Flexi Software is hiring a Sr. Director, Software Engineering to stand up and lead a second engineering practice - an AI-forward team responsible for delivering the next-generation platform for our solutions. Reporting to the CTO, you will hire, set its technical direction, and ship modern, web-based software while holding to the enterprise standards of security, reliability, and resilience that the most mature financial institutions expect.
This is a hands-on, player-coach role. You will be in the architecture and the code, not managing from a distance. We are looking for an aggressive, AI-forward engineering leader who uses AI to move fast - and who pairs that speed with the discipline and rigor our customers in banking, insurance, and financial services depend on. Both are required: we are not trading one for the other.
The role can be filled at the Director or VP level depending on experience. This position is a hybrid position, working in-person with the CTO and team in our Atlanta, GA office.
Roles and 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 DevOps 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
Requirements
- 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, DevOps, 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
Preferred Qualifications- Experience with AWS and/or Azure, Containerization, Terraform, CI/CD, and observability platforms
- Practical AI engineering experience - using LLMs, coding assistants, and agentic workflows to accelerate software delivery and, where valuable, to ship customer-facing capabilities
- Strong software engineering background in C++, C#, TypeScript, Python, or similar
- Experience with TDD, event-driven architecture, microservices, and platform engineering
Personal Characteristics- Hands-on by nature; you are happiest closest to the work and lead from inside the team, not above it
- Aggressive and AI-forward; you actively use AI in your own work, push your team to do the same, and treat speed as a competitive advantage
- Equally committed to rigor; you bring the discipline, security mindset, and reliability that financial-grade software demands, and you don't see that as at odds with moving fast
- A builder; you are comfortable starting from zero - hiring, structuring, and setting the standards for a brand-new team
- Strong technical judgment under ambiguity; you form a clear point of view and make decisions with imperfect information
- A developer of people; you genuinely enjoy coaching engineers and growing the next generation of technical leaders
- Collaborative and low ego; you earn trust across engineering, product, and the executive team
- High integrity and sound judgment; trusted with sensitive architecture, security, customer, and cost information
- Positive attitude and sense of humor; work is way more fun with people you enjoy!
What Success Looks Like in the First 6 Months- The second engineering practice stood up - key hires made, the team structured, and an AI-forward way of working established
- Engineering standards in place from the start - coding standards, testing, CI/CD, observability, and security practices the team follows
- Meaningful, working increments of the next-generation platform already delivered on the modern web stack, with performance measured and managed
- AI embedded in how the team works, with measurable gains in delivery speed at a high-quality bar
- Clear architecture direction agreed with the CTO, including how the new practice integrates with Flexi's existing technologies and their roadmaps
- Cloud spend understood and optimized
- Engineering KPIs - velocity, reliability, performance, quality, and cost - defined, baselined, and trending in the right direction
Flexi provides excellent benefits including paid holidays and paid time off, a 401(k) Plan with company participation, health and dental insurance, life and disability insurance, and a vision discount plan.
Location: Hybrid •
Atlanta, GA area onlyOnly candidates under consideration will be contacted. Any offer of employment will be contingent upon positive criminal background check.
No phone calls, please. Principals Only.
Drug-free workplace. M/F/V/H EEO
