Principal Software Engineer

InsureMyTrip is looking for a Principal Software Engineer to drive architectural execution and lead a high-performing engineering team. This person will design, modernize, and scale complex ecommerce systems; while ensuring reliable delivery, strong engineering standards, and long-term platform health aligned with company growth., * Lead the design and delivery of scalable, resilient ecommerce systems, modernizing legacy components into clean, modular architectures.

• Own end-to-end execution of complex technical initiatives with a focus on quality, predictability, and operational excellence.
• Manage and develop a small team of engineers, driving accountability, ownership, and consistent delivery standards.
• Contribute directly to architecture and production code, setting a high technical bar through design reviews and hands-on guidance.
• Establish and reinforce strong engineering practices, including API-first design, automated testing, CI/CD rigor, and infrastructure as code.
• Embed reliability and SRE principles into workflows, including observability, SLIs/SLOs, incident management, and continuous improvement.
• Reduce technical debt through pragmatic modernization that improves long-term platform health without slowing delivery.
• Partner with Product and company leadership to align technical decisions with business priorities and growth objectives.
• Support hiring, mentoring, and performance development to build a strong, delivery-focused engineering culture.

• 4 year / Bachelors Degree in Computer Science or similar field
• 6 years of professional software engineering experience, including architectural leadership and team development
• Proven experience designing and scaling distributed systems and high-traffic ecommerce applications.
• Strong proficiency in PHP and Python, with experience building microservices and integrating with WordPress-based platforms
• Strong database expertise (MySQL, PostgreSQL), including schema design, indexing, query optimization, and performance tuning.
• Experience with caching, search, and event-driven data stores (e.g., Redis, Elasticsearch).
• Hands-on experience with AWS and infrastructure-as-code practices.
• Strong DevOps knowledge, including CI/CD, automated testing, and safe deployment practices.
• Experience optimizing ecommerce performance (caching, async processing, background jobs, API efficiency).

As the nation's original travel insurance comparison site, InsureMyTrip, a member of the Tokio Marine HCC group of companies, has over 20 years of experience connecting travelers with the best trip policy. Additionally, Providence Business News named InsureMyTrip a 2023 Top Workplace Winner!