Trainer Operations & Enablement Manager

Bundle is the only 1:1 skills development solution that specializes in live delivery of human-centered skills. Designed by experts and delivered by master facilitators in 1:1, live sessions that drive interactive instruction, Bundle training programs blend essential techniques with the practical application learners need to step forward with confidence. The future of learning is human. 

Bundle delivers relevant, impactful, and practical skills training that helps employees thrive and companies succeed. We’re hiring a Trainer Operations & Enablement Manager to lead the day-to-day operations and facilitation quality of our people-skills training sessions. 

This role is responsible for managing our trainer network and ensuring the smooth, consistent, and high-quality delivery of each session. The Trainer Operations & Enablement Manager will oversee trainer operations, including scheduling, onboarding, availability, and performance, while also supporting trainer development, feedback, and enablement. This role plays a key part in building systems that support delivery at scale while ensuring every session reflects Bundle’s commitment to relevance and personalization, quality, and learner impact. 

• Manage and support a network of trainers, fostering a culture of excellence and learner impact. 
• Oversee trainer onboarding and ensure all trainers are equipped with facilitation best practices and aligned to Bundle’s delivery standards. 
• Use learner and trainer feedback to identifycoaching opportunities and inform targeted development efforts. 
• Support the design and implementation of scalable upskilling initiatives to enhance trainer effectiveness, engagement, and retention. 
• Build community and connection across the trainer network through regular communication, mentorship touchpoints, and engagement strategies. 

• Develop and maintain systems to manage trainer availability, scheduling, and delivery logistics. 
• Partner cross-functionally to forecast trainer capacity and align delivery resources with learner and client demand. 
• Monitor trainer performance and session coverage to ensure consistent, high-quality delivery at scale. 
• Collaborate with Product teams to improve trainer-facing platform tools and systems. 
• Manage trainer communication channels, ensuring clear, timely updates and support. 

• Collaborate cross-functionally to align trainer operations with organizational goals and growth strategies. 
• Contribute to strategic conversations about scaling Bundle’s training delivery model while maintaining quality and personalization. 
• Champion Bundle’s mission of delivering real-world relevant, learner-centered training across all aspects of trainer operations. 
• Explore and implement new approaches to increase trainer engagement, retention, and effectiveness. 

• Leverage data to assess trainer effectiveness and session impact. 
• Track key performance indicators related to delivery quality, learning impact, and trainer engagement. 
• Partner with Learning Experience team colleagues to ensure delivery is aligned with curriculum design, session outcomes, and facilitation strategies. 
• Recommend and pilot improvements to delivery models, tools, and enablement strategies based on emerging trends and evidence-based practices. 
• Stay current with industry developments in adult learning, virtual facilitation, and trainer enablement. 

• Bachelor’s degree in Education, Learning & Development, Business Administration, or a related field. 
• 3–5 years of experience in L&D, facilitation/training management, or program operations with a focus on training delivery. 
• Deep understanding of adult learning principles, facilitation methods, and learner-centered instruction. 
• Proven success managing facilitators or contract trainer networks in a virtual setting. 
• Experience using data to monitor program performance and drive improvements. 
• Strong communication and collaboration skills; comfortable working cross-functionally. 
• Proficiency in virtual training platforms (e.g., Zoom) and LMS or scheduling tools. 

• Advanced degree or certifications in L&D, Human Resources, or a related field (e.g., ATD CPLP, SHRM-SCP). 
• Familiarity with assessment-based training programs and evaluation frameworks such as LTEM or Kirkpatrick. 
• Experience using survey tools or data dashboards to track trainer and learner performance. 

• Trainer Leadership: Builds trust and consistency across a network of diverse trainers. 
• Operational Execution: Manages logistics and systems that support seamless training delivery. 
• Facilitation Awareness: Applies a deep understanding of what effective delivery and training looks like in virtual learning. 
• Continuous Improvement: Uses feedback and performance data to drive training quality and innovation. 
• Learner-Centered Thinking: Keeps the learner experience at the forefront of operational decisions. 
• Cross-Functional Collaboration: Partners across the organization to align people, product, and learning strategy.