Senior Software Engineer at Chestnut | San Francisco

About ChestnutChestnut is pioneering the first AI-native operating system designed specifically for insurance distribution, revolutionizing how the $1T+ insurance industry manages its most significant expenditures: sales and distribution.Supported by a16z, we are replacing outdated systems with a cutting-edge, adaptable platform that empowers carriers to automate intricate workflows, maximize every distribution dollar, and unlock new avenues for growth. Our partnerships with major insurers are already in place, and early adopters are witnessing substantial expansion.We are on the brink of a generational shift in platforms. Recent advancements in agentic AI enable us to automate processes that were once manual and fraught with errors. After years of developing the necessary data model and context layer, we are now scaling with urgency.At Chestnut, we believe that small, high-context teams, equipped with industry-leading tools and talented colleagues, can deliver exceptional results. We embody the concept of being AI-lean: striving for 10x productivity gains that allow us to amplify our impact beyond our headcount.If you are passionate about modernizing the infrastructure of one of America’s most vital industries, we would love to connect with you. Whether you are enhancing core product experiences or laying the foundation for intelligent automation, your contributions will accelerate a transformative journey that occurs once in a generation.Engineering at ChestnutWe are constructing the modern infrastructure necessary for AI-driven insurance operations. This entails well-organized data models, real-time event pipelines, robust APIs, and user-friendly tools that facilitate collaboration between humans and agents.As a Senior Software Engineer at Chestnut, you will be part of a high-agency, cross-functional team dedicated to delivering impactful features rapidly. You will work across the entire tech stack, contribute to system design, and help shape the technical culture as we expand.

About ChestnutAt Chestnut, we are revolutionizing the insurance industry by developing the first AI-native operating system tailored for insurance distribution. Our mission is to redefine how the $1 trillion insurance market allocates its primary expenditures: sales and distribution.Supported by a16z, we are modernizing outdated systems with a versatile platform that empowers carriers to automate intricate workflows, maximize their distribution budgets, and unlock new avenues for growth. We are already collaborating with major insurers, and our early adopters are witnessing significant expansion.This represents a monumental shift in our industry. Recent advancements in agentic AI enable us to automate processes that were once manual and prone to errors. We have dedicated years to constructing the necessary data models and context layers to turn this vision into reality, and now we are scaling our operations with urgency.At Chestnut, we believe that small, high-context teams equipped with premier tools can achieve exceptional outcomes. We exemplify the AI-lean philosophy: pursuing tenfold productivity gains that allow us to amplify our impact beyond our workforce size.If the challenge of modernizing the infrastructure of one of America's most vital sectors excites you, we would be thrilled to connect. Whether you are enhancing core product experiences or laying the foundation for intelligent automation, your contributions will expedite a once-in-a-lifetime transformation.Engineering at ChestnutWe are constructing a state-of-the-art framework for AI-driven insurance operations, which encompasses well-organized data models, real-time event pipelines, clean APIs, and user-friendly tools that facilitate collaboration between humans and agents.As a Software Engineer at Chestnut, you will become part of a dynamic, cross-functional team dedicated to delivering impactful features quickly. You will have the opportunity to work across the entire stack, contribute to system architecture, and play a vital role in shaping our evolving technical culture.What You’ll DoDevelop the core of our AI-native platform — from Go services and event-driven workflows to React UIs and automation frameworks.Collaborate closely with product and design teams to swiftly deliver, learn, and iterate on high-impact features.Take ownership of your projects from architecture through deployment, ensuring clear handoffs and accountability.Enhance our foundational components — focusing on observability, permissions, and development tools.Embrace the mindset of a builder: remain unblocked, act with urgency, and prioritize what truly matters.

Senior Software EngineerEngineeringProlific is at the forefront of AI innovation, crafting the essential human data infrastructure that is transforming the AI development landscape. In an era where foundational AI technologies are becoming increasingly common, it is the quality and diversity of human-generated data that sets apart leading products and models.The roleWe seek impact-driven Software Generalists to join our expert team dedicated to supporting frontier model creators and enterprise AI application developers. As a full-stack engineer, you will collaborate across Prolific’s various domains to address customer and product challenges.This position offers an exhilarating chance to engage directly with pioneering AI companies, making vital technical decisions that balance agile startup execution with scalable, reliable engineering practices, as Prolific transforms research within the AI community. You will regularly collaborate in person with customers and our US team, while also working closely with our technology teams based in the UK.What you’ll bring to the roleOver 4 years of experience in a product engineering roleAbility to translate business concepts into effective software modelsCapacity to quickly learn and adapt across the breadth of Prolific’s domainsExperience working with both monolithic and distributed systemsExcellent communication and collaboration skills for direct customer interactionStrong understanding of modern web applications and architecture design patternsExperience in supporting applications within production environmentsSound judgment in technical decisions

At Kargo, we are dedicated to creating a vital link between the tangible world of freight and the digital platforms that facilitate its management. Our belief is that innovations in smart infrastructure are essential for fostering a safer and more efficient logistics future. Our advanced loading dock sensor platform verifies all incoming and outgoing freight, consolidating data that empowers shippers and carriers to effectively oversee dock operations, transition suppliers, and monitor material flow in real-time. We are deeply committed to providing exceptional solutions for our customers. By joining the Kargo team, you will have the chance to design and implement cutting-edge hardware and software solutions that will transform the logistics industry.

Join our dynamic team at idler as a Senior Software Engineer, where your expertise will lead the development of innovative software solutions that impact our clients and users. In this role, you will collaborate with cross-functional teams, enhance existing applications, and contribute to new product development. Your technical skills will be vital in ensuring top-notch performance and security in our software products.

Join Checkr as a Senior Software Engineer and play a crucial role in shaping our technology stack to improve background check services. As part of our dynamic engineering team, you will develop scalable solutions, implement best practices, and collaborate with cross-functional teams to enhance our platform.

Join CompanyCam as a Senior Software Engineer and be a pivotal part of our innovative team in San Francisco. We are seeking a highly skilled software engineer who is passionate about creating exceptional software solutions that enhance the user experience. In this role, you will collaborate with a talented group of engineers and product managers to develop cutting-edge applications that meet the needs of our customers.As a Senior Software Engineer, you will not only be responsible for writing high-quality, maintainable code but also for mentoring junior developers and contributing to architectural decisions. If you thrive in a dynamic environment and are eager to take on challenging projects, we want to hear from you!

Role overview Metriport seeks a Senior Software Engineer in San Francisco to help shape and maintain software systems that serve client needs. The position centers on developing scalable solutions and enhancing the reliability of Metriport’s products. What you will do Design, develop, and implement software with a focus on quality and scalability. Collaborate with cross-functional teams to define and launch new features. Enhance the performance, reliability, and responsiveness of Metriport applications. Bring engineering expertise to both existing products and new initiatives. About Metriport Metriport creates software products for clients in San Francisco and other locations. The team values strong technical skills, collaboration, and a steady commitment to delivering dependable solutions.

At Comulate, we are revolutionizing the insurance back office through the power of AI. Our innovative platform streamlines costly and labor-intensive accounting processes, marking the beginning of our mission to unlock the vast sums spent on manual insurance operations. Our Series B funding, announced in early 2025 and led by BOND & Workday, follows a period of remarkable growth and ambitious expansion plans.Why Join Us?Unprecedented growth trajectory, achieving 8-figure ARR within just three years, placing us in the 95th+ percentile of startup growth.Demonstrated strong product-market fit, with users praising our platform as “the best thing since sliced bread” and “life-changing”.A lean and talented team focused on developing category-defining products for prominent public and private enterprises, driving significant ROI and sustainable operations.We are making bold, innovative bets for a dedicated customer base, with an exciting pipeline of new clients on the horizon.We are just beginning to realize our vision and are well-positioned to integrate AI into crucial workflows across the insurance sector.Role OverviewWe are seeking a Senior Software Engineer to join our in-office team in San Francisco. You will be responsible for developing essential systems, services, and customer-facing features from start to finish. Your work will involve transforming high-level objectives into tangible outcomes, navigating ambiguity, and innovating to discover optimal solutions. As an early member of our team, you will play a crucial role in shaping our company culture and team dynamics.Our technology stack includes: TypeScript, Node, Postgres, React, GraphQL (Apollo), and Next.js.Discover more about our engineering culture and insights on our engineering blog.Are You a Good Fit?A strong desire to innovate and improve software processes.

About SydecarAt Sydecar, we are dedicated to revolutionizing the private markets. Our mission is to enhance accessibility, transparency, and liquidity in these markets by transforming the creation and execution of investment vehicles.We are more than just a platform; we are a trusted ally in the venture capital ecosystem. Our commitment lies in simplifying and standardizing the private investment experience, enabling capital allocators to discover and nurture visionary entrepreneurs who are shaping the future.Our user-friendly platform takes care of the essential behind-the-scenes tasks, from automating banking processes and ensuring compliance to managing contracts, taxes, and reporting. This allows our investors to focus on what truly matters: making impactful deals and fostering meaningful relationships.Join us at Sydecar as we lead the charge in transforming private investing.The OpportunityWe are actively seeking Senior Software Engineers to help us redefine the future of private markets. At Sydecar, we empower investors to support entrepreneurs and startups by simplifying the deal execution process behind the scenes. In this role, you will be instrumental in developing powerful, intuitive tools that streamline deal-making.As a member of our engineering team, you will work within a collaborative and high-trust environment that prioritizes ownership, thoughtful execution, and a sustainable work pace. You will face exciting challenges, from launching new features for Fund+ to scaling our infrastructure and enhancing our successful SPV product to delight and empower our users.If you are eager to collaborate with a talented and supportive team where your contributions truly matter, you will find a welcoming home at Sydecar.About Our Engineering TeamsWe are hiring across multiple teams and look forward to matching engineers with roles that fit their interests and strengths. Whether you excel in full stack, front end, or backend development, we have opportunities tailored to your skills and career aspirations.

Join our innovative team at SquareTrade as a Senior Software Engineer. In this pivotal role, you will contribute to the design and development of cutting-edge software solutions that enhance customer experiences. You will collaborate with cross-functional teams to deliver high-quality software products that align with our mission of providing exceptional service.

Join our dynamic team at jobsforhumanity as a Senior Software Engineer, where you will play a pivotal role in creating innovative software solutions that empower communities and enhance user experiences. We are looking for an experienced engineer who is passionate about coding and thrives in a fast-paced environment.

SquareTrade, Inc. is hiring a Senior Software Engineer in San Francisco. This position focuses on designing and building software solutions that support both products and customers. Collaboration is central, with regular interaction alongside engineers, product managers, and other teams to enhance offerings and improve user experiences. What you will do Design, develop, and maintain software features for SquareTrade’s products Work with cross-functional teams to deliver solutions that meet business and user needs Contribute technical expertise to improve product quality and performance Help shape technical direction and best practices within the team Requirements Experience in software design and development Comfortable collaborating with teams across disciplines Motivated to solve complex problems and deliver strong results

Join mechanize as a Senior Software Engineer, where you'll contribute to innovative software solutions that shape the future of technology. In this role, you will lead projects, mentor junior developers, and collaborate with cross-functional teams to deliver high-quality software products. Your expertise will drive architectural decisions and enhance our development processes.

Every year, companies invest over a trillion dollars in freight transportation across the U.S., yet the process of matching trucks with jobs remains cumbersome, manual, and disjointed. FleetWorks is here to revolutionize that.We are developing voice agents that streamline the chaotic freight booking process into a sophisticated, intelligent marketplace. Our agents replace the tedious phone calls, texts, and emails, efficiently connecting truckers eager to earn with loads that require transportation.Our compact, high-agency team operates from our SOMA office. As a key engineering contributor, you will take ownership of your projects, develop features from inception to launch, engage directly with customers, and help cultivate our company culture.Discover more about our Series A funding here!

Join our dynamic team as a Senior Software Engineer where you will play a crucial role in designing and developing innovative software solutions that meet our clients' evolving needs. You will collaborate with cross-functional teams to gather requirements, analyze data, and implement high-quality software applications. Your expertise in software development will contribute to enhancing our product offerings and ensuring exceptional user experience.

At EndeavorAI, we are revolutionizing enterprise AI for real-world applications.Our innovative software serves as a distribution layer for advanced AI models, paving the way for the creation of a smarter world.We believe that AI will enhance numerous sectors, particularly in legal, healthcare, and finance, but our priority lies in developing AI solutions that can transform the physical infrastructure essential for AI progression.Our focus is on the building materials industry, which is currently hindered by manual quoting, order entry, and inaccurate pricing—resulting in lost revenue and excess labor costs. Our AI-driven solutions are making a significant impact, and as we secure our position in this market, we will expand into other sectors.While research labs craft future models, we are responsible for their practical implementation, ensuring reliable results and integrating them into outdated systems.Our Core PrinciplesWe embrace boldness, especially in the face of skepticism.We prioritize truth-seeking, valuing clarity over comfort.We are committed to winning and work diligently to achieve our goals.The Opportunity | Senior Software EngineerAs a Senior Software Engineer at EndeavorAI, you will be instrumental in designing and developing the foundational systems that drive our product. You will tackle complex challenges from inception to completion, establish technical standards, and scale our systems as we grow.

Role overview Truework, a part of Checkr, Inc., seeks a Senior Software Engineer to join the team in San Francisco, California. The position centers on building scalable software aimed at making the verification process smoother and more effective for individuals and businesses. What you will do Design and develop software solutions that power the Truework verification platform Collaborate with teammates who focus on enhancing the user experience Share ideas and technical knowledge to drive product improvements Location This is an onsite role based in San Francisco, California.

SquareTrade is looking for a Senior Software Engineer to help shape software solutions that improve the customer experience. This position is based in San Francisco and works closely with other engineers, designers, and product teams. Role overview This role centers on designing, building, and maintaining software products. Senior Software Engineers at SquareTrade contribute to the full development cycle, from initial concept through deployment and ongoing support. Collaboration with cross-functional groups is a regular part of the job. What you will do Design and develop software solutions aimed at enhancing customer interactions Maintain and improve existing systems Work with team members from engineering, product, and other departments to deliver reliable products Apply modern programming languages and established engineering practices Requirements Experience in software engineering, including design and development Comfort working with modern programming languages Ability to collaborate with teams across different functions Motivation to create technology that benefits customers