Insomnia Cookies Executive and Leadership Team

August, 2026

Leadership Overview

Insomnia Cookies has 4 executives leading key functions including financial strategy, organizational operations, human capital management, and legal compliance.

Focused on delivering warm treats to late-night customers, Insomnia Cookies maintains a commitment to rapid growth and operational excellence across the United States through a unique bakery-delivery model.

Leadership Roles at Insomnia Cookies

  • Chief Financial Officer - Justin Macione
  • Vice President, Chief of Staff - Lisa Tabers
  • Chief People Officer - Stephanie Boughner
  • Chief Legal Officer - Louis Smookler
  • Justin Macione - Chief Financial Officer

    Justin Macione, the Chief Financial Officer at Insomnia Cookies, directs all fiscal planning and capital allocation strategies. Overseeing the financial health of the bakery chain, the Chief Financial Officer manages budgeting, forecasting, and long-term investment initiatives to support rapid expansion. This leadership role involves analyzing market trends to optimize profitability across the nationwide delivery network. By maintaining rigorous financial controls, Justin Macione ensures the company sustains its competitive edge in the food manufacturing and retail sector. The Chief Financial Officer collaborates with the executive team to align fiscal goals with the broader mission of providing warm cookies to customers. Through precise financial modeling and risk management, Macione secures the resources necessary for scaling operations. This oversight of the balance sheet and cash flow management remains vital for the continued success of the organization in a demanding, high-volume market environment.

    Lisa Tabers - Vice President, Chief of Staff

    Lisa Tabers, the Vice President, Chief of Staff at Insomnia Cookies, coordinates cross-functional initiatives and streamlines internal communication across the organization. Managing the executive office, the Vice President, Chief of Staff drives operational efficiency by aligning departmental goals with the strategic vision of the company. This leadership role involves facilitating high-level decision-making processes and ensuring the execution of key corporate projects. By optimizing workflows, Lisa Tabers enhances the productivity of the leadership team and supports the rapid delivery of warm cookies to a growing customer base. The Vice President, Chief of Staff acts as a primary liaison between the executive suite and various operational units to maintain organizational cohesion. Through meticulous project management and strategic planning, Tabers fosters an environment of accountability and performance. This focus on operational excellence remains essential for maintaining the company's market position as a leader in late-night food delivery services.

    Stephanie Boughner - Chief People Officer

    Stephanie Boughner, the Chief People Officer at Insomnia Cookies, architects the human capital strategy and talent development programs for the entire workforce. Overseeing recruitment, employee engagement, and organizational culture, the Chief People Officer ensures the company attracts and retains top talent to support the bakery chain's growth. This leadership role involves designing comprehensive training initiatives that uphold the quality standards of the brand. By fostering a positive workplace environment, Stephanie Boughner drives employee performance and alignment with the company's core values. The Chief People Officer collaborates with other executives to implement policies that promote diversity, equity, and inclusion across all regional operations. Through strategic workforce planning and performance management, Boughner strengthens the organizational structure. This focus on human capital remains a critical component of the company's ability to scale its unique delivery model while maintaining consistent service quality for every customer.
    Louis Smookler, the Chief Legal Officer at Insomnia Cookies, manages all legal affairs, regulatory compliance, and risk mitigation strategies for the organization. Overseeing the protection of intellectual property and corporate governance, the Chief Legal Officer ensures the company operates within the framework of local and national laws. This leadership role involves navigating complex contractual agreements and labor regulations inherent in the food manufacturing and retail industry. By providing expert legal counsel, Louis Smookler safeguards the company's interests during expansion and operational scaling. The Chief Legal Officer works closely with the executive team to address potential liabilities and ensure adherence to safety standards across all bakery locations. Through proactive legal oversight and policy development, Smookler maintains the integrity of the brand. This commitment to legal excellence supports the company's mission by providing a stable foundation for sustainable growth and long-term success in the competitive food delivery market.

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    Frequently Asked Questions Regarding Insomnia Cookies Top Executives and Leadership Team

    Who leads Insomnia Cookies?
    Insomnia Cookies is led by Justin Macione (Chief Financial Officer), along with executives such as Lisa Tabers (Vice President, Chief of Staff) and Stephanie Boughner (Chief People Officer).
    Who is part of Insomnia Cookies’s executive team?
    The executive team of Insomnia Cookies includes leaders such as Justin Macione (Chief Financial Officer), Lisa Tabers (Vice President, Chief of Staff), Stephanie Boughner (Chief People Officer) and other senior executives.
    How many executives does Insomnia Cookies have?
    Insomnia Cookies has 4 executives leading key business areas.
    What roles are included in Insomnia Cookies’s leadership team?
    The leadership team of Insomnia Cookies includes roles such as Chief Financial Officer, Vice President, Chief of Staff, Chief People Officer, Chief Legal Officer.