Director Retail Talent and Development

Goodwill of SWPA • Pittsburgh, PA

5h • $70,000 - $75,000

About The Position

Goodwill of Southwestern Pennsylvania and North Central West Virginia is a nonprofit organization that funds job training, education, and other community programs by selling donated clothing and household items in Goodwill stores and online. We offer life-changing work on a mission-minded team. We are 1,000 working as one, and each of us is essential to helping our community thrive. For three years running, Goodwill has been named to Forbes’ list of America’s “Most Inspiring Companies”. We offer a wide range of career opportunities from entry-level to management in retail, human services, and administrative fields. Learn more about working at Goodwill . You can help. We can show you how. POSITION SUMMARY: The Director of Retail Talent Development is a field-based leader responsible for executing the Donated Goods & Retail Division’s learning and talent development strategy in partnership with Divisional Leadership. This role works closely with People Services to ensure retail training is aligned with Goodwill values, agency-wide learning strategies, and required compliance training expectations. This role establishes and governs training standards across the division and ensures learning is delivered consistently and translated into measurable improvements in performance and retention. This role supervises field-based Talent Development staff, owns the retail training architecture, and provides hands-on training for Retail Managers and store leadership teams. This role also owns end-to-end skill development for production and sales floor execution—ensuring best practices are trained, coached, and reinforced across all retail sites. Duties will also include but are not limited to: Serve as the primary field-based owner of training execution—ensuring consistent delivery, reinforcement, and adoption across assigned store groups and the full division as needed.In partnership with the Vice President, Donated Goods & Retail, develop and maintain the Retail Talent Development roadmap, annual priorities, and execution plan aligned with Retail Operations goals Maintain and govern a single source of truth for retail training materials and communications (e.g., Goodwill Connect pages, toolkits). Support succession planning efforts and workforce development initiatives in collaboration with People Services. Provide and/or coordinate hands-on training for Store Managers and Assistant Managers, including in-store application, observation, and coaching on production and sales floor execution. Establish a “train-the-trainer” capability—equipping store leadership teams to deliver consistent frontline training and reinforce standards. Provide targeted on-site support as needed to stabilize store performance, reinforce leadership routines, and ensure continuity during leadership gaps. Travel: This position requires occasional travel, and the individual must be willing to travel as needed.

Requirements

• High school diploma or equivalent AND years of experience required.
• OR Associates degress AND 4 years of experience required.
• OR Bacherlos degree AND years of experience required.
• Demonstrated experience building and scaling training programs that drive measurable results (ex: production execution, sales floor execution, safety, quality, retention)
• Strong, practical experience with retail operations (staffing routines, customer service, merchandising standards, backroom/production flow)
• Experience building train-the-trainer models that equip store leadership teams to sustain training without dependency
• Proficiency with Microsoft Office (Excel, PowerPoint, Teams, etc.).
• Strong communication skills and interpersonal skills.
• Hands-on experience training and coaching Store Managers/Assistant Managers and reinforcing expectations through in-store observation + follow-u
• Experience administering or optimizing an LMS and using learning analytics to measure effectiveness
• Candidates are expected to provide current, valid clearances (Child Abuse Clearance, FBI, and PA PATCH)

Nice To Haves

• Experience designing and running leadership development programming (manager foundations, cohorts, pipeline readiness)

Responsibilities

• Serve as the primary field-based owner of training execution—ensuring consistent delivery, reinforcement, and adoption across assigned store groups and the full division as needed.
• In partnership with the Vice President, Donated Goods & Retail, develop and maintain the Retail Talent Development roadmap, annual priorities, and execution plan aligned with Retail Operations goals
• Maintain and govern a single source of truth for retail training materials and communications (e.g., Goodwill Connect pages, toolkits).
• Support succession planning efforts and workforce development initiatives in collaboration with People Services.
• Provide and/or coordinate hands-on training for Store Managers and Assistant Managers, including in-store application, observation, and coaching on production and sales floor execution.
• Establish a “train-the-trainer” capability—equipping store leadership teams to deliver consistent frontline training and reinforce standards.
• Provide targeted on-site support as needed to stabilize store performance, reinforce leadership routines, and ensure continuity during leadership gaps.

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: High school or GED