Founding Senior Software Engineer

About ChestnutChestnut, backed by a16z, is applying modern solutions to transform a $7B industry. Our customizable, easy-to-use producer management and compensation platform is purpose-built to address the insurance industry’s unique challenges.We help customers break free from legacy constraints, static compensation models, and manual processes—turning commissions into a dynamic revenue driver that unlocks growth.We’re tackling one of the hardest problems in insurance. If you love solving complex challenges and want to work directly with a founding team building something groundbreaking, let’s chat!Engineering at ChestnutChestnut is, at its core, a technology company, and we are building the best team! We are looking for engineers who are excited to be part of our early story and who want to build a transformational company. We hire engineers who have a broad set of technical skills, are highly cross-functional, and are eager to solve a wide range of engineering challenges. Our ideal candidate has a strong sense of ownership and enjoys owning projects from inception to scaling it in production. We value people who take pride and ownership in their work and who show an aptitude for learning quickly. As an early employee, you will be working with a nimble team of committed and talented engineers and will have a large, long-term impact on technical design and engineering culture.About Your RoleWe are looking to expand our founding engineering team. Our team is inclusive, transparent, and takes large ownership in driving features from 0 to 1. We are looking for someone who is equally interested in developing robust APIs to stand the test of time as they are in developing innovative solutions to solving tough data modeling or UX challenges.Your ResponsibilitiesArchitect & Build – Design, develop, and deploy scalable software solutions from scratchFull-Stack Development – Own backend and frontend systems, ensuring seamless performanceTechnical Leadership – Drive engineering decisions, set best practices, and mentor as the team growsRapid Iteration – Prototype, ship, and refine features based on user feedbackScalability & Performance – Ensure system reliability and efficiency as the platform scalesInfrastructure & DevOps – Manage cloud infrastructure, CI/CD pipelines, and security best practicesCross-Functional Collaboration – Work closely with founders, product, and design to shape the roadmapYour Qualifications3+ years of experience as a backend and/or full-stack engineerStrong understanding of data structures, algorithms, and software design principlesExpert-level knowledge of Golang programming language and ecosystemFamiliarity with containerization and orchestration technologies like Docker and KubernetesExperience working with Git and writing technical specsExperience working with gRPC and Protocol BuffersBachelor’s and or Master’s degree in Computer Science or another STEM field (or equivalent work experience)An entrepreneurial spirit - you have or have always wanted to start a companyBonus PointsWorked at an early stage (Seed or Series A) company, and/or a company that services the insurance industryFamiliarity with TypeScript / React or similar frameworksExperience managing ETL data pipelinesExperience with general ledgers and double entry accountingExperience with Terraform or other IaC equivalent technologiesBenefitsCompetitive salary and equity, with 10 year exercise window for stock optionsRemote-first work cultureQuarterly offsites for all of us to bondUnlimited PTO with 4 weeks recommended per yearTop notch health, dental, and vision insurance subsidized by us

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