Job Title: Director of Software Engineering
Location: On-site in Glen Allen, VA
We are seeking an accomplished Director of Software Engineering to lead our engineering teams at the forefront of modern insurance technology. As an insurance company committed to leveraging cutting-edge tools, data, and platforms, we’re building scalable systems that improve underwriting precision, claims efficiency, and customer experience.
The Director of Software Engineering reports directly to the CIO and will help drive technical excellence, build high-performing engineering teams, and align technology initiatives with business strategy. This role is ideal for a leader who thrives in dynamic environments, embraces innovation, and can balance modern engineering practices with the unique needs of the insurance industry.
Key Responsibilities
Leadership & Strategy
Define and execute the software engineering vision, strategy, and roadmap in alignment with business goals.
- Partner with product, underwriting, claims, actuarial, and other leaders to ensure technology supports core insurance functions.
- Foster a culture of innovation, collaboration, accountability, and continuous improvement.
Team Development & Management
- Build, mentor, and scale high-performing engineering teams collaborating across multiple disciplines (application development, program management, data engineering, DevOps, QA).
- Implement career development frameworks, mentorship initiatives, clear performance expectations, and succession planning.
Technology & Architecture
Oversee architecture and design of secure, scalable, and resilient cloud-native platforms.
- Champion best practices in the software lifecycle, microservices, APIs, data streaming, data pipelines, and AI/ML integrations.
- Ensure software quality through modern practices (CI/CD, automated testing, code reviews, observability).
Execution & Delivery
Drive successful execution of projects from concept to delivery with a focus on timeliness, budget, and quality.
Balance innovation with regulatory compliance, security, and reliability requirements inherent in insurance.
Collaborate with cloud engineering, cybersecurity, and compliance teams to ensure adherence to industry standards.
Qualifications
- Bachelor’s or Master’s degree in Computer Science, Engineering, or related field.
10+ years of progressive experience in software engineering, with at least 5 years in leadership roles.
Proven track record of leading engineering teams in financial services, insurance, or other highly regulated industries.
Hands-on experience with cloud platforms (AWS preferred).
Deep knowledge of modern languages, modern development frameworks, microservices, APIs, and event-driven architecture.
Familiarity with data engineering, advanced analytics, and AI/ML applications in insurance is highly desirable.
Strategic thinker with strong business acumen and the ability to connect technology with business value.
Excellent communication skills for engaging with technical and non-technical stakeholders.
Experience building inclusive, diverse, and distributed engineering teams.
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What We Do
Richmond National is a specialty property & casualty insurance company focused on providing insurance to small and mid-size businesses that are unable to find coverage in the standard insurance market.
We operate exclusively within the excess & surplus lines market, which provides our underwriters flexibility to develop highly tailored policies to best meet the insurance needs and risk management objectives of our customers.
We work with a select group of appointed wholesale brokers that are deeply familiar with our insurance products and our underwriting appetite in the areas in which we focus. We believe that our wholesale broker partners value access to carriers that are consistent, stable sources of wholesale-only E&S capacity that can respond quickly to opportunities.
Our company was formed by a group of highly experienced industry professionals, many of whom have worked for some of the most successful E&S carriers in the industry. Members of our management team have also been responsible for the formation or capitalization of several successful startup and early stage specialty insurance companies.
We have adopted the best practices of the specialty insurance companies we have been involved with over the last 25 years while also incorporating the use of modern, cloud-based technology to help drive efficiency across our business in order to better serve our customers and business partners.
