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Head Of Learning And Development Jobs in Massachusetts

M.S. Walker

Director of Learning & Development

Norwood, MA · On-site

$150 - $200/hr

Director of Learning & Development Location: Norwood, MA Job Id: 235 # of Openings: 1 Director of Learning & Development Location: Norwood, MA (Hybrid) Department : Human Resources Reports to: Chief ...

EVIDENT

Global Head of Talent

Needham, MA · On-site

The Head of Talent will be responsible for leading and executing a global talent strategy that ... management, learning and development, DEI, employee engagement, succession planning, and ...

Mohr Talent

Learning & Development Manager

Framingham, MA · On-site

$100 - $125/hr

Build scalable programs that support internal advancement, engagement, and retention What We're Looking For * 5+ years of learning & development, training, employee development, or operational ...

Suffolk Construction

Director, Learning Design

Boston, MA · On-site

$152K - $214K/yr

Reporting to the Head of Red & Blue University, this role is responsible for advancing Suffolk's learning capability through innovative instructional design, high-impact development programs, and ...

Greentown Labs

Head of Development

Boston, MA · On-site

$150 - $200/hr

Head of Development Greentown Labs Boston, Massachusetts, United States About Greentown Labs Greentown Labs is a 501(c)(3) nonprofit accelerating climatetech innovation for the planet, people, and ...

Iovino Enterprises

This "family of companies" culture is rooted in a common vision and set of values: respect ... Analyze and evaluate learning and development programs/resources through post training feedback and ...

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All JobsHead Of Learning And Development JobsHead Of Learning And Development Jobs in Massachusetts

Head Of Learning And Development information

See Massachusetts salary details

$47.5K

$124.1K

$200.9K

How much do head of learning and development jobs pay per year?

As of Sep 8, 2026, the average yearly pay for head of learning and development in Massachusetts is $124,090.00, according to ZipRecruiter salary data. Most workers in this role earn between $98,800.00 and $144,700.00 per year, depending on experience, location, and employer.

What does a head of learning and development do?

A Head of Learning and Development is responsible for designing, implementing, and overseeing training and development strategies within an organization. Their main goal is to enhance employees' skills, knowledge, and performance to support the organization's objectives. This role involves assessing training needs, developing learning programs, managing budgets, and measuring the effectiveness of professional development initiatives. They often collaborate with leadership and HR to align learning strategies with business goals and foster a culture of continuous learning.

What are the key skills and qualifications needed to thrive as a head of learning and development, and why are they important?

To thrive as a Head of Learning and Development, you need expertise in instructional design, adult learning theory, organizational development, and a relevant degree such as HR or Education. Familiarity with Learning Management Systems (LMS), e-learning authoring tools, and certifications like CPLP or SHRM are often required. Outstanding leadership, strategic thinking, and strong communication skills help drive engagement and align learning initiatives with business goals. These competencies are crucial for creating impactful development programs that support organizational growth and employee performance.

How does the head of learning and development typically collaborate with other departments to align training initiatives with organizational goals?

As the Head of Learning and Development, you will regularly partner with department heads and senior leadership to identify skill gaps and align training programs with the company's strategic direction. This often involves conducting needs assessments, gathering feedback from various teams, and ensuring that learning initiatives support both immediate and long-term business objectives. Close collaboration is essential to customize training content, measure program effectiveness, and foster a culture of continuous improvement across the organization.

What is the difference between Head Of Learning And Development vs Learning and Development Manager?

AspectHead Of Learning And DevelopmentLearning and Development Manager
ResponsibilitiesStrategic planning, overseeing L&D initiatives, aligning training with business goalsImplementing training programs, managing day-to-day L&D activities
Required CredentialsOften requires senior certifications, extensive experience in L&D leadershipRelevant certifications, experience in training coordination
Work EnvironmentExecutive-level, strategic focus, cross-departmental collaborationOperational role, working closely with teams and trainers

The Head Of Learning And Development focuses on strategic leadership and aligning learning initiatives with organizational goals, while the Learning and Development Manager handles the implementation and management of training programs. Both roles require relevant certifications and experience, but the Head of L&D operates at a higher strategic level.

What are the most commonly searched types of Of Learning And Development jobs in Massachusetts?

The most popular types of Of Learning And Development jobs in Massachusetts are:

What cities in Massachusetts are hiring for Head Of Learning And Development jobs?

Cities in Massachusetts with the most Head Of Learning And Development job openings:

Head Of Learning And Development jobs near you
Infographic showing various Head Of Learning And Development job openings in Massachusetts as of August 2026, with employment types broken down into 1% As Needed, 86% Full Time, 11% Part Time, and 2% Contract. Highlights an 89% Physical, 3% Hybrid, and 8% Remote job distribution, with an average salary of $124,090 per year, or $59.7 per hour.

Director of Learning & Development

M.S. Walker Inc.

Norwood, MA • Hybrid

Full-time

Medical, Dental, Vision, Life, Retirement

Re-posted 23 days ago

Job description

Director of Learning amp; Development
Location: Norwood, MA (Hybrid)
Department: Human Resources
Reports to: Chief Human Resources Officer (CHRO)
Employment Type: Full-Time | Exempt
Role Overview
The Director of Learning amp; Development builds and leads M.S. Walker’s L amp;D function. The core mandate is organizational capability: identifying where the business needs to grow its people, building role-based development and career paths that make employees promotable, strengthening the internal talent pipeline, and equipping the workforce with modern skills — including AI fluency and the adoption of new enterprise systems.
This is a true build role — the strategy, the programs, and the technology are yours to design, with the opportunity to grow a team behind them. The Director establishes the foundation in Year 1 and scales toward an integrated talent system — development, career pathing, leadership growth, and digital enablement — connected directly to business performance. The role reports to the Chief Human Resources Officer and partners closely with function leaders across the business, the broader HR leadership team, and Operations on mandated safety and regulatory training. A flagship Year-1 deliverable is enabling adoption and proficieny of the company’s enterprise systems, including its SaaS ERP.
Key Responsibilities
Build and Lead the L amp;D Function
  • Define and execute an L amp;D strategy aligned to business priorities, workforce needs, and the company’s multi-year HR roadmap.
  • Establish the operating model: program portfolio, intake and prioritization, governance, vendor management, and budget ownership.
  • Select and own the learning technology stack, including the decision to leverage the existing Paycor learning module or stand up a dedicated LMS/LXP.
  • Build needs-assessment and evaluation discipline that measures development against business outcomes — promotion readiness, retention, and capability — not activity.

Organizational Capability amp; Needs Identification
  • Partner with leaders across corporate functions, sales, and operations to identify capability gaps and translate business strategy into concrete development priorities.
  • Design role-based development paths and curricula tied to the skills each function needs now and as the business evolves.
  • Establish a repeatable way to surface emerging capability needs and convert them into programs
Career Pathing, Promotability amp; Internal Talent Development
  • Build career frameworks and development paths that make employees promotable and create clear lines of progression across the organization.
  • Strengthen the internal talent pipeline and bench for critical roles, in partnership with HR leadership and the business, supporting succession and fill-from-within.
  • Partner with HR leadership on the competency model and job architecture underpinning the company’s performance management and compensation work, so that development, career paths, and progression operate as one connected system.
Leadership amp; Management Development
  • Build development programs spanning frontline supervisors through senior leadership, with emphasis on the manager capabilities that drive engagement, performance, and retention.
  • Coach and equip leaders to develop their own teams and reinforce learning in the flow of work.
AI amp; Digital Enablement
  • Define how M.S. Walker develops its people for the AI era — building AI literacy and role-based AI enablement across the organization, helping teams adopt new tools to work more effectively, with the change management to make adoption stick.
  • Lead enablement for enterprise-system adoption; as a flagship Year-1 project, deliver role-based, process-driven training for the company’s SaaS ERP implementation, partnering with the ERP program team, IT, and affected functions.
  • Translate complex systems and tools into practical job aids and learning paths, and sustain enablement through enhancements and new functionality.
Onboarding amp; New-Hire Experience
  • Own New Hire Orientation and role-based onboarding, ensuring a consistent, engaging experience that gets new employees productive and connected quickly.
Safety, Regulatory amp; Compliance Learning
  • Oversee mandated safety and regulatory training for the operational workforce (e.g., OSHA, powered-industrial-truck, DOT/FMCSA, and alcohol-beverage handling), ensuring programs are current, delivered, and auditable.
  • Coordinate delivery and recordkeeping with Operations and Safety to meet regulatory, insurance, and workers’ compensation requirements.
Labor Relations Partnership
  • Partner with Labor Relations and counsel so training programs are designed consistent with collective bargaining agreements, recognizing where training intersects with compensable time and contract provisions.
  • Use apprenticeship and skills-progression programs as development pathways that help represented employees grow and advance.
What Success Looks Like (First 12–24 Months)
  • A functioning L amp;D operating model, technology platform, and governance in place.
  • Role-based development and career frameworks live for key corporate, sales, and management populations — with a measurable increase in internal promotion and fill-from-within.
  • Identified bench strength and succession readiness for critical roles.
  • AI literacy and role-based AI enablement rolled out, with measurable adoption.
  • ERP training delivered to support an on-time, high-adoption go-live, measured against the system’s business case.
  • Safety and regulatory training current, complete, and auditable as a compliance baseline.
  • Improved retention of high-potential talent.
Qualifications
Required
  • 7+ years of progressive L amp;D experience, including building or substantially rebuilding an L amp;D function.
  • Demonstrated experience building role-based development, career-pathing, and leadership/management development programs that move people into broader and more senior roles.
  • Experience identifying organizational capability needs and translating business strategy into development plans across multiple functions.
  • Experience building or integrating competency models / job architecture that support performance management and talent decisions.
  • Experience leading enablement and change management for technology adoption — ideally including AI tools and/or an enterprise-system (ERP or comparable) implementation.
  • Strong command of adult learning, instructional design, change management, and evaluation methodology.
  • Excellent facilitation, communication, and stakeholder-management skills.
Preferred
  • Bachelor’s degree in Human Resources, Organizational Development, or a related field; Master’s preferred.
  • Experience in an operations-intensive environment — distribution, wholesale, logistics, or CPG.
  • Familiarity overseeing regulated-industry safety and compliance training obligations (e.g., OSHA, DOT).
  • Experience operating in a unionized environment.
  • Experience standing up or migrating an LMS/LXP.
  • Relevant certification (e.g., ATD CPTD/APTD or equivalent).

Location amp; Travel
  • Based at company headquarters in Norwood, MA, with a hybrid work approach
  • Occasional travel to regional locations in Rhode Island, New York, and New Hampshire to support cross-functional learning initiatives and gain operational understanding
About M.S. Walker
M.S. Walker is a fifth-generation, family-owned importer, distributor, and bottler of wine and spirits, operating across multiple states with a workforce spanning corporate, sales, and operations teams. As we invest in the continued growth of our people and our business, we are creating a dedicated Learning amp; Development function — and hiring a Director to build and lead it. This is a rare opportunity to shape an enterprise-wide capability from the ground up, with executive sponsorship and the mandate to do it right.
Benefits:
We offer a Comprehensive Benefits Plan that includes the following:
  • Medical amp; Dental Insurance
  • Vision Coverage
  • Paid-Time-Off Program
  • Fidelity Investments 401k
  • Disability, Life, Accident amp; Illness Insurance Packages
  • Discounted Fitness Memberships
  • Free amp; Discounted Work/Life Resources
  • Career Advancement Opportunities
Mission Statement:
Since 1933, our mission has been firmly rooted in our core values of family, integrity, respect, honesty, and hard work. We are deeply committed to upholding these principles for our team members, customers and suppliers alike. We seek to build and maintain long-lasting relationships based on trust and reliability. By honoring our heritage and embracing innovation, we aim to continuously improve and adapt to meet the evolving needs of our industry, while responsibly contributing to the communities we serve. Together, we strive to elevate the spirit of hospitality and foster a vibrant and respectful culture in all facets of the organization and beyond.
Pay Range: $140,000 - $160,000 annually

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