Director of Training

Position Summary:

Our client, a global, multi-site retail and consumer services organization, is seeking a Director of Training to lead and modernize their enterprise learning function. This role reports to the VP of Talent Management and is based on-site at the company’s office in the greater Boston area.

This is a high-impact leadership role focused on building and scaling training programs across a large, multi-state retail footprint, supporting both field operations and corporate populations.

Absolute Minimum Must-Have’s / Experience / Requirements:

• Bachelor’s degree required; advanced degree in L&D, Organizational Development, I/O Psychology, HR, or related field preferred
• 10+ years of experience in learning & development, with at least 5+ years in leadership roles
• Deep experience supporting retail or high-volume frontline workforce training environments
• Strong expertise in adult learning principles, instructional design, and diverse learning methodologies
• Proven track record of modernizing learning programs through technology and innovative delivery methods
• Experience with LMS/LXP platforms and learning technologies
• Demonstrated ability to scale training programs across large, distributed organizations
• Strategic mindset with the ability to translate business priorities into scalable training initiatives
• Strong analytical and problem-solving capabilities with experience measuring training effectiveness
• Knowledge of performance management, talent development, and organizational dynamics
• Experience leading through change and operating in complex, fast-paced environments
• Strong program and project management skills with the ability to manage multiple initiatives
• Ability to build structure and processes in ambiguous or evolving environments

Key Responsibilities:

What You’ll Do

• Serve as the subject matter expert for training and development across retail field operations and corporate functions
• Develop and execute a comprehensive training strategy aligned with operational priorities and business goals
• Oversee training programs for frontline associates and field leadership, including onboarding, compliance, and leadership development
• Partner closely with Operations leadership to identify performance gaps and translate them into effective training solutions
• Drive consistency across a large, multi-site footprint through standardized, scalable learning programs
• Design and implement leadership development programs to build a strong internal talent pipeline
• Modernize the training function by transitioning to more engaging, technology-enabled learning experiences
• Lead the evaluation, selection, and implementation of learning platforms and tools
• Ensure training supports key operational initiatives and evolving business needs
• Enhance leadership capability in areas such as performance management, coaching, and employee engagement
• Support corporate training initiatives, including onboarding and professional development programs
• Partner with HR and business leaders to address capability gaps and support organizational effectiveness
• Foster a culture of continuous learning across both field and corporate populations

Key Desired Business Outcomes

What Success Looks Like

First 6 Months:

• Build strong relationships with training team, Operations leadership, and key stakeholders
• Assess current training programs, content, and systems to identify gaps and opportunities
• Gain a clear understanding of ongoing initiatives and immediate priorities
• Identify quick wins to improve consistency and effectiveness across the field
• Begin developing a modernized training roadmap aligned with business goals

First 12 Months:

• Successfully modernize core training programs to more scalable, technology-enabled formats
• Establish structured leadership development programs to support internal talent pipelines
• Implement or significantly enhance learning systems and platforms
• Develop clear training metrics and demonstrate impact on business performance
• Build a high-performing, structured training team with clear priorities and expectations
• Be recognized as a trusted partner in driving performance through training and development