Manager, Software Development

Fleetworthy

6d•Remote

About The Position

Fleetworthy is seeking a technically strong and people-oriented Software Engineering Manager to lead the teams responsible for financial and internal tooling systems. In this role, you will be actively involved in architecture, coding, code quality, problem-solving, and technical decision-making, while also coaching and developing a team of talented engineers. You will serve as the crucial link between strategic product direction and engineering execution, operating with a sense of urgency and a ship-and-iterate approach to ensure the delivery of robust, scalable, and secure solutions across the Fleetworthy ecosystems.

Requirements

Bachelor’s level education in Computer Science, Computer Engineering, Electrical Engineering, or similar degrees, or equivalent practical experience
9+ years of hands-on software development experience, including back-end services, APIs, and databases
Experience in a leadership role as an engineering team lead and/or managing software teams — including 1–2 years of direct people management
Strong Problem-Solving Skills: Architect mindset — think beyond the code to design systems that solve real problems creatively, scalably, maintainably
Exposure and technical knowledge of C# or similar (e.g., Java) with the ability to design, understand, and review production-quality code
Exposure and understanding of enterprise SQL systems, e.g., SQL Server, including schema design, performance tuning, and complex query development
Self-Starter: self-directed; proactively identifies work and opportunities for improvement, removal of blockers, and drives initiatives forward
Collaborative Leadership: Works with engineers, peer and upper managers, and across teams throughout the business towards success; seeks help and support openly and proactively, learning as they go
Documentation & Organization: Communicates clearly, documents decisions and code thoroughly, and brings structure to ambiguous situations
Monitoring Mindset: Understands observability — logs, metrics, and alerting — and knows how to troubleshoot and resolve production issues confidently
Quality Assurance Mindset: Treats quality as a shared responsibility, not a handoff — champions testing at every stage of the SDLC, from unit and integration tests to end-to-end validation. Understands the value of test coverage, code reviews, and regression safety nets in maintaining a healthy, production-ready codebase
Navigating Ambiguity: Thrive in fast-paced, evolving environments — comfortable making decisions with incomplete information
Remote Experience: Comfortable working in distributed teams with async communication and a high degree of self-management
Hands-on balance: Maintain the right mix of team leadership, collaboration, and direct technical contribution depending on the needs of the teams
AI Tools: Comfortable leveraging AI coding tools to accelerate development understanding AI limitations and security implication
Critically evaluating output for bias, errors, and correctness
Open to learning and adopting new AI tools and workflows as the landscape evolves

Nice To Haves

Experience in fleet management, transportation technology, or safety/compliance domains
Experience in account, financial, and/or business application domains

Responsibilities

Lead and mentor teams of software developers, supporting their career growth and performance
Manage team performance using engineering management metrics and software engineering best practices to drive continuous improvement and accountability
Manage a portfolio of internal business applications, ensuring ongoing stability, performance, and scalability
Oversee the full Software Development Life Cycle (SDLC) including design, planning, implementation, deployment, and support
Partner with Product Management and collaborate to gather requirements, define scope, prioritize resources, and deliver practical, scalable software solutions
Coordinate priorities and development schedules across multiple initiatives and applications
Contribute to high-level system architecture and application design, ensuring alignment with business objectives and technical best practices
Be part of the team’s troubleshooting and problem-solving sessions including implementing, testing, and deploying proposed solutions
Ensure adherence to coding standards, version control, testing practices, and release procedures
Contribute to cross-team engineering culture and help identify and resolve systemic issues across teams