Ashley Stewart Executive and Leadership Team

June, 2026

Leadership Overview

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

Dedicated to empowering plus-sized women, Ashley Stewart drives fashion innovation and accessibility, shaping the retail landscape with its inclusive approach and commitment to customer style.

Leadership Roles at Ashley Stewart

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

    Judith Wolfe, the President, Forest City Finance at Ashley Stewart, manages the financial operations and strategic fiscal planning for the organization. Wolfe oversees all aspects of financial management, including budgeting, forecasting, and investment strategies, ensuring the company's fiscal health and sustainable growth. This critical position involves collaborating with other executive leaders to align financial objectives with overall business goals, particularly in the context of retail expansion and product development. By implementing robust financial controls and identifying key investment opportunities, Judith Wolfe strengthens the company's economic foundation. The President, Forest City Finance's expertise is vital for navigating market fluctuations and securing the resources necessary to support Ashley Stewart's commitment to serving plus-sized women with quality apparel and accessories.

    Kristen Gaskins - President & Chief Merchandising Officer

    Kristen Gaskins, the President & Chief Merchandising Officer at Ashley Stewart, spearheads the product assortment and inventory management strategies. Gaskins directs the selection, design, and sourcing of apparel and accessories, ensuring the collections meet the fashion demands of plus-sized and curvy women. This role is central to translating market trends and customer feedback into compelling product offerings that drive sales and customer satisfaction. By collaborating closely with marketing and finance teams, Kristen Gaskins optimizes the product lifecycle and inventory flow. The President & Chief Merchandising Officer's keen eye for style and understanding of the target demographic are essential for maintaining Ashley Stewart's competitive edge and commitment to fashionable, accessible clothing.

    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 advertising campaigns, Ruskowski ensures consistent brand messaging across all platforms. This leadership role involves developing innovative marketing initiatives 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 enhances the company's visibility and appeal. The Chief Marketing Officer's efforts directly support Ashley Stewart's mission to provide stylish, accessible fashion, fostering a strong connection with its customer base and expanding its reach within the competitive retail sector.

    Mark Gunn - Owner

    Mark Gunn, the Owner at Ashley Stewart, provides overarching direction and strategic vision for the company's operations and future development. Gunn's ownership role encompasses guiding the company's long-term objectives, ensuring alignment with its founding principles of inclusivity and style for plus-sized women. This position involves making key decisions that shape the brand's identity and market positioning within the fashion retail industry. By fostering a culture of innovation and customer focus, Mark Gunn drives the company's success and resilience. The Owner's leadership ensures that Ashley Stewart continues to meet the evolving needs of its target audience, maintaining its reputation as a premier destination for curvy fashion.

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    Frequently Asked Questions Regarding Ashley Stewart Top Executives and Leadership Team

    Who leads Ashley Stewart?
    Ashley Stewart is led by Judith Wolfe (President, Forest City Finance), along with executives such as Kristen Gaskins (President & Chief Merchandising Officer) 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 Judith Wolfe (President, Forest City Finance), Kristen Gaskins (President & Chief Merchandising Officer), 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, Forest City Finance, President & Chief Merchandising Officer, Chief Marketing Officer, Owner.