Job Title: Software Engineer (Staff-Level)

Company Name: Chestnut

Job Details: RemoteFull,Time

Job Url: https://hiring.cafe/viewjob/3v5xu9q26cduae3q

Job Description: Posted 7mo agoSoftware Engineer (Staff-Level)@ ChestnutView All JobsWebsiteSan Francisco or SeattleRemoteFull TimeResponsibilities:Leading design, Defining roadmaps, Partnering with teamsRequirements Summary:8+ years of experience building and scaling complex software systems; led architecture/technical strategy; cross-stack collaboration; strong communication.Technical Tools Mentioned:Go, TypeScript, React, Tailwind, Kubernetes, ArgoCD, Temporal, Dagster, Postgres, DynamoDB, Snowflake
About ChestnutChestnut is building the first AI-native operating system for insurance distribution by transforming how the $1T+ insurance industry allocates its largest spend: sales and distribution.Backed by a16z, we’re replacing legacy systems with a modern, flexible platform that helps carriers automate complex workflows, optimize every distribution dollar, and unlock new growth. We have major insurers under contract, and early adopters are expanding.This is a generational platform shift. Recent advances in agentic AI make it possible to automate what was once manual and error-prone. We’ve spent years building the data model and context layer required to make this real, and now we’re scaling with urgency.At Chestnut, we operate with the belief that small, high-context teams working with best-in-class tools and colleagues can achieve outsized results. We embody what it means to be AI-lean: chasing 10x productivity gains that allow us to scale impact beyond our headcount.If you’re excited to modernize the infrastructure of one of America’s most essential industries, we’d love to meet you. Whether shaping core product experiences or laying the groundwork for intelligent automation, your work will accelerate a once-in-a-generation transformation.Engineering at ChestnutWe’re building the modern infrastructure for AI-driven insurance operations. That means well-structured data models, real-time event pipelines, clean APIs, and usable tools that support humans and agents working in parallel.As a Software Engineer at Chestnut, you’ll join a high-agency, cross-functional team focused on delivering impactful features fast. You’ll work across the stack, contribute to system design, and help shape the technical culture as we grow.What You’ll DoLead the design and implementation of critical systems that serve as building blocks for the platformMake architectural decisions that optimize for scale, performance, and maintainabilityPartner with product, design, and other engineering leaders to define roadmaps and scope technical investmentsIdentify and unblock high-risk areas across teams, diving deep when neededRaise the bar for engineering excellence through mentorship, modeling, and thoughtful code reviewHelp establish engineering culture, norms, and hiring standards as we growYou Might Be a Fit If You…Have 8+ years of experience building and scaling complex software systemsHave led architecture or technical strategy for a product or platform teamAre comfortable working across backend, data, and infra layers (and diving into frontend when needed)Think in systems and excel at finding pragmatic solutions to messy problemsAre excited to shape the technical direction of a growing companyHave strong communication skills and enjoy working across disciplinesAre energized by ambiguity, real-world data, and building for scaleOur StackLanguages: Go, TypeScriptFrontend: React, TailwindInfra: K8s, ArgoCD, Kargo, Temporal, DagsterData: Postgres, Dynamo, SnowflakeBenefitsCompetitive salary and equity, with 10 year exercise window for stock optionsRemote-first culture built on trust, autonomy, and high performanceTeam offsites for all of us to bondTake what you need vacation policyTop notch health, dental, and vision insurance subsidized by us