Staff Software Engineer

Staff Software Engineer Chicago, Illinois, United States; Jersey City, New Jersey, United States; Mountain View, California, United States Overview: If you're looking for the stability of a profitable, growing company with the entrepreneurial spirit of a startup, we're hiring. SageSure, a leader in catastrophe-exposed property insurance, is seeking a Staff Software Engineer to help design, build, and evolve the software platforms that support our customers, partners, and business operations. As a senior individual contributor, you will solve complex engineering problems, influence architectural and technical decisions, and help teams deliver scalable, reliable, and maintainable software. You will work closely with engineers, product managers, quality engineers, architects, and other cross-functional partners to enhance existing products and develop new capabilities. This role offers the opportunity to work with modern technologies, contribute across the software development lifecycle, and provide technical leadership within a collaborative, fully remote engineering organization. We invite you to join our shared commitment to building, shipping, learning, and continuously improving. What you'd be doing: Design, develop, test, and maintain scalable software applications, services, APIs, and platform capabilities. Lead the technical design and implementation of solutions that support complex business requirements, high transaction volumes, and evolving customer needs. Partner with product managers, quality engineers, architects, and other stakeholders to define requirements, evaluate technical approaches, and deliver high-quality solutions. Establish and influence the technical direction of projects and initiatives, including architecture, design patterns, system integrations, and engineering standards. Identify performance, scalability, reliability, and maintainability concerns and develop solutions that improve the health of our systems. Deliver software through automated build, testing, deployment, and continuous delivery processes. Ensure code quality through automated testing, code reviews, technical documentation, and adherence to software engineering best practices. Communicate technical plans, architectural decisions, risks, and recommendations clearly to both technical and nontechnical stakeholders. Provide technical guidance, mentorship, and coaching to other engineers through pairing, design discussions, and code reviews. Collaborate across engineering teams to solve shared technical challenges, promote consistent practices, and advance broader platform capabilities. Evaluate emerging technologies and development tools, including AI-enabled engineering tools, and identify opportunities to improve software delivery and developer effectiveness. We're looking for someone who has: Bachelor's degree in computer science, software engineering, information systems, or a related technical field, or equivalent practical experience. 5+ years of professional software engineering experience, including experience independently solving complex technical problems and influencing technical direction. Strong proficiency in at least one modern programming language, such as Java, TypeScript, Go, Python, C#, or a comparable language. Experience designing, developing, integrating, and maintaining APIs, services, distributed systems, or modern software applications. Experience working with databases and applying software design, architecture, testing, and development best practices. Proven ability to provide technical leadership, evaluate tradeoffs, and influence the direction of complex, cross-functional initiatives. Strong analytical and problem-solving skills, with the ability to bring structure and sound technical judgment to ambiguous challenges. Strong communication and collaboration skills, including experience working effectively across remote and geographically dispersed teams. Ability to travel occasionally, up to 15%, based on business needs Highly preferred candidates also have: Experience designing and maintaining microservices or distributed systems. Experience with cloud platforms, containerization, and orchestration technologies, particularly AWS, Docker, or Kubernetes. Experience with technologies commonly used within SageSure's software environment, including Java, Spring Boot, and Temporal. Experience using AI-enabled development tools or agentic coding assistants, such as Claude Code, Cursor, or GitHub Copilot. Experience in property and casualty insurance, Insurtech, Fintech, or another regulated industry. Software at SageSure: Originally founded as a software and analytics business, SageSure's proprietary technology has always been a key source of competitive advantage. We offer agents and policyholders best-in-class, modern capabilities to quote and bind insurance, service policies, and submit and track claims. We operate a microservices-based SaaS platform and conduct a substantial share of our business through our API. Our software product, engineering, and operations teams set the bar for talent in our industry. We work remotely from numerous states across the country and are always looking for exceptional individuals to join us. We are continually innovating with modern tools and technologies, and we welcome new perspectives. An ideal candidate will have a passion for some of our key technologies and advocate pragmatic industry practices around availability, scalability, security, and automation. A cloud-based infrastructure, continuous integration and delivery, and a quality-first approach help us to better deliver software. A metrics-driven mindset has become part of our DNA and helps us make data-driven decisions. If you have interests across these domains, we want to help grow and foster them. About SageSure: Named among the Best Places to Work in Insurance by Business Insurance for four years in a row (2020-2023), SageSure is one of the largest managing general underwriters (MGU) focused on catastrophe-exposed property in the US. Since its founding in 2009, SageSure has experienced exceptional growth while generating underwriting profits for carrier partners through hurricanes, wildfires, and hail. Available in 16 states, SageSure offers more than 110 home, flood, and commercial products on behalf of its highly rated carrier partners. Today, SageSure manages more than $3.2 billion of inforce premium and helps protect more than 970,000 policyholders. We have more than 1,000 employees in a distributed workforce environment across 12 offices—Fairfield, CA; Mountain View, CA; Cheshire, CT; Jacksonville, FL; Tallahassee, FL; Tampa, FL; Chicago, IL; Jersey City, NJ; Marlton, NJ; Cincinnati, OH; Houston, TX; Sheboygan, WI—who are tackling the industry's toughest challenges. SageSure is a proud Equal Opportunity Employer committed to building a workforce that reflects the spectrum of perspectives, experiences, and abilities of the world we live in. We recognize that our differences make us strong, and we actively seek out diverse candidates through partnerships with organizations, institutions, and communities that represent various backgrounds. We champion belonging and inclusion for all identities, including, but not limited to, race, ethnicity, religion, sexual orientation, age, veteran status, ability status, gender, and country of origin, striving to create a culture where all individuals feel valued, respected, and empowered to bring their authentic selves to work. Our nimble, highly responsive culture nurtures critical thinkers who run toward problems and engineer solutions. We relentlessly pursue better outcomes by investing in the technology, talent, and tools that position us to succeed in demanding markets. Come join our team! Visit sagesure.com/careers to find a position for you. SageSure