Cooper's Hawk Winery & Restaurants Executive and Leadership Team

September, 2026

Leadership Overview

Cooper's Hawk Winery & Restaurants has 5 executives leading key functions including strategy, financial oversight, information technology, marketing, and human resources.

Focused on delivering premium dining and wine experiences, Cooper's Hawk Winery & Restaurants maintains a commitment to hospitality excellence while expanding its unique winery-restaurant hybrid model across the United States.

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
  • 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 growth of the organization. By overseeing the expansion of winery and restaurant locations across the United States, the Founder & Chief Executive Officer ensures consistent brand standards and operational excellence. This leadership role involves constant collaboration with the Board to refine the long-term business model and maintain market competitiveness. Tim McEnery drives the company mission by fostering a culture of hospitality and innovation. Through the management of high-level partnerships and the pursuit of new market opportunities, the Founder & Chief Executive Officer secures the financial health and brand reputation of the enterprise. McEnery maintains a focus on scaling the unique hybrid business model while upholding the quality standards that define the company within the competitive hospitality industry.
    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. Overseeing financial planning, reporting, and treasury functions, the Chief Financial Officer ensures the company maintains the necessary liquidity to support nationwide expansion. This role involves rigorous analysis of operational costs and revenue streams to optimize profitability across all winery and restaurant locations. Dawn Phillipson drives financial transparency and accountability, providing the executive team with the data required for informed decision-making. By architecting robust financial frameworks, the Chief Financial Officer mitigates risk and supports sustainable growth initiatives. Phillipson monitors economic trends to adjust fiscal strategies, ensuring the company remains resilient in a fluctuating hospitality market. Through precise management of assets and investments, the Chief Financial Officer secures the long-term economic stability of the business.
    Dawn Phillipson

    James Novara - Chief Information Officer

    James Novara, the Chief Information Officer at Cooper's Hawk Winery & Restaurants, architects the digital infrastructure and technology roadmap that supports the company's nationwide operations. Overseeing the integration of point-of-sale systems, data analytics platforms, and cybersecurity protocols, the Chief Information Officer ensures seamless connectivity across all winery and restaurant sites. This leadership role involves modernizing internal processes to improve operational efficiency and guest engagement. James Novara drives the adoption of innovative software solutions that streamline supply chain management and inventory tracking. By aligning technological capabilities with business objectives, the Chief Information Officer enables the organization to leverage data for improved decision-making and personalized customer experiences. Novara manages the IT department to maintain system reliability and scalability, ensuring that the digital foundation supports the company's growth. Through strategic technology investments, the Chief Information Officer protects corporate data and enhances the overall efficiency of the business.

    Thomas Koenigsberg - Chief Marketing Officer & Chief Strategy Officer

    Thomas Koenigsberg, the Chief Marketing Officer & Chief Strategy Officer at Cooper's Hawk Winery & Restaurants, directs the brand positioning and long-term growth initiatives for the company. Overseeing national marketing campaigns and strategic market entry, the Chief Marketing Officer & Chief Strategy Officer ensures the brand maintains a strong presence across the United States. This role involves analyzing consumer behavior and market trends to refine the company's value proposition and competitive edge. Thomas Koenigsberg drives the development of loyalty programs and promotional strategies that increase guest retention and wine club membership. By integrating marketing efforts with strategic planning, the Chief Marketing Officer & Chief Strategy Officer aligns brand messaging with the company's expansion goals. Koenigsberg collaborates with other executives to identify new growth vectors and optimize the customer journey. Through creative brand management and strategic foresight, the Chief Marketing Officer & Chief Strategy Officer strengthens the market position of the organization.

    Chris Caserta - Chief People Officer

    Chris Caserta, the Chief People Officer at Cooper's Hawk Winery & Restaurants, directs the human capital strategy and organizational development for the entire workforce. Overseeing talent acquisition, employee training, and performance management, the Chief People Officer ensures the company attracts and retains top-tier talent across all winery and restaurant locations. This leadership role involves fostering a positive workplace culture that aligns with the company's commitment to hospitality. Chris Caserta drives initiatives focused on leadership development and employee engagement to support the company's rapid growth. By architecting comprehensive benefits and compensation structures, the Chief People Officer maintains high levels of staff satisfaction and retention. Caserta collaborates with the executive team to ensure that human resources policies support the broader business objectives and operational needs. Through the implementation of effective training programs, the Chief People Officer ensures that every team member delivers the high-quality service that defines the brand.

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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 5 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.