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Director Software Jobs in Massachusetts (NOW HIRING)

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Director Software information

See Massachusetts salary details

$151.8K

$277.4K

How much do director software jobs pay per year?

As of Sep 7, 2026, the average yearly pay for director software in Massachusetts is $266,388.00, according to ZipRecruiter salary data. Most workers in this role earn between $276,300.00 and $276,300.00 per year, depending on experience, location, and employer.

What is a director software?

A Director of Software is a senior leadership position responsible for overseeing the software development teams and guiding the strategic direction of software projects within an organization. They manage engineering managers and developers, set technical vision, ensure projects are aligned with business goals, and often collaborate with other departments like product management and operations. The role requires strong technical expertise, leadership skills, and the ability to balance innovation with operational efficiency. Directors of Software are also tasked with recruiting top talent, mentoring team members, and ensuring software quality and security standards are met.

What are some typical challenges a director of software faces when leading cross-functional teams?

A Director of Software often encounters challenges such as aligning priorities across engineering, product, and design teams, ensuring clear communication, and managing competing deadlines. Balancing technical debt reduction with new feature development is also a common concern. Successful Directors build strong relationships with stakeholders, foster a culture of collaboration, and implement processes that support transparency and efficient decision-making.

What are the key skills and qualifications needed to thrive as a director of software, and why are they important?

To thrive as a Director of Software, you need extensive experience in software development, strong leadership abilities, and a relevant degree in computer science or a related field. Familiarity with technical tools such as project management software (e.g., Jira), cloud platforms, and agile methodologies, as well as certifications like PMP or Scrum Master, is highly beneficial. Exceptional problem-solving, communication, and team management skills set outstanding candidates apart. These competencies are crucial for guiding teams, delivering high-quality products, and aligning software initiatives with organizational goals.

What is the difference between Director Software vs Software Engineer?

AspectDirector SoftwareSoftware Engineer
Required CredentialsBachelor's/Master's in CS or related field, leadership experienceBachelor's or higher in CS or related field, coding skills
Work EnvironmentLeadership, strategic planning, cross-team collaborationHands-on coding, development, debugging
Employer & Industry UsageTech companies, software firms, startupsAlmost universal across tech industries
Common Search & ComparisonOften compared for career progression, responsibilitiesEntry to mid-level roles, technical focus

The main difference between a Director Software and a Software Engineer lies in their responsibilities and experience. Directors focus on strategic planning, team leadership, and project oversight, often requiring leadership credentials. Software Engineers are primarily involved in coding and technical development. While Software Engineers are more hands-on with daily technical tasks, Directors oversee multiple projects and teams, guiding overall software development strategies.

What are the most commonly searched types of Software jobs in Massachusetts?

The most popular types of Software jobs in Massachusetts are:

What cities in Massachusetts are hiring for Director Software jobs?

Cities in Massachusetts with the most Director Software job openings:

Infographic showing various Director Software job openings in Massachusetts as of August 2026, with employment types broken down into 82% Full Time, 12% Part Time, 1% Temporary, 4% Contract, and 1% Nights. Highlights an 85% Physical, 4% Hybrid, and 11% Remote job distribution, with an average salary of $266,388 per year, or $128.1 per hour.

Lead Director - Software Engineering (Health100 Platform)

CVS Health

Boston, MA • Remote

$144K - $288K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 15 days ago


CVS Health rating

5.8

Company rating: 5.8 out of 10

Based on 4,369 frontline employees who took The Breakroom Quiz

92nd of 113 rated pharmacies


Job description

We're building a world of health around every individual - shaping a more connected, convenient and compassionate health experience. At CVS Health, you'll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselvesaccountable and prioritize safety and quality in everything we do. Join us and be part of something bigger - helping to simplify health care one person, one family and one community at a time.

Position Summary

Health100 is America's trusted front door to health and care. The Health100 platform integrates any participating health plan, PBM, pharmacy (retail and specialty), provider, digital health point solution provider, and employer, and addresses the top health care challenges for the consumer.

We are looking for a hands-on, passionate engineering leader to join a high-energy, mission-driven team on the forefront of digital health innovation - reinventing how consumers engage with their health. As the Lead Director of Software Engineering, you will lead thestrategic vision, development, and execution of our platform engineering roadmap.You will drive innovation, manage cross-functional teams, and ensure the delivery of high-quality products that exceed consumer expectations.

As a key strategic leader, you will own integration strategy and execution across multiple domains, managing partner requirements, technical constraints, and external commitments while advancing platform modernization initiatives. You will partner closely with external stakeholders, understand their technical constraints and success criteria, and communicate risks and feasibility clearly in both technical and business terms.


Responsibilities:

  • Strategic & technology roadmap ownership: Define and drive multi-team product and technical roadmaps, aligning engineering investments, architectural direction, and delivery priorities with business outcomes

  • Engineering excellence & delivery governance:Establishscalable engineering standards, operational frameworks, and risk management practices to ensure quality, efficiency, and reliable execution across teams

  • Organizational leadership & talent strategy: Lead, mentor, and grow engineering managers and senior engineers, owning hiring, performance management, career development, succession planning, and a culture of accountability and high performance

  • Cross-functional and external stakeholder alignment: Partner closely with Product, Business, Architecture, Design, Security, and external partners to translate strategy into executable programs with clear milestones, accountable ownership, and measurable outcomes

  • Technical complexity and ambiguity navigation: Own architecturally complex initiatives across multiple domains, guiding teams through evolving requirements, tight dependencies, and external commitments that require disciplined execution and sound technical judgment

  • Resource scaling and innovation: Manage vendor and contingent workforce strategies while leading technology research across AI, cloud, and distributed systems to inform long-term platform investments,optimizeintegrations, and improve operational outcomes

Required Qualifications

  • 12+ years of hands-on software engineering experience in large-scale distributed platforms, including complex integration and interoperability challenges; 5+ years of experience leading managers and senior engineers through complex technical initiatives

  • Proven delivery of large-scale, multi-team engineering programs, owning strategy through execution across complex integrations, platform modernization, and cloud migrations in fast-paced digital or healthcare technology environments

  • Strong technical depth in distributed systems and cloud-native architectures, including microservices (Java/Spring Boot, Python), DevOps (CI/CD, Kubernetes/Docker), and cloud platforms (GCP preferred)

  • Executive-level communication and influence skills and demonstrated success building and scaling high-performing engineering organizations, including distributed teams and vendor partnerships

  • Hands-on experience delivering AI-enabled or generative AI-integrated software solutions that produced measurable business or operational outcomes

Preferred Qualifications

  • Proven experience hiring and leading high-performing, distributed engineering teams, including multi-site and fully remote models

  • Demonstrated data-driven problem solving, using quantitative analysis to guide decisions and improve outcomes

  • Hands-on experience defining, tracking, and analyzing KPIs to measure engineering productivity, delivery health, and project success

  • Experience delivering healthcare or wellness technology solutions, working effectively with both onshore and offshore teams

Education

  • Bachelor's degree in Computer Science, Information Systems, Engineering, related field, or equivalent experience (High school diploma plus 4 years relevant work experience)

Pay Range

The typical pay range for this role is:

$144,200.00 - $288,400.00


This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors. This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above. This position also includes an award target in the company's equity award program.

Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.

Great benefits for great people

We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families.

This fulltime position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial wellbeing of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.


Additional details about available benefits are provided during the application process and on Benefits Moments.

We anticipate the application window for this opening will close on: 09/25/2026

Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.


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