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Head of Development and Engineering

United States 200000.00 - 230000.00 USD / Year · Job Posted February 21, 2026
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Job Description

We are seeking an experienced Head of Development & Engineering to lead our technology transformation efforts. The successful candidate will leverage AI design and code capabilities to drive the modernization of legacy VB6 applications into .NET frameworks, guide the transition from monolithic architectures to cloud-based, microservices-driven SaaS platforms, and foster a culture of engineering excellence. This leader will combine strong technical expertise with change management skills, mentoring capabilities, and a passion for developing high-performing teams. Driving a product-centric, business outcome-based delivery model, you will align strategies, roadmaps, and execution plans to ensure every technical investment delivers clear, measurable business value.

Job Responsibility

  • Lead the migration of legacy VB6 systems into modern .NET environments
  • Architect and guide the transition of monolithic applications into microservices-based, cloud-native SaaS solutions
  • Ensure scalability, security, and high availability across all modernized platforms
  • Advocate, evangelize, and instantiate AI-powered design, build, and implementation of SW code development, review, and QA/QC
  • Align to the conceptual and logical models that support technical modernization and long-term technical strategies per CTO’s enterprise architecture
  • Working to Iterative-Agile frameworks (Scrum, LeSS, Kanban…) and embed Design/System Thinking into team’s culture
  • Lead, mentor, and inspire engineering teams to embrace AI technologies to the fullest extent possible, leading design methodologies, and best practices
  • Establish clear engineering standards, code quality practices, and review processes
  • Serve as a change agent to guide teams and stakeholders through major technology transitions, instantiate a coherent, measurable AI-powered SW Engineering team
  • Communicate technical strategies and progress effectively to both technical and non-technical stakeholders
  • Partner with Product, Operations, and other business units to ensure technology supports business growth and customer needs
  • Create Product focused solutions through pilots to validate ability and technical approach through extendable and re-usable designs
  • Enhance CI/CD pipelines, implement automated testing, and introduce AI-enabled capabilities to accelerate delivery and reduce risk
  • Implement Agile/DevOps methodologies to accelerate delivery cycles and improve reliability
  • Define and track meaningful metrics for performance, transparency, business values and continuous improvement

Requirements

  • Bachelor’s or Master’s degree in Computer Science, Software Engineering, or related field
  • 10+ years in software engineering roles, with at least 5 years in senior leadership
  • Proven track record of leading large-scale system migrations (VB6 to .NET preferred)
  • Experience driving cloud migration strategies and SaaS product transformation
  • Exceptional verbal and written communication skills
  • Strong proficiency with Microsoft .NET technologies (C#, .NET Core, ASP.NET)
  • Proven leadership in guiding teams implementing microservices architecture, containerization (Docker, Kubernetes), and cloud platforms (Azure, AWS, or GCP)
  • Familiarity with CI/CD, DevOps practices, and modern software delivery pipelines
  • Knowledge of relational and NoSQL databases
  • Proficiency with tools including Jira, Confluence, Mural, Excel, and other Agile related platforms
  • Demonstrated success in leading change initiatives in complex organizations
  • Skilled in mentoring, coaching, and developing engineering talent
  • Ability to balance technical depth with business priorities
  • Excellent communication, negotiation, and stakeholder management skills
  • Strong experience with metrics-driven decision-making and data-informed decisions and prioritization
  • Must have U.S. employment authorization

What we offer

  • Continued investment in your professional development
  • Day 1 access to a robust health and wellness benefits package, including an annual wellness stipend
  • 401k with up to a 4% match and immediate vesting
  • Flexible and generous (FTO) time-off
  • Employee Stock Purchase Program

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