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Head Of Learning Development Jobs in Boston, MA (NOW HIRING)

WS Development

Head of Loyalty

Chestnut Hill, MA

$175K - $225K/yr

The Insider program is not only a critical driver for the WS Development portfolio, but is also ... Make fast, data-driven decisions and foster a culture of experimentation, learning, and iteration ...

WS Development

Head of Loyalty

Chestnut Hill, MA · On-site

$175K - $225K/yr

The Insider program is not only a critical driver for the WS Development portfolio, but is also ... Make fast, data-driven decisions and foster a culture of experimentation, learning, and iteration ...

WS Development

Head of Loyalty

Chestnut Hill, MA · On-site

$175K - $225K/yr

The Insider program is not only a critical driver for the WS Development portfolio, but is also ... Make fast, data-driven decisions and foster a culture of experimentation, learning, and iteration ...

Greentown Labs

Head of Development (Boston)

Boston, MA · On-site

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 ...

Biogen

Head of US Field Excellence

Cambridge, MA · On-site

$260K - $367K/yr

As the Head of Commercial Field Excellence, you will lead multiple teams dedicated to the strategic ... Lead Commercial Learning & Development, ensuring alignment with therapeutic area and brand ...

Biogen

Head of US Field Excellence

Cambridge, MA

$260K - $367K/yr

As the Head of Commercial Field Excellence, you will lead multiple teams dedicated to the strategic ... Lead Commercial Learning & Development, ensuring alignment with therapeutic area and brand ...

ATI

Head of Brakewise

Woburn, MA · On-site

The Head of Brakewise will work closely with customers to understand their needs, collaborate with ATI's product and engineering teams to guide product development, support go-to-market initiatives ...

ATI

Head of Brakewise

Woburn, MA · On-site

The Head of Brakewise will work closely with customers to understand their needs, collaborate with ATI's product and engineering teams to guide product development, support go-to-market initiatives ...

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Showing results 21-40

All JobsHead Of Learning Development JobsHead Of Learning Development Jobs in Boston, MA

Head Of Learning Development information

See Boston, MA salary details

$17.7K

$105.1K

$200.2K

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

As of Aug 7, 2026, the average yearly pay for head of learning development in Boston, MA is $105,085.00, according to ZipRecruiter salary data. Most workers in this role earn between $65,835.00 and $139,700.00 per year, depending on experience, location, and employer.

What are the main challenges faced by a head of learning development when implementing new training initiatives across an organization?

One of the primary challenges for a Head of Learning Development is ensuring organization-wide buy-in for new training programs. This often involves aligning training initiatives with business goals, addressing resistance to change among employees, and tailoring content to diverse learning needs. Additionally, managing resources effectively and demonstrating the ROI of learning initiatives to senior leadership are common hurdles. Successful Heads of Learning Development regularly collaborate with department heads and HR to ensure smooth rollout and ongoing improvement of development programs.

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

AspectHead Of Learning DevelopmentLearning & Development Manager
ResponsibilitiesOversees overall learning strategy, sets vision, manages teams, and aligns learning initiatives with organizational goals.Implements training programs, manages day-to-day learning activities, and supports learning projects within departments.
Required CredentialsTypically requires advanced degrees in education, HR, or related fields; certifications like CPLP or ATD are common.Often requires similar certifications and experience in training or HR, but may have less emphasis on strategic planning.
Work EnvironmentStrategic, leadership-focused, often in senior HR or Learning & Development departments.Operational, team-oriented, working closely with trainers, HR, and employees.

The Head Of Learning Development focuses on strategic leadership and long-term learning goals, while the Learning & Development Manager handles the implementation and management of training programs. Both roles require relevant certifications and experience, but differ mainly in scope and level of responsibility.

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

To thrive as a Head of Learning Development, you need expertise in instructional design, adult learning principles, and strategic leadership, often supported by a degree in education, HR, or organizational development. Familiarity with learning management systems (LMS), digital content creation tools, and certifications like CPLP or ATD are highly valued. Exceptional communication, stakeholder management, and change leadership skills help drive learning initiatives effectively across the organization. These skills ensure the design and delivery of impactful learning programs that support talent development and organizational goals.

What does a head of learning development do?

A Head of Learning Development is responsible for designing, implementing, and overseeing training and professional development programs within an organization. They assess employee learning needs, develop strategies to enhance skills, and ensure that training initiatives align with organizational goals. This role often involves managing a team, collaborating with other departments, and measuring the effectiveness of learning programs to drive continuous improvement.
What are popular job titles related to Head Of Learning Development jobs in Boston, MA? For Head Of Learning Development jobs in Boston, MA, the most frequently searched job titles are:
What job categories do people searching Head Of Learning Development jobs in Boston, MA look for? The top searched job categories for Head Of Learning Development jobs in Boston, MA are:
What cities near Boston, MA are hiring for Head Of Learning Development jobs? Cities near Boston, MA with the most Head Of Learning Development job openings:
Head Of Learning Development jobs near you
Infographic showing various Head Of Learning Development job openings in Boston, MA as of August 2026, with employment types broken down into 1% As Needed, 81% Full Time, 15% Part Time, and 3% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $105,085 per year, or $50.5 per hour.

Head of Application Development

Arbella Insurance Group

Quincy, MA • On-site

Full-time

This job post has expired today. Applications are no longer accepted.

Arbella Insurance rating

9.0

Company rating: 9.0 out of 10

Based on 13 frontline employees who took The Breakroom Quiz

36th of 303 rated insurance

Job description

This position reports to the VP & CIO and leads the software engineering, software architecture, and application development efforts across all of Arbella's business areas. The Head of Application Development is a senior level IT role and part of the senior leadership team. This role provides leadership, vision and direction for the Application Development organization. This position is responsible for recruiting, developing, and retaining talent, as well as ensuring the Application Development staff has the skills and capabilities to meet business needs. This leader oversees the implementation of large, strategic software engineering initiatives, ongoing maintenance, and enhancement of existing applications, and is responsible for championing best practices and ensuring initiatives achieve business outcomes.
The Head of Application Development serves as a strategic leader and trusted advisor to business units across the company exhibiting a strength in building collaborative, effective partnerships with key stakeholders. This position requires strong leadership skills, a high degree of collaboration, and excellent communication skills.
Leadership & Strategy
  • Provide leadership, vision, and direction for the Application Development organization. Establish a roadmap for Application Development and partners with the CIO on the development of the company's IT strategy and operating plan as well as building a multi-year road map identifying key operational initiatives to support business growth and create operating efficiencies.
  • Act as a trusted advisor. Build strong working relationships with business & executive leaders to ensure application development teams meet expectations and contribute to the achievement of business goals. Understand their businesses and advise them on technology needs.
  • Collaborate with IT and business leaders to develop short- and long-term strategic plans.
  • Maintain a strong understanding of industry and business needs, respond with agility to changing business priorities, assist clients in the formation of IT strategies and service level agreements.
  • Partner closely with all members of the IT Leadership Team on strategic and operational initiatives, driving results and proactively communicating on progress and direction of key IT projects. Direct the development and implementation of IT policies, processes, systems, project management, development standards and methodologies.
  • Manage the Application Development budget, with ongoing focus on personnel, vendor, and capital expenditures.
  • Establish departmental performance goals, objectives, and operating procedures with KPIs that produce measurable results for the IT functions and services

Talent & People Management
  • Develop workforce strategy to meet the organization's current and future software engineering needs through developing, hiring, and/or sourcing talent.
  • Manage resource allocation across teams to maximize business impact of resources and ensure each team has the skills and capabilities needed to achieve its objectives.
  • Develop and manage talent that is supportive of a culture that is energized, engaged, future focused and highly motivated to deliver best-in-class solutions.
  • Partner with Human Resources to create learning and development opportunities aligned to the organization's skill and capability needs, and to provide rewarding career paths for software engineering staff.
  • Recruit and hire talent to address new needs and skill gaps.
  • Facilitate collaboration and partnership across software engineering teams and stakeholders.
  • Build a culture that supports learning, collaboration, transparency, and inclusiveness.
  • Communicate delivery expectations to internal and external team members. Assess individual contributions and provide consistent and clear feedback on performance to the teams against goals and objectives.

Oversight Responsibilities
  • Champion best practices and modern software development methods and tools.
  • Lead application development teams and other stakeholders to set goals for improving code quality, maintainability, security, and scalability. Monitor progress against these goals.
  • Implement and manage application development status reporting, metrics, and benchmarks.
  • Manage collaboration with Infrastructure to ensure software performs well in production and meets SLAs.
  • Work with the Director of Information Security to ensure software is effectively secured and that risks are mitigated.
  • Oversee management of relationships with consultants, vendors, and contractors and support negotiation of statements of work and business terms with suppliers. Maintain awareness of contractual obligations and expectations of vendors and the organization. Seek opportunities to leverage partnerships for sourcing and innovation.
  • In collaboration with Infrastructure leaders, oversee DevOps processes and practices, including automating the handoff of code releases from development to operations.
  • Ensure data is consistent, accurate, and accessible for regulatory and business purposes.
  • Report regularly to the CIO and leadership team on the status and performance of technology strategies and initiatives, new innovations, and progress against goals relative to the strategic plan.

Required Experience
  • Demonstrated success as a senior IT and business leader.
  • Strong talent management skills including talent development, coaching, mentoring, and team motivation. Proven ability to recruit, retain and develop high performing teams with high employee engagement and job satisfaction.
  • Strong relationship management, strategy development, project management, problem solving and change management skills.
  • Ability to build and maintain strong cross-functional partnerships at all levels of the organization.
  • Demonstrated ability to communicate complex technical information in a condensed manner to various stakeholders verbally and in writing.
  • Strong organizational skills, including an ability to perform under pressure and manage multiple priorities with competing demands for resources.
  • Strong understanding of software development methodologies and best practices.
  • Understanding relevant tools and platforms (e.g. cloud platforms, SaaS, web technologies, client-server technologies, continuous integration and deployment), with an eagerness to learn about new and unfamiliar technologies such as artificial intelligence.
  • Adaptability and ability to manage rapid change in business needs, processes, or technologies.
  • Ability to manage multiple vendor relationships, to ensure the best financial return and value on initial investment and continued maintenance.
  • Experience in developing multi-million-dollar departmental and organizational budgets and effectively planning and managing activities within the established constraints of such approved budgets.

Preferred Experience
  • Experience in insurance or related financial services
  • Experience leading geographically distributed teams
  • Experience leading diverse technologies for a moderate/large IT department (100+ FTE).
  • Experience with Generative Artificial Intelligence and integration of this technology into software engineering processes
  • Experience leading software or enterprise architecture functions is a plus
  • Bachelor's degree in information systems, computer science or a related field. Master's degree in one of these fields or an MBA

Our current reasonable and good faith estimate of the annual base for this position is approximately $225,000 - $275,000* based on a variety of factors including, but not limited to, relevant skills and experience, educational background and certifications, performance and qualifications, market demand for the role and other organizational needs. *Certain roles may pay higher in the salary range due to technical/specialty skills and experience.
Please note: The advertised pay range is not a guarantee or promise of a specific wage.
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