The technical challenge: More than 80% of Americans own a car and see it as a fundamental necessity, yet the experience of owning one is stuck in the 90s. Every part of the user journey (shopping for a car, insurance, repairs, etc) is complicated, fragmented, expensive and time-consuming. At Jerry.ai, we are building the first mobile app to manage it all. Our insurance marketplace is our core product today, and our ability to automate the end-to-end shopping experience is our core differentiator. The Core Backend Team owns the most critical part of that, the "last mile", where we orchestrate complex, multi-step transactions with external systems to finalize insurance policy purchases. Because the industry lacks modern APIs, we build custom orchestration layers that navigate internal and external interfaces with precision. It is a high-stakes puzzle of asynchronous state management and real-time system reliability. Your challenge will be to evolve our current automation systems to a robust, fault-tolerant framework that can handle external interface changes gracefully and scale across dozens of new categories with minimal manual intervention. Why you will (or won’t) like working here: - Ownership: You’ll report directly to our co-founder/CTO, who is actively involved in product implementation. There is no red tape, no slow-moving processes, and no layers of approvals needed. If you have an idea, you can pitch it, build it, and see it live in days. - Stellar team: We have a very high bar for talent, as a result, we have a small but mighty team that can move fast and accomplish a lot. You will work with likeminded peers who are equally passionate and who care intensely about what they do. - Hands-on: Many of our TLMs are ex-founders, they like getting their hands dirty and solving difficult problems. You will spend 80% of your time doing hands-on technical work (e.g. transitioning our legacy automation systems into a more decoupled, scalable architecture). - Volume of customer data: We are a consumer-facing business (5M+ customers) and have access to a massive amount of customer data across behaviours like driving/telematics, shopping, payment, etc. which helps guide our product, technical and business decisions. What you’ll own: Our first automation system was built for speed, not scale. Today, it’s a web of tightly coupled business logic and database access that makes changes risky and failures hard to debug. - Phase 1: You’ll be deep in the code, learning both the technical and business sides of our core product (insurance is very complex and every insurance provider uses different logic and behaves differently). Then you will lead incremental refactoring of our existing automation systems: designing and implementing new standards and pairing with engineers to ensure the new system is predictable and testable. - Phase 2: As the architecture stabilizes, you’ll shift towards using an AI-first approach to building the next generation of internal tools that will allow us to grow from 5M to 50M users. Who you are: - A Player Coach: You likely founded a company or were a lead architect at an early stage startup. You are a builder at heart and like being in the trenches alongside your team. - A Detective: You are obsessed with success rates. You love hunting for edge cases in complex business logic and won't stop until you understand exactly why a script failed. - A Systems Thinker: You have a high bar for system design, especially for offline, asynchronous jobs. You understand that async work requires much stricter standards for decoupling, state management, and failure retry logic than synchronous online systems. Our tech Stack: TypeScript (Nest.js, React), GraphQL, AWS (ECS/EKS, Lambda). While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Finite State partners with product security teams, the guardians of our connected world, to create transparency for their connected devices and supply chains. Our platform handles connected devices and embedded systems across all industries, including those found in enterprises, healthcare, utilities, connected vehicles, manufacturing facilities, critical infrastructure, and government entities. We are a fast-growing series-B company with a fully distributed workforce. Led by a team of seasoned experts, we are a mission-driven team passionate about arming our customers with the actionable insights, critical vulnerability data, and remediation guidance necessary to mitigate product risk and protect the connected attack surface. We are committed to a remote first culture. Sr. Engineering Manager (AI-Native) United States or Canada · Engineering · Full-time Overview We are seeking an Engineering Manager to lead and grow high-performing teams while redefining how modern, AI-native engineering organizations build and ship software. This role is for a leader who has managed teams of 5–15+ engineers and is passionate about building systems where quality is enforced, measured, and continuously improved through automation, observability, and AI-driven workflows. You will be responsible for driving execution, scaling teams, and embedding AI-powered development and testing practices into every stage of the SDLC. Delivering consistently high-quality, production-grade software is a key requirement of this role. What You'll Do Team Leadership & Execution - Lead, mentor, and grow a team (or teams) of 5–15+ engineers - Drive delivery of software that meets strict, measurable standards for quality, reliability, and maintainability - Establish clear expectations where quality is owned by the team and enforced through systems, not heroics - Foster a culture of accountability, continuous improvement, and engineering excellence Customer Impact & Product Excellence - Ensure engineering decisions are grounded in customer outcomes and product impact - Partner closely with Product Management to translate customer needs into scalable, high-quality systems - Define and track metrics connecting engineering output to customer satisfaction, product adoption, and business outcomes - Balance speed, quality, and innovation in service of real-world user value AI-Native Quality & Testing Systems - Define and implement AI-driven quality strategies across your teams - Build and operationalize automated and autonomous testing systems, including AI-generated test cases (unit, integration, end-to-end), self-healing test suites, and agent-assisted validation - Leverage LLMs and agent-based systems to continuously expand test coverage, identify edge cases, and reduce manual QA effort while increasing confidence - Ensure quality is continuously validated in CI/CD, not deferred to later stages Process, Tooling & Observability - Design and enforce engineering processes where quality gates are automated and non-bypassable - Implement AI-powered tooling across the SDLC: code generation and review assistants, automated code quality and security analysis, and intelligent CI/CD pipelines with adaptive testing - Establish comprehensive observability including logging, metrics, tracing, alerting, and SLOs/SLIs aligned with customer expectations - Use production data to detect issues early, predict and prevent failures, and drive continuous evidence-based improvement - Track and improve key engineering metrics: test coverage, mutation testing scores, defect rates, production incident frequency, and service reliability AI-Native Engineering Practices - Define and implement AI-first development workflows across your teams - Evaluate and integrate modern AI tooling (copilots, LLMs, agent-based systems) - Ensure AI adoption increases both velocity and quality - Stay current with emerging AI capabilities and translate them into practical engineering improvements Technical Strategy & Execution - Contribute to and execute the technical roadmap in alignment with business objectives - Balance innovation (AI-first approaches) with long-term maintainability - Manage technical debt strategically to ensure sustainable velocity and system health - Guide architectural decisions that enable scale, reliability, and agility What We're Looking For Required Experience - 5+ years of software engineering experience - 3+ years of engineering management experience leading teams of 5–15+ engineers - Proven track record of delivering high-quality, production-grade systems with measurable outcomes - Experience defining and enforcing quality standards through automation and systems, not manual processes - Experience partnering with Product Management to deliver customer-focused solutions Our Tech Stack - Languages: TypeScript, JavaScript, Python - Frontend: Next.js, React - Backend / Platform: Supabase (PostgreSQL, Auth, Edge Functions, Storage), Node/TypeScript services - Data: PostgreSQL (Supabase + AWS RDS during migration), Redis - Auth & Security: Supabase Auth, OAuth2/OIDC, GitHub, Trivy, Snyk - Infrastructure: AWS, Docker, Kubernetes (for supporting services), modern CI/CD - AI Tools: Cursor, Devin, GitHub Copilot, and modern agent frameworks where appropriate AI-Native Mindset - Hands-on experience with AI-powered developer tools and workflows (e.g., Cursor, Claude, Codex, or similar) - Strong understanding of how to apply LLMs and agent-based systems to code generation, testing and validation, and developer productivity - Ability to evaluate emerging AI technologies pragmatically and integrate them into real-world systems Quality, Observability & Systems Thinking - Deep understanding of modern testing strategies and quality engineering - Experience building or scaling automated testing frameworks, CI/CD pipelines with enforced quality gates, and observability systems (metrics, logging, tracing, alerting) - Experience defining and operating against SLOs/SLIs, reliability and performance targets, and data-driven engineering metrics - Strong bias toward automation, instrumentation, and continuous validation Leadership & Communication - Strong coaching and mentoring skills - Ability to drive alignment and influence across teams - Clear communicator across technical and business contexts Nice-to-Have (Strong Bonus) - Software Security / Application Security - Software Supply Chain Security (SCA, SBOMs, CI/CD security) - Experience in cybersecurity, IoT, or embedded systems domains - Experience in high-scale, high-reliability, or security-sensitive environments What Success Looks Like - Teams deliver consistently high-quality software with measurable improvements in reliability, defect rates, and customer satisfaction - Automated and AI-driven testing systems provide broad, continuously improving coverage - Quality issues are detected early—or prevented entirely—through intelligent, data-driven systems - Engineering velocity increases without tradeoffs in quality, security, or stability - Teams rely on systems, automation, and observability—not manual effort—to maintain excellence - Engineering output is clearly tied to customer value and business impact About Finite State At Finite State, we're on a mission to secure the connected world. Our platform empowers product security teams to detect vulnerabilities, manage software supply chain risks, and ensure compliance across complex device ecosystems. From IoT to critical infrastructure, we provide unparalleled visibility into firmware and software components, helping organizations protect their products and customers. We move with urgency and intent — we’re transparent, own outcomes, put customers first, speak up, and learn fast — turning evidence into action. CLARITY is how we move fast without breaking trust. - C - Customer first - Learn from customers. Ship with urgency. - L - Leverage - Outsource the routine. Own the result. - A - Agency - We take responsibility—end to end. - R - Results - Ship value. Improve fast. - I - Integrity - Speak up. Experiment boldly. Be kind. - T - Transparency - Clear context. Faster decisions. - Y - "Why" - Our mission—securing the connected products humanity depends on—is the reason Finite State exists. CLARITY is how we make that mission real, every day, at speed Bold Innovation – We push boundaries, explore new ideas, and take initiative to solve complex problems. The Finite State platform brings visibility and control to the supply chains that create connected devices and embedded systems—all in a simple to use platform and at the scale manufacturers need to keep device production on time and on budget. After unpacking and analyzing every file, configuration, and setting in a firmware build, the platform generates a complete bill of materials for software components, identifies known and 0-day vulnerabilities, shows a contextual risk score, and provides actionable insights that product teams can use to secure their software We are proud to be an Equal Employer Opportunity employer. We do not discriminate based upon race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics. Finite State is committed to working with and providing reasonable accommodations to applicants with physical and mental disabilities.

• Lead a team building the systems that power repayment, payments, and collections--directly impacting borrower experience and business performance. • Own end-to-end delivery of high-impact initiatives, improving repayment rates, reducing delinquency, and driving operational efficiency. • Evolve the servicing platform alongside senior engineers, simplifying architecture and scaling toward modular, reliable, and observable systems. • Partner closely with Product, Risk, Operations, and Compliance to build smarter collections capabilities and high-quality self-service experiences. • Ensure reliability of mission-critical systems, with a focus on uptime, data integrity, and incident readiness. • Leverage AI to accelerate engineering and product velocity, while applying strong judgment in regulated environments. • Mentor engineers and raise the technical bar, staying close to the code and unblocking teams when it matters most.

• Lead, coach, and grow a team of platform engineers across Infrastructure, DevOps and Developer Experience. • Set technical direction for platform architecture and ensure roadmap execution • Balance short-term delivery with long-term investments in tooling, infrastructure, and reliability • Oversee cloud infrastructure, deployment pipelines, and operational tooling in a regulated environment • Design and build AI-powered internal tools and agentic workflows that automate tasks and augment engineering productivity • Improve developer productivity by reducing friction in onboarding, CI/CD, and local-to-prod workflows • Ensure systems are secure, scalable, observable, and resilient as Shakepay grows • Own incident management practices, postmortems, and sustainability of the on-call rotation • Collaborate closely with product engineering, security, and compliance stakeholders • Advocate for platform work by tying technical initiatives to business and customer impact