Technical Product Manager- Worksite Technology

MassMutual•Boston, MA

About The Position

The Worksite Technology team is expanding its investment in digital capabilities and platform modernization. You will work alongside engineers, architects, product owners, and vendor partners to transform the current ecosystem into a cloud-first, API-driven, event-enabled architecture. This team is responsible for building and operating platforms that support Worksite products, with a strong focus on customer experience, resilience, and scalability. As a Technical Product Manager, you will play a critical role in delivering reliable, high-performing technology solutions that support business growth and operational excellence.

Requirements

Bachelor’s degree in computer science, Engineering, or related technical field (or equivalent experience)
8+ years of experience in technical product management, software engineering, DevOps, or platform engineering
8+ years of experience leading end-to-end delivery of enterprise applications in Agile environments
8+ years of experience working with cloud-native and distributed systems architectures

Nice To Haves

Strong background in production support, incident management, and vendor-hosted platforms
Proven ability to translate business needs into scalable technical solutions
Strong communication, ownership mindset, and execution discipline
Strong hands-on knowledge of: Java, Spring Boot, and microservices architecture
Event-driven systems and Kafka streaming
API design and integration patterns (REST, async messaging)
Frontend frameworks (React)
Rules engines (OpenL)
Batch processing and scheduling tools (Cron or equivalent)
Managed File Transfer (MFT)
AWS cloud services and cloud-native architectures
Experience with: CI/CD pipelines, DevOps tooling, and observability frameworks
Vendor-led delivery models and SLA governance
Financial Services, Insurance or regulated industry platforms
Supporting supplemental/worksite insurance products
Ability to: Lead technical design discussions and influence architecture decisions
Balance product priorities with technical constraints and operational needs
Operate effectively in fast-paced, complex enterprise environments
Drive continuous improvement in system reliability and delivery practices

Responsibilities

Own the technical product vision, roadmap, and backlog, aligning business objectives with scalable technology solutions
Translate business requirements into architecture-aligned designs and executable delivery plans
Drive prioritization across features, defects, and technical improvements
Lead cross-functional teams (engineering, QA, analysts) to deliver high-quality, predictable outcomes
Drive Agile execution, including sprint planning, backlog refinement, and release coordination
Participate in solution design, architecture reviews, and technical decision-making
Act as the technical owner for platform stability and production operations
Lead incident triage, major incident management, root cause analysis, and resolution planning
Ensure systems meet availability, performance, and reliability targets
Drive enhancements in monitoring, observability, and operational processes
Serve as the primary technical interface to vendors
Enforce SLAs, delivery quality, and engineering standards compliance
Ensure operational readiness, including support models, documentation, and incident processes
Conduct vendor reviews and drive continuous improvement
Drive delivery of microservices-based, API-first, and event-driven solutions
Oversee integrations using Kafka, APIs, and Managed File Transfer (MFT)
Guide implementation of batch processing, scheduling, and rules engines (OpenL)
Ensure alignment with enterprise architecture and cloud strategy
Drive adoption of CI/CD pipelines, automation, and DevOps practices
Ensure readiness for production deployment, release validation, and post-release stabilization
Improve system performance, deployment frequency, and release quality
Partner with business leaders, architecture teams, operations, and vendors
Communicate technical tradeoffs, risks, and delivery status clearly and proactively
Provide transparent reporting and proactive risk mitigation