Ashley Stewart Executive and Leadership Team

October, 2026

Leadership Overview

Ashley Stewart has 4 executives leading key functions including marketing, merchandising, finance, and ownership.

Focused on empowering curvy women through fashion, Ashley Stewart delivers high-quality apparel and accessories while maintaining a strong commitment to inclusive style and community engagement across the United States.

Leadership Roles at Ashley Stewart

  • President & Chief Merchandising Officer - Kristen Gaskins
  • President, Forest City Finance - Judith Wolfe
  • Chief Marketing Officer - Jenn Ruskowski
  • Owner - Mark Gunn
  • Kristen Gaskins - President & Chief Merchandising Officer

    Kristen Gaskins, the President & Chief Merchandising Officer at Ashley Stewart, architects the product strategy and inventory lifecycle. Overseeing the design and procurement of clothing and accessories, the President & Chief Merchandising Officer ensures that every garment meets the specific fit and style requirements of the customer base. This leadership role involves collaborating with design teams to curate seasonal assortments that reflect current fashion trends. By managing vendor relationships and supply chain logistics, Kristen Gaskins maintains high standards for quality and availability. Gaskins drives revenue growth through precise inventory planning and category management. The President & Chief Merchandising Officer monitors sales performance metrics to adjust product offerings in real-time, ensuring maximum profitability. Ultimately, Gaskins secures the company's market position by delivering consistent, trend-forward fashion solutions that resonate with the diverse needs of curvy women.

    Judith Wolfe - President, Forest City Finance

    Judith Wolfe, the President, Forest City Finance at Ashley Stewart, directs all fiscal operations and capital allocation strategies. Overseeing financial planning, budgeting, and risk management, the President, Forest City Finance ensures the company maintains a robust balance sheet to support ongoing retail expansion. This leadership role involves coordinating with the executive team to align financial goals with long-term growth objectives. By implementing rigorous cost-control measures and optimizing cash flow, Judith Wolfe directly impacts the operational efficiency of the organization. Wolfe manages investor relations and financial reporting, providing transparency regarding the company's economic health. The President, Forest City Finance evaluates investment opportunities to enhance infrastructure and digital capabilities. Ultimately, Wolfe secures the financial stability required to sustain the company's mission of providing accessible, high-quality fashion to the plus-sized market across all operational regions.

    Jenn Ruskowski - Chief Marketing Officer

    Jenn Ruskowski, the Chief Marketing Officer at Ashley Stewart, directs all brand positioning and customer acquisition strategies. Overseeing digital engagement and omnichannel campaigns, the Chief Marketing Officer ensures consistent messaging across all platforms to reach plus-sized consumers. This leadership role involves analyzing market trends to refine promotional tactics and enhance brand loyalty. By optimizing customer touchpoints, Jenn Ruskowski directly impacts the company's growth and market visibility. Ruskowski manages the creative direction of seasonal collections, ensuring alignment with the core mission of providing stylish options for curvy women. Through data-driven insights, the Chief Marketing Officer drives traffic to both online and physical retail channels. Ultimately, Ruskowski secures long-term brand relevance by fostering deep connections with the target demographic, ensuring the company remains a leader in the competitive retail fashion landscape.

    Mark Gunn - Owner

    Mark Gunn, the Owner at Ashley Stewart, defines the overarching vision and strategic direction for the entire organization. Overseeing high-level corporate governance and long-term value creation, the Owner ensures that the company remains true to the founding mission of serving curvy women. This leadership role involves setting the cultural tone and guiding the executive team toward sustainable growth. By evaluating macro-level market shifts, Mark Gunn identifies new opportunities for brand expansion and operational improvement. Gunn facilitates collaboration between departments to ensure cohesive execution of business objectives. The Owner monitors the competitive landscape to maintain the company's status as a premier destination for plus-sized fashion. Through decisive leadership and a focus on customer-centric innovation, Gunn drives the company forward. Ultimately, Gunn secures the legacy and future success of the brand by fostering an environment of excellence and inclusivity.

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    Frequently Asked Questions Regarding Ashley Stewart Top Executives and Leadership Team

    Who leads Ashley Stewart?
    Ashley Stewart is led by Kristen Gaskins (President & Chief Merchandising Officer), along with executives such as Judith Wolfe (President, Forest City Finance) and Jenn Ruskowski (Chief Marketing Officer).
    Who is part of Ashley Stewart’s executive team?
    The executive team of Ashley Stewart includes leaders such as Kristen Gaskins (President & Chief Merchandising Officer), Judith Wolfe (President, Forest City Finance), Jenn Ruskowski (Chief Marketing Officer) and other senior executives.
    How many executives does Ashley Stewart have?
    Ashley Stewart has 4 executives leading key business areas.
    What roles are included in Ashley Stewart’s leadership team?
    The leadership team of Ashley Stewart includes roles such as President & Chief Merchandising Officer, President, Forest City Finance, Chief Marketing Officer, Owner.