Cooper's Hawk Winery & Restaurants Executive and Leadership Team

October, 2026

Leadership Overview

Cooper's Hawk Winery & Restaurants has 6 executives leading key functions including strategy, financial oversight, information technology, marketing, human resources, and internal systems.

Driven by a commitment to culinary excellence and wine culture, Cooper's Hawk Winery & Restaurants delivers unique dining experiences across the United States while maintaining a focus on guest satisfaction and operational growth.

Leadership Roles at Cooper's Hawk Winery & Restaurants

  • Founder & Chief Executive Officer - Tim McEnery
  • Chief Financial Officer - Dawn Phillipson
  • Chief Information Officer - James Novara
  • Chief Marketing Officer & Chief Strategy Officer - Thomas Koenigsberg
  • Chief People Officer - Chris Caserta
  • Vice President, Is - Susan Farrington
  • Tim McEnery - Founder & Chief Executive Officer

    Tim McEnery, the Founder & Chief Executive Officer at Cooper's Hawk Winery & Restaurants, directs the overarching vision and strategic expansion of the winery and restaurant group. McEnery architects the long-term growth trajectory, ensuring that every location maintains the high standards of hospitality synonymous with the brand. By overseeing the integration of wine production with upscale dining, the Founder & Chief Executive Officer drives market penetration across the United States. This leadership role involves constant collaboration with the Board to secure capital for new site development and infrastructure upgrades. Tim McEnery monitors performance metrics to ensure fiscal health and brand consistency. Through rigorous oversight of executive operations, the Founder & Chief Executive Officer fosters a culture of excellence that permeates every level of the organization, ultimately positioning the company as a leader in the competitive hospitality sector.
    Tim McEnery

    Dawn Phillipson - Chief Financial Officer

    Dawn Phillipson, the Chief Financial Officer at Cooper's Hawk Winery & Restaurants, manages the fiscal health and capital allocation strategies for the entire organization. Phillipson directs financial planning, budgeting, and reporting processes to support the rapid expansion of winery and restaurant locations nationwide. By analyzing market trends and operational costs, the Chief Financial Officer optimizes resource distribution to maximize profitability. Dawn Phillipson coordinates with the executive team to evaluate investment opportunities and mitigate financial risks associated with large-scale hospitality operations. This role requires precise management of cash flow and debt structures to ensure long-term stability. Through the implementation of robust financial controls, the Chief Financial Officer maintains transparency and accountability across all departments. Phillipson secures the necessary funding to fuel innovation and sustain the company's competitive advantage in the national restaurant market.
    Dawn Phillipson

    James Novara - Chief Information Officer

    James Novara, the Chief Information Officer at Cooper's Hawk Winery & Restaurants, architects the digital infrastructure that powers the company's nationwide operations. Novara directs the implementation of advanced point-of-sale systems, data analytics platforms, and cybersecurity protocols to protect guest information and streamline restaurant workflows. By overseeing the integration of technology across all winery and dining locations, the Chief Information Officer ensures seamless connectivity and operational efficiency. James Novara collaborates with other C-suite leaders to leverage data-driven insights for improved customer engagement and inventory management. This leadership role involves managing complex IT projects that support the company's growth and digital transformation initiatives. Through the deployment of scalable software solutions, the Chief Information Officer enhances the overall guest experience. Novara maintains the technological backbone necessary for the company to thrive in a modern, data-centric hospitality environment.

    Thomas Koenigsberg - Chief Marketing Officer & Chief Strategy Officer

    Thomas Koenigsberg, the Chief Marketing Officer & Chief Strategy Officer at Cooper's Hawk Winery & Restaurants, drives brand awareness and long-term market positioning. Koenigsberg architects comprehensive marketing campaigns that highlight the unique synergy between the company's wine club and restaurant offerings. By overseeing strategic partnerships and customer loyalty programs, the Chief Marketing Officer & Chief Strategy Officer expands the brand's reach across diverse regional markets. Thomas Koenigsberg analyzes consumer behavior to refine the company's value proposition and ensure alignment with evolving industry trends. This dual-function role involves coordinating with the executive team to identify new growth opportunities and competitive advantages. Through the execution of targeted promotional strategies, the Chief Marketing Officer & Chief Strategy Officer strengthens the company's market presence. Koenigsberg ensures that all strategic initiatives support the overarching mission of delivering premium hospitality experiences to a growing national audience.

    Chris Caserta - Chief People Officer

    Chris Caserta, the Chief People Officer at Cooper's Hawk Winery & Restaurants, directs human capital strategies to support a workforce spread across numerous locations. Caserta architects talent acquisition, leadership development, and employee engagement programs that uphold the company's service-oriented culture. By overseeing organizational design and performance management, the Chief People Officer ensures that staffing levels remain optimal for high-volume restaurant operations. Chris Caserta collaborates with department heads to foster an inclusive environment that attracts and retains top-tier hospitality professionals. This leadership role involves managing complex labor relations and compliance requirements to maintain operational consistency. Through the implementation of comprehensive training initiatives, the Chief People Officer empowers staff to deliver exceptional guest experiences. Caserta drives the development of internal talent pipelines, ensuring that the company possesses the human resources necessary to sustain its ambitious growth and service standards.

    Susan Farrington - Vice President, Is

    Susan Farrington, the Vice President, Is at Cooper's Hawk Winery & Restaurants, directs the internal systems and operational workflows that facilitate daily business functions. Farrington architects the integration of administrative processes to ensure seamless communication between corporate headquarters and individual restaurant locations. By overseeing the optimization of internal software and procedural frameworks, the Vice President, Is enhances organizational productivity and reduces operational friction. Susan Farrington collaborates with the Chief Information Officer to align system capabilities with the company's broader strategic goals. This leadership role involves managing cross-functional projects that improve data accuracy and reporting efficiency. Through the continuous refinement of internal systems, the Vice President, Is supports the company's ability to scale effectively across the United States. Farrington ensures that all operational tools remain robust, reliable, and capable of meeting the demands of a fast-paced, growing hospitality enterprise.

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    Frequently Asked Questions Regarding Cooper's Hawk Winery & Restaurants Top Executives and Leadership Team

    Who leads Cooper's Hawk Winery & Restaurants?
    Cooper's Hawk Winery & Restaurants is led by Tim McEnery (Founder & Chief Executive Officer), along with executives such as Dawn Phillipson (Chief Financial Officer) and James Novara (Chief Information Officer).
    Who is part of Cooper's Hawk Winery & Restaurants’s executive team?
    The executive team of Cooper's Hawk Winery & Restaurants includes leaders such as Tim McEnery (Founder & Chief Executive Officer), Dawn Phillipson (Chief Financial Officer), James Novara (Chief Information Officer) and other senior executives.
    How many executives does Cooper's Hawk Winery & Restaurants have?
    Cooper's Hawk Winery & Restaurants has 6 executives leading key business areas.
    What roles are included in Cooper's Hawk Winery & Restaurants’s leadership team?
    The leadership team of Cooper's Hawk Winery & Restaurants includes roles such as Founder & Chief Executive Officer, Chief Financial Officer, Chief Information Officer, Chief Marketing Officer & Chief Strategy Officer, Chief People Officer.