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Software Development Manager

Plymouth Rock Assurance
United Statesfull_timeVerifiedPosted 30 Dec 2025
💰 $191,000/yr($147,000/yr$191,000/yr)

About the role

We are seeking an experienced Software Development Manager to lead the design, delivery, and evolution of modern, cloud-native applications while building and mentoring high-performing engineering teams.

Responsibilities

  • Provide strong technical leadership to a team of high-performing software engineers building and maintaining modern, customer-facing applications and digital experiences.

  • Own and guide technical architecture decisions, championing cloud-native design principles to deliver scalable, resilient, and secure software platforms.

  • Drive continuous improvement in code quality, observability, automation, and development workflows using metrics and data-driven insights.

  • Recruit, mentor, and develop engineering talent, fostering a culture of innovation, accountability, and ownership.

  • Deliver accurate estimates and feasibility assessments for new initiatives, ensuring alignment with business goals and technical strategy.

  • Track, measure, and communicate progress against key milestones using Agile planning tools and engineering KPIs.

  • Plan releases, manage backlogs, and coordinate cross-team dependencies to ensure predictable, on-time delivery.

  • Manage staffing and resource allocation to balance workloads while optimizing team productivity and morale.

  • Ensure high-quality delivery through strong engineering practices, CI/CD pipelines, automated testing, and DevSecOps principles.

  • Collaborate closely with engineering, architecture, QA, product, and operations teams on complex, multi-team initiatives.

  • Support the career growth of direct reports through regular coaching, feedback, and development planning.

  • Maintain clear, transparent communication with stakeholders throughout the development lifecycle, supported by data and metrics.

Qualifications

  • Bachelor’s degree in Computer Science or a related field, with 10+ years of experience building commercial software systems.

  • 3+ years of experience leading engineering teams in an Agile development environment.

  • Proven experience designing and building cloud-native, distributed systems on platforms such as AWS, Azure, or GCP.

  • Strong expertise in modern JVM-based technology stacks, including:

    • Java, Spring Boot / Spring Cloud (Kotlin a plus)

    • Microservices architectures, REST APIs, GraphQL, and event-driven systems (Kafka, SNS/SQS, Pulsar)

  • Experience with modern web frameworks and front-end technologies:

    • Angular, React, TypeScript, Next.js, CSS-in-JS, and design systems

  • Broad experience with modern development tools and platforms, including:

    • Docker, Kubernetes, and container orchestration

    • CI/CD pipelines (GitHub Actions, GitLab CI, Jenkins, Argo CD, Harness)

    • Infrastructure as Code (Terraform, CloudFormation)

    • Security and DevSecOps tools (Snyk, Veracode, SonarQube)

    • Monitoring and observability platforms

  • Hands-on experience with modern SDLC practices, including trunk-based development, feature flags, automated testing (JUnit, Cypress, Playwright), and code quality tooling.

  • Demonstrated ability to manage resource planning, risk mitigation, stakeholder communication, and delivery for complex, high-visibility initiatives.

  • Proven track record of partnering with architects, product owners, analysts, and project managers to estimate and deliver end-to-end system solutions.

  • Excellent written and verbal communication skills.

  • Experience in the insurance or financial services industry is a plus.

SALARY RANGE

The pay range for this position is $147-191k annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity.​

 

PERKS & BENEFITS

  • 4 weeks accrued paid time off, 8 paid national holidays per year, and 2 floating holidays
  • Low cost and excellent coverage health insurance options that start on Day 1 (medical, dental, vision)
  • Annual 401(k) Employer Contribution
  • Free onsite gym and health center at our Woodbridge Location
  • Resources to promote Professional Development (LinkedIn Learning and licensure assistance)
  • Robust health and wellness program and fitness reimbursements
  • Various Paid Family leave options including Paid Parental Leave
  • Tuition Reimbursement 

 

ABOUT THE COMPANY

The Plymouth Rock Company and its

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Company

Plymouth Rock Assurance

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