Ashley Stewart Executive and Leadership Team

May, 2026

Leadership Overview

Ashley Stewart has 5 executives leading key functions including marketing, operations, ownership, merchandising, and finance.

Driven by a commitment to empowering women, Ashley Stewart provides fashion and accessories for plus-sized and curvy women, impacting the retail landscape with its specialized offerings.

Leadership Roles at Ashley Stewart

  • President, The Chapter (Hollywood) - Jan Harvey
  • President & Chief Merchandising Officer - Kristen Gaskins
  • President, Forest City Finance - Judith Wolfe
  • Chief Marketing Officer - Jenn Ruskowski
  • Owner - Mark Gunn
  • Jan Harvey - President, The Chapter (Hollywood)

    Jan Harvey, the President, The Chapter (Hollywood) at Ashley Stewart, spearheads operations and strategic development for the Hollywood division. This executive role involves managing regional business objectives, optimizing store performance, and ensuring alignment with the company's overall growth strategy. Harvey's oversight extends to cultivating local market presence and driving sales initiatives specific to the Hollywood area. By focusing on operational excellence and customer experience within this key market, Jan Harvey contributes significantly to Ashley Stewart's brand visibility and revenue generation. The President, The Chapter (Hollywood) role is crucial for executing localized business plans and adapting the company's offerings to meet the unique demands of the Hollywood consumer base.

    Kristen Gaskins - President & Chief Merchandising Officer

    Kristen Gaskins, the President & Chief Merchandising Officer at Ashley Stewart, directs the company's product assortment and buying strategies. This pivotal role involves curating fashion collections that cater specifically to the plus-sized and curvy female market, ensuring style, quality, and affordability. Gaskins oversees the entire merchandising lifecycle, from trend forecasting and product development to inventory management and visual presentation. By meticulously planning the product offerings, Kristen Gaskins ensures that Ashley Stewart remains at the forefront of fashion for its target demographic. The President & Chief Merchandising Officer's expertise is fundamental to driving sales, enhancing customer appeal, and reinforcing the brand's reputation for empowering women through fashion.

    Judith Wolfe - President, Forest City Finance

    Judith Wolfe, the President, Forest City Finance at Ashley Stewart, manages the company's financial operations and strategic fiscal planning. This executive position involves overseeing all aspects of financial management, including budgeting, forecasting, and capital allocation, to support Ashley Stewart's business objectives. Wolfe's responsibilities extend to ensuring financial stability, optimizing profitability, and identifying opportunities for investment and growth. By maintaining rigorous financial controls and driving fiscal discipline, Judith Wolfe plays a critical role in the company's overall economic health. The President, Forest City Finance's leadership ensures that Ashley Stewart has the resources necessary to execute its mission and expand its reach within the retail sector.

    Jenn Ruskowski - Chief Marketing Officer

    Jenn Ruskowski, the Chief Marketing Officer at Ashley Stewart, directs all brand communication and customer engagement strategies. Overseeing digital marketing, social media presence, and public relations, Ruskowski ensures consistent brand messaging across all platforms. This leadership role involves developing innovative campaigns that resonate with the plus-sized and curvy female demographic, driving brand loyalty and market penetration. By analyzing consumer trends and market dynamics, Jenn Ruskowski shapes the company's outreach efforts, fostering a strong connection with the target audience. The Chief Marketing Officer's initiatives directly support Ashley Stewart's mission to provide stylish and empowering fashion choices, solidifying the brand's position in the competitive retail sector.

    Mark Gunn - Owner

    Mark Gunn, the Owner at Ashley Stewart, holds ultimate responsibility for the company's strategic direction and long-term vision. This leadership position involves guiding all facets of the business, from financial planning to operational oversight, ensuring the company's sustained success and market relevance. Gunn's ownership entails making critical decisions that shape Ashley Stewart's trajectory, including investment strategies and expansion plans. By maintaining a comprehensive view of the retail landscape and consumer needs, Mark Gunn drives the company's commitment to serving plus-sized and curvy women. The Owner's influence is paramount in upholding the brand's core values and fostering an environment of innovation and customer satisfaction.

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    Frequently Asked Questions Regarding Ashley Stewart Top Executives and Leadership Team

    Who leads Ashley Stewart?
    Ashley Stewart is led by Jan Harvey (President, The Chapter (Hollywood)), along with executives such as Kristen Gaskins (President & Chief Merchandising Officer) and Judith Wolfe (President, Forest City Finance).
    Who is part of Ashley Stewart’s executive team?
    The executive team of Ashley Stewart includes leaders such as Jan Harvey (President, The Chapter (Hollywood)), Kristen Gaskins (President & Chief Merchandising Officer), Judith Wolfe (President, Forest City Finance) and other senior executives.
    How many executives does Ashley Stewart have?
    Ashley Stewart has 5 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, The Chapter (Hollywood), President & Chief Merchandising Officer, President, Forest City Finance, Chief Marketing Officer, Owner.