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Director of Software Engineering

Drake Software

Salary not specified
Oct 23, 2025
Remote, US
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Taxwell is looking for a Director of Software Engineering to lead two critical teams responsible for their flagship Desktop platform and growing Practice Management suite. The goal is to ensure high-quality delivery, strong engineering practices, and steady growth of these teams, balancing legacy systems with new technology and driving modernization.

Requirements

  • Strong technical background in .NET and C-Sharp.
  • Experience with legacy desktop systems (e.g., PowerBasic) and willingness to engage deeply in them.
  • Familiarity with modern web frameworks (e.g., Angular, .NET).
  • Strong understanding of architecture, enterprise integrations, and SaaS operations.
  • Skilled in CI/CD, automated testing, observability, and secure development practices.
  • Experience managing across both legacy systems and modern platforms.
  • Background in modernizing legacy systems or leading technical Transformation.

Responsibilities

  • Provide trusted technical leadership across both legacy desktop systems (PowerBasic, .NET) and modern web platforms (Angular, .NET).
  • Guide architectural decisions that balance modernization with reliability.
  • Encourage thoughtful adoption of AI-powered tools where they improve developer productivity, quality, or confidence.
  • Own the delivery of high-impact features and platform improvements with predictable execution and high quality.
  • Establish and improve practices around planning, estimation, testing, deployment, and monitoring.
  • Proactively identify and resolve risks, bottlenecks, and technical debt.
  • Drive continuous improvement and establish clear visibility into engineering health.

Other

  • Lead and support two engineering managers and their teams (~15 engineers).
  • Assess, develop, and strengthen the team—creating growth opportunities for high performers while addressing gaps in accountability and execution.
  • Mentor managers and senior ICs to help them grow in leadership, ownership, and technical depth.
  • Foster a culture of clarity, accountability, and inclusion, grounded in technical excellence.
  • Partner with Product, Design, and business leaders to define roadmaps for both existing revenue-critical systems and emerging SaaS offerings.