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Job description
The Planet Group has partnered with a Boston area company to locate a Director of Software Engineering for a full time role.
This is a remote role but preference will be given to candidates local to the Boston area.
We are seeking a hands-on, execution-focused Director of Engineering to lead multiple engineering teams in delivering complex software initiatives within an established technology environment. This role is responsible for translating defined business priorities into structured engineering plans and ensuring initiatives are delivered predictably, efficiently, and with high quality. The ideal candidate thrives in fast-moving environments where clarity, accountability, and cross-functional alignment are critical to success.
Responsibilities
Lead end-to-end execution of engineering initiatives from planning through production release
Translate business objectives into actionable engineering roadmaps with defined milestones, sequencing, and measurable outcomes
Establish and manage delivery cadence across multiple squads or workstreams
Drive planning rituals including sprint planning, backlog refinement, demos, retrospectives, and milestone reviews
Proactively identify and manage risks, cross-team dependencies, and resource constraints
Ensure initiatives meet defined acceptance criteria and release-readiness standards
Partner closely with Product and business stakeholders to clarify scope, priorities, and success metrics
Coordinate with Architecture to align execution plans with established technical standards and platform direction
Work alongside DevOps/SRE to support release readiness, environment stability, and operational transitions
Collaborate with Data Engineering and Security teams to align on dependencies, compliance, and secure delivery practices
Lead and develop engineering managers and senior engineers, setting clear expectations and accountability
Reinforce strong engineering practices including code review, testing discipline, documentation, and continuous improvement
Evaluate, select, and negotiate vendor relationships supporting engineering delivery
Manage delivery budgets and identify cost-efficiency opportunities
Participate in technical design discussions and maintain credibility through hands-on engagement when needed
Encourage responsible use of AI-enabled development tools to improve efficiency while maintaining quality standards
Required Qualifications
5+ years of engineering leadership experience (Director or Senior Engineering Manager level) leading multiple teams or squads
Proven track record delivering complex software initiatives with predictable timelines and measurable outcomes
Strong background in Java-based application development environments
Experience working within AWS cloud ecosystems
Solid understanding of Agile delivery methodologies and execution management
Experience working within the realm of insurance
Experience working with vendors and managing contract negotiations
Bachelor’s or Master’s degree in Computer Science or related technical field (or equivalent experience)
Preferred Qualifications
Experience leading multi-squad engineering organizations in regulated environments
Strong working knowledge of modern DevOps/SRE practices and cloud-based release management
Experience coordinating across architecture, data, and security functions
Demonstrated success improving delivery predictability and cross-functional alignment
Commercial and budget oversight experience within technology organizations
Experience driving operational maturity within established engineering platforms
Interested candidates can apply by clicking on the link.
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Worksite address
boston, MA, 02298, US
Who can apply
Review the original listing for work authorization, qualifications and employer requirements.