Guardian Service

Independent digital insurance agency with reshopping

Lead AI-Native Software Engineer

Backend EngineeringPosted on Nov 11

Full-timeRaleigh, NC, USANo salary listed

About the Job

Requirements

Strong proficiency in Python, backend engineering, API development, and systems architecture.
Experience building and maintaining production software involving complex integrations or transaction-heavy workflows.
Ability to take ambiguous business problems from initial concept through production deployment and measurable results.
Engineering judgment to balance execution speed with reliability, scalability, and long-term maintainability.
Experience leading or mentoring engineers while remaining hands-on in technical execution.
Ability to work directly with commercial teams to prioritize solutions based on measurable impact.
Fluency with AI development tools and large language model APIs, with sound judgment around output quality, cost, and reliability.
Familiarity with cloud infrastructure and deployment environments, ideally Google Cloud.
Ability to operate independently in a fast-moving, entrepreneurial environment with significant ownership and accountability.

Responsibilities

Lead the design, development, and deployment of technology that improves insurance quoting workflows, speed, and accuracy.
Build backend systems, APIs, integrations, and automations that reduce manual work and improve agent productivity.
Partner directly with Marketing, Sales, and business leadership to identify high-impact engineering opportunities and prioritize development based on business results.
Rapidly prototype, test, and deploy solutions, incorporating feedback from frontline teams.
Use AI-native development practices and large language model tooling to accelerate engineering delivery and enhance workflow automation.
Own production reliability, monitoring, debugging, and ongoing improvements to ensure systems meet performance and quality standards.
Establish reusable engineering patterns, technical standards, and deployment processes that support faster, more reliable development.
Lead and develop an initial team of two engineers, providing technical direction, coaching, and clear ownership of workstreams.
Help define the technical roadmap and talent strategy to scale the engineering team as business needs evolve.

Desired Qualifications

Experience building insurance quoting, rating, or carrier integration systems.
Familiarity with personal lines insurance or insurance distribution technology.
Experience integrating with Salesforce or other customer relationship management platforms.
Experience with asynchronous workflows, distributed systems, and third-party APIs.
Experience hiring and scaling engineering teams in high-growth environments.
Background in insurance, financial technology, or direct-to-consumer technology businesses.

Guardian Service is hiring a Lead AI-Native Software Engineer to build and scale technology that transforms how we deliver insurance quotes to customers.

This role will focus on developing backend systems, integrations, and automations that streamline complex quoting workflows, improve agent productivity, and create a faster, more seamless customer experience. You'll work directly with Marketing, Sales, and business leadership to translate operational challenges into reliable, scalable software.

This is a hands-on leadership opportunity for someone who enjoys building quickly, solving complex technical problems, and developing a high-performing engineering team in a fast-growing business.

Why This Role Matters

Guardian Service is building a technology-enabled insurance agency that combines the choice and personalized service of an independent agency with the efficiency of a scaled operation.

Technology is central to our ability to simplify the insurance shopping experience, eliminate manual work, and help agents serve more customers effectively.

You'll have the opportunity to lead one of Guardian Service's highest-priority engineering initiatives, shape our technical foundation, and build the team and systems that will support our next phase of growth.

Lead the design, development, and deployment of technology that improves insurance quoting workflows, speed, and accuracy
Build backend systems, APIs, integrations, and automations that reduce manual work and improve agent productivity
Partner directly with Marketing, Sales, and business leadership to identify high-impact engineering opportunities and prioritize development based on business results
Rapidly prototype, test, and deploy solutions, incorporating feedback from frontline teams
Leverage AI-native development practices and LLM tooling to accelerate engineering delivery and enhance workflow automation
Own production reliability, monitoring, debugging, and ongoing improvements to ensure systems meet performance and quality standards
Establish reusable engineering patterns, technical standards, and deployment processes that support faster, more reliable development
Lead and develop an initial team of two engineers, providing technical direction, coaching, and clear ownership of workstreams
Help define the technical roadmap and talent strategy to scale the engineering team as business needs evolve

Strong proficiency in Python, backend engineering, API development, and systems architecture
Experience building and maintaining production software involving complex integrations or transaction-heavy workflows
Proven ability to take ambiguous business problems from initial concept through production deployment and measurable results
Strong engineering judgment, balancing execution speed with reliability, scalability, and long-term maintainability
Experience leading or mentoring engineers while remaining hands-on in technical execution
Strong business instincts and ability to work directly with commercial teams to prioritize solutions based on measurable impact
Fluency with AI development tools and LLM APIs, with sound judgment around output quality, cost, and reliability
Familiarity with cloud infrastructure and deployment environments, ideally Google Cloud
Comfortable operating independently in a fast-moving, entrepreneurial environment with significant ownership and accountability

Nice to Have

Experience building insurance quoting, rating, or carrier integration systems
Familiarity with personal lines insurance or insurance distribution technology
Experience integrating with Salesforce or other CRM platforms
Experience with asynchronous workflows, distributed systems, and third-party APIs
Experience hiring and scaling engineering teams in high-growth environments
Background in insurance, fintech, or direct-to-consumer technology businesses

About the Company

Guardian Service

Independent digital insurance agency with reshopping

Guardian Service provides a digital concierge experience for personal home and auto insurance, combining salaried US-based agents with a platform that taps into 50+ carriers to offer a wide range of quotes. It works by giving customers an initial policy and then using automated reshopping to continuously monitor the market and alert or help them switch if a better rate appears, with the service itself being free and carriers paying commissions on sold policies. The company differentiates itself through its salaried, non-commissioned agent model, ongoing rate monitoring, and a multi-carrier approach that focuses on finding suitable coverage rather than maximizing sales, plus partnerships with real estate agents, financial advisors, and lenders. Its goal is to simplify the insurance process, prevent long-term overpayments, and help customers save on homeowners and auto insurance.

Company size: 51-200
Company stage: Not listed
Total funding: Not listed
Headquarters: Raleigh, NC
Founded: 2024

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