Director​/VP of Engineering

Job Responsibilities

• Stand up a second, AI-forward engineering practice — hire, structure, and lead the team responsible for delivering Flexi’s next-generation platform
• Own delivery of the next-generation platform end to end, from architecture through development, QA, release, and ongoing operation
• Operate as a hands‑on player‑coach: stay in the architecture and the code, contribute directly, review your team’s work, and lift the bar by example — not from a distance
• Lead the team’s use of AI to accelerate delivery, embedding AI across coding, code review, testing, and documentation, and pushing aggressively for speed without sacrificing quality
• Build on modern web-based technologies — JavaScript, HTML, React, Vite, and similar — backed by Microsoft SQL Server, with a strong focus on application and database performance
• Hold the new practice to the enterprise standards expected of financial institutions: security, reliability, resilience, data integrity, and the controls our regulated customers depend on
• Partner with the CTO to define architecture standards, platform direction, and how the new practice integrates with Flexi’s existing C++/C# and Dev Ops environment
• Establish sound engineering discipline from day one — coding standards, testing, CI/CD, observability, and release practices — for a team being built from the ground up
• Manage cloud platforms and cloud spend; make sound build-versus-buy decisions and optimize cost without compromising scalability, security, or reliability
• Hire, onboard, and develop engineers; coach toward strong technical careers and identify the team’s future technical leaders
• Define and own engineering KPIs around delivery velocity, system reliability, performance, quality, and cost efficiency
• Partner closely with Product to turn the roadmap into shipped customer‑facing software

• Bachelor’s degree in software engineering, computer science, or a related technical field — or equivalent practical experience
• 10+ years in software engineering and architecture, with deep, current, hands‑on coding ability — this is a player‑coach role
• 5+ years leading technical teams, including direct experience hiring and building an engineering team from the ground up
• Strong hands‑on depth in modern web-based development — JavaScript, HTML, React, Vite, and related front‑end technologies — and the APIs and services behind them
• Solid experience with Microsoft SQL Server and a track record of building for application and database performance at scale
• Proven, hands‑on experience as an aggressive, AI-forward engineering leader who has measurably accelerated delivery using AI tooling, with a clear point of view on how to push velocity while protecting quality
• Demonstrated ability to deliver software to the standards expected in regulated, high-trust environments — security, reliability, resilience, and data integrity (banking, insurance, financial services, or similar)
• Strong technical depth across modern software architecture, cloud platforms, Dev Ops, and CI/CD; comfort integrating with existing C++/C# systems
• Experience managing cloud platforms and cloud spend, including cost optimization and build-versus-buy decisions
• Strong judgment in technical decision-making, cost tradeoffs, risk management, and execution planning
• Excellent communication skills with executives, product leaders, engineers, and business stakeholders
• Experience with ERP, accounting, financial, or other enterprise systems of record is highly desirable, especially B2B enterprise software