Director Learning Development Jobs in Monson, MA

Learning & Performance Consultant
Operation's Learning & Development Team
Full-time, Springfield, MA
The Opportunity
MassMutual's Operation's Learning & Development team is seeking a Learning & Performance Consultant to lead the facilitation of high-impact learning experiences across our operations organization. In this role, you will deliver instructor-led and virtual training for newly hired and tenured associates across customer care and operations teams directly shaping the capability and confidence of the people who serve our policyholders every day.
You will operate in a collaborative, fast-paced environment where innovation in delivery is encouraged and continuous improvement is the standard. You will have ownership over classroom excellence and the learner experience, with the autonomy to adapt delivery approaches in real time based on learner needs and performance signals. This role reports to the Director of Learning & Development and partners closely with instructional designers, business leaders, and operational stakeholders.
The Team
You will join the Learning & Development team within Operations, Shared Services & Enablement a team dedicated to building the skills and knowledge that drive operational excellence at MassMutual. Our team partners closely with business leaders, instructional designers, and subject matter experts to deliver learning solutions that are practical, engaging, and aligned to strategic priorities. We are a collaborative group that values innovation, continuous improvement, and a shared commitment to developing talent at every level of the organization.
The Impact

• Deliver high-quality learning experiences across instructor-led and virtual formats for new hires and tenured associates, driving learner engagement, knowledge retention, and performance readiness across Operations.
• Lead classroom and virtual learning environments by managing engagement, participation, and behavior across diverse learner populations - ensuring a consistent, inclusive, and high-trust experience.
• Partner with instructional design and leadership to pilot new content, provide facilitation-based insights, and recommend improvements that strengthen curriculum effectiveness and delivery innovation.
• Maintain stakeholder alignment by communicating learner progress, trends, and insights to business leaders, ensuring training delivery supports performance expectations and business outcomes.
• Support training operations including LMS utilization, attendance tracking, scheduling, evaluation distribution, and reporting to ensure seamless program execution.
• Coach and model facilitation excellence by serving as a role model for delivery standards, supporting peers, and contributing to the development of best practices across the team.

The Minimum Qualifications (Required)

• High School Diploma
• 5+ years of experience in training facilitation or adult learning delivery

The Ideal Qualifications (Preferred)

• Experience facilitating both virtual and in-person learning sessions
• Experience using modern learning/collaboration platforms (e.g., Zoom, Microsoft Teams, WebEx, or similar)
• Strong interpersonal skills with a proven ability to foster a supportive and inclusive learning environment
• Experience with learning management systems (LMS)
• Experience in life insurance, disability insurance, annuities, worksite, or a similar regulated financial services industry
• Bachelor's degree or higher in Education, Communication, Business, Human Resources, or a related field
• Facilitation certifications (e.g., Certified Training Facilitator, Certified Master Facilitator, Virtual Facilitation Certificate)
• Strong written and verbal communication skills with the ability to engage and inspire diverse audiences
• Demonstrated ability to lead, mentor, and coach learners in a professional training environment
• Adaptability to rapidly changing environments and diverse learner needs
• Experience leveraging data analysis tools to track and report on training effectiveness
• Self-motivated and organized, with the ability to manage priorities independently
• Commitment to innovation and continuous improvement in training delivery

What You Can Expect at MassMutual
MassMutual offers the opportunity to do meaningful work within a purpose-driven organization that values long-term impact over short-term outcomes. In this role, you can expect:

• Clear areas of ownership and accountability, with work that connects directly to company and customer outcomes
• A collaborative environment where perspectives are welcomed
• Access to learning, development, and internal networks that support continuous growth and skill-building over time
• Employee-led communities and forums that foster connection, learning, and inclusion across the organization
• A culture grounded in integrity, responsibility, and stewardship supported by a company with a strong legacy and a future-focused mindset

#LI-JF1
Salary Range:
$84,100-$110,300
At MassMutual, we focus on ensuring fair equitable pay, by providing competitive salaries, along with incentive and bonus opportunities for all employees. Your total compensation package includes either a bonus target or in a sales-focused role a Variable Incentive Compensation component.
Why Join Us.
We've been around since 1851. During our history, we've learned a few things about making sure our customers are our top priority. In order to meet and exceed their expectations, we must have the best people providing the best thinking, products and services. To accomplish this, we celebrate an inclusive, vibrant and diverse culture that encourages growth, openness and opportunities for everyone. A career with MassMutual means you will be part of a strong, stable and ethical business with industry leading pay and benefits. And your voice will always be heard.
We help people secure their future and protect the ones they love. As a company owned by our policyowners, we are defined by mutuality and our vision to put customers first. It's more than our company structure - it's our way of life. We are a company of people protecting people. Our company exists because people are willing to share risk and resources, and rely on each other when it counts. At MassMutual, we Live Mutual.
MassMutual is an equal employment opportunity employer. We welcome all persons to apply.
If you need an accommodation to complete the application process, please contact us and share the specifics of the assistance you need.
At MassMutual, we focus on ensuring fair, equitable pay by providing competitive salaries, along with incentive and bonus opportunities for all employees. Your total compensation package includes either a bonus target or in a sales-focused role a Variable Incentive Compensation component. For more information about our extensive benefits offerings please check out our Total Rewards at a Glance.