding ensures the stability of these niche finance businesses. This leadership role involves managing the financial relationships with insurance carriers and optimizing the funding structures for premium financing products. By analyzing market risks and ensuring accurate financial reporting, Rob Solem directly impacts the performance of the specialty finance portfolio. Ultimately, Solem secures the profitability of the insurance funding division by maintaining disciplined financial oversight. Through the application of specialized financial expertise, the executive supports the company's broader mission of providing unique, high-value financial solutions to a diverse client base.

Paul Carlisle, the Chief Operating Officer & Market Head, Commercial Banking at Wintrust, directs all operational workflows and commercial lending strategies. Overseeing the delivery of treasury management and credit services, the Chief Operating Officer & Market Head, Commercial Banking ensures seamless execution of banking operations for business clients. This leadership role involves coordinating with local bank management teams to maintain high service standards while leveraging the infrastructure of the larger organization. By streamlining loan origination processes and enhancing commercial product offerings, Paul Carlisle directly impacts the efficiency and revenue growth of the commercial banking division. Ultimately, Carlisle secures market share by fostering strong relationships with local professionals and businesses. Through the implementation of scalable operational frameworks, the executive supports the organization's commitment to providing sophisticated financial solutions with a personal touch.

Chris Maudlin, the Senior Vice President, Chief Operating Officer at Wintrust, directs internal scaling and infrastructure optimization. Overseeing the integration of digital banking platforms and back-office systems, the Senior Vice President, Chief Operating Officer ensures that the technological framework supports the personalized service model of the community banks. This leadership role involves managing cross-functional projects to improve operational efficiency and reduce friction in customer-facing processes. By implementing innovative solutions that enhance the user experience, Chris Maudlin directly impacts the digital transformation efforts of the organization. Ultimately, Maudlin secures operational resilience by standardizing procedures while preserving the local identity of each bank. Through the continuous improvement of internal workflows, the executive supports the company's ability to provide high-quality banking services across its expanding geographic footprint in the Midwest.

Wendy Schenker, the Senior Vice President, Chief Marketing Officer at Wintrust, directs all brand strategy and customer engagement initiatives. Overseeing the communication of the community banking value proposition, the Senior Vice President, Chief Marketing Officer ensures consistent messaging across the Chicagoland area, southern Wisconsin, and northwest Indiana. This leadership role involves managing digital marketing platforms and traditional outreach to strengthen the market presence of the various community banks. By analyzing consumer behavior and market trends, Wendy Schenker directly impacts the acquisition and retention of high-net-worth individuals and local business clients. Ultimately, Schenker drives brand awareness by highlighting the unique combination of local identity and institutional resources. Through the development of integrated marketing campaigns, the executive fosters deep community connections while supporting the growth objectives of the entire financial holding company.

Norah Larke, the Executive Vice President & Chief Human Resources Officer at Wintrust, directs all talent acquisition, organizational development, and employee engagement strategies. Overseeing the cultivation of a corporate culture that values community-focused service, the Executive Vice President & Chief Human Resources Officer ensures the alignment of human capital with the company's long-term growth objectives. This leadership role involves managing performance management systems and professional development programs across the entire family of community banks. By fostering an inclusive environment that attracts top financial talent, Norah Larke directly impacts the operational success and service quality of the organization. Ultimately, Larke drives organizational effectiveness by implementing robust HR policies that support the diverse needs of employees and the broader business model. Through strategic workforce planning, the executive ensures the company maintains the expertise required to deliver sophisticated financial services.

Michael Ryan, the Executive Vice President & Chief Information Officer at Wintrust, directs all technology strategy, cybersecurity, and digital infrastructure initiatives. Overseeing the development of secure banking platforms and the integration of innovative financial technologies, the Executive Vice President & Chief Information Officer ensures that the organization remains at the forefront of digital banking. This leadership role involves managing the IT roadmap to support the diverse needs of the community banks and specialty finance subsidiaries. By implementing robust data protection measures and scalable cloud solutions, Michael Ryan directly impacts the security and reliability of the company's services. Ultimately, Ryan secures the technological edge required to enhance customer experience while maintaining the personal touch that defines the brand. Through the strategic deployment of information technology, the executive supports the company's commitment to operational excellence and digital transformation.