Senior Software Development Engineer, DevX Pipelines and Automation

Cargurus

Who we are At CarGurus (NASDAQ: CARG), our mission is to give people the power to reach their destination. We started as a small team of developers determined to bring trust and transparency to car shopping. Since then, our history of innovation and go-to-market acceleration has driven industry-leading growth. In fact, we’re the largest and fastest-growing automotive marketplace, and we’ve been profitable for over 15 years. What we do The market is evolving, and we are too, moving the entire automotive journey online and guiding our customers through every step. That includes everything from the sale of an old car to the financing, purchase, and delivery of a new one. Today, tens of millions of consumers visit CarGurus.com each month, and ~30,000 dealerships use our products. But they're not the only ones who love CarGurus—our employees do, too. We have a people-first culture that fosters kindness, collaboration, and innovation, and empowers our Gurus with tools to fuel their career growth. Disrupting a trillion-dollar industry requires fresh and diverse perspectives. Come join us for the ride! Role overview The Developer Experience Architecture team at CarGurus builds the platforms, tooling, and standards that make hundreds of engineers faster, safer, and more productive. You will contribute to some of our highest-leverage initiatives: standardizing AI agentic development (Claude Code, our internal plugin marketplace, and MCP integrations), evolving our authentication and identity platform (Keycloak, OAuth2/OIDC), and improving the paved paths for service and job creation on AWS. These are complex, cross-cutting problems with global impact. You will own well-scoped pieces of work and partner with engineers and product managers across the org, with support and mentorship from senior teammates. And no, you do not need to know about cars to work here. What you'll do * Build and ship developer tooling, framework components, and reusable templates that raise engineering productivity and quality * Contribute to our agentic development ecosystem: Claude Code configuration, plugins and skills, and MCP servers * Strengthen the Auth service and agent identity model using Keycloak, OAuth2, and OIDC * Build and operate services with Java, Spring Boot, AWS, and Kubernetes * Apply our standards, guardrails, and best practices in your work, and help product teams adopt them * Investigate, root cause, and improve system reliability and performance What you'll bring * Two or more years of hands-on, fullstack software design and development, including at least one year of Java.     * Experience with client and server side JavaScript, including React, Node, and Remix, is a plus * Experience building web applications and working with cloud-native systems on AWS or similar cloud providers * Exposure to authentication and identity standards (OAuth2/OIDC), or a strong appetite to learn them * Experience using modern AI coding tools (assistants, agents, MCP) on real engineering work, or eagerness to adopt them * Comfort writing tests, using observability tools, and owning well-scoped tasks end to end * Curious, collaborative, and eager to learn * Bachelor's degree in Computer Science or equivalent The displayed range represents the expected annual base salary / On-Target Earnings (OTE) for this position. On-Target Earnings (OTE) is inclusive of base salary and on-target commission earnings, which applies exclusively to sales roles. Individual pay within this range is determined by work location and other factors such as job-related skills, experience, and relevant education or training. This annual base salary forms part of a comprehensive Total Rewards Package. In addition to benefits, this role may qualify for discretionary bonuses/incentives and Restricted Stock Units (RSUs). Position Pay Range $112,000—$141,000 USD Working at CarGurus We reward our Gurus’ curiosity and passion with best-in-class benefits and compensation, including equity for all employees, both when they start and as they continue to grow with us. Our career development and corporate giving programs, as well as our employee resource groups (ERGs) and communities, help people build connections while making an impact in personally meaningful ways. A flexible hybrid model and robust time off policies encourage work-life balance and individual well-being. Thoughtful perks like daily free lunch, a new car discount, meditation and fitness apps, commuting cost coverage, and more help our people create space for what matters most in their personal and professional lives. CarGurus may require in-person interviews as part of our hiring process, particularly for positions based in our Boston and Dublin offices. Candidates selected for an in-person interview will be notified in advance. Please be aware that travel expenses are the responsibility of the candidate. We welcome all CarGurus strives to be a place to which people can bring the ultimate expression of themselves and their potential—starting with our hiring process. We do not discriminate based on race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, veteran status, gender identity, or sexual orientation. We foster an inclusive environment that values people for their skills, experiences, and unique perspectives. That’s why we hope you’ll apply even if you don’t check every box listed in the job description. We also encourage you to tell your recruiter if you require accommodations to participate in our hiring process due to a disability so we can provide the appropriate support. We want to know what only you can bring to CarGurus. #LI-Hybrid

Cargurus

Who we are At CarGurus (NASDAQ: CARG), our mission is to give people the power to reach their destination. We started as a small team of developers determined to bring trust and transparency to car shopping. Since then, our history of innovation and go-to-market acceleration has driven industry-leading growth. In fact, we’re the largest and fastest-growing automotive marketplace, and we’ve been profitable for over 15 years. What we do The market is evolving, and we are too, moving the entire automotive journey online and guiding our customers through every step. That includes everything from the sale of an old car to the financing, purchase, and delivery of a new one. Today, tens of millions of consumers visit CarGurus.com each month, and ~30,000 dealerships use our products. But they're not the only ones who love CarGurus—our employees do, too. We have a people-first culture that fosters kindness, collaboration, and innovation, and empowers our Gurus with tools to fuel their career growth. Disrupting a trillion-dollar industry requires fresh and diverse perspectives. Come join us for the ride! Role overview The Developer Experience Architecture team at CarGurus builds the platforms, tooling, and standards that make hundreds of engineers faster, safer, and more productive. You will work on our highest-leverage initiatives: standardizing AI agentic development (Claude Code, our internal plugin marketplace, and MCP integrations), evolving our authentication and identity platform (Keycloak, OAuth2/OIDC), and improving the paved paths for service and job creation on AWS. These are complex, cross-cutting problems with global impact. You will own your projects and partner with engineers and product managers across the org. And no, you do not need to know about cars to work here. What you'll do * Design and ship developer tooling, core frameworks, and reusable templates that raise engineering productivity and quality * Advance our agentic development ecosystem: Claude Code configuration and governance, plugins and skills, and MCP servers * Strengthen the Auth service and agent identity model using Keycloak, OAuth2, and OIDC * Build and operate services with Java, Spring Boot, AWS, and Kubernetes * Define standards, guardrails, and best practices, then drive adoption across product teams * Continuously assess, root cause, and improve system reliability and performance What you'll bring * Five or more years of hands-on, fullstack software design and development, including at least two years of Java. * Experience with client and server side JavaScript, including React, Node, and Remix, is a plus * Experience building performant, large-scale web applications and cloud-native systems on AWS or similar cloud providers * Working knowledge of authentication and identity standards (OAuth2/OIDC), or a strong appetite to learn them * Hands-on experience applying modern AI coding tools (assistants, agents, MCP) to real engineering work * Comfort writing tests, using observability tools, and owning projects end to end * Curious, collaborative, and eager to learn * Bachelor's degree in Computer Science or equivalent The displayed range represents the expected annual base salary / On-Target Earnings (OTE) for this position. On-Target Earnings (OTE) is inclusive of base salary and on-target commission earnings, which applies exclusively to sales roles. Individual pay within this range is determined by work location and other factors such as job-related skills, experience, and relevant education or training. This annual base salary forms part of a comprehensive Total Rewards Package. In addition to benefits, this role may qualify for discretionary bonuses/incentives and Restricted Stock Units (RSUs). Position Pay Range $140,000—$176,000 USD Working at CarGurus We reward our Gurus’ curiosity and passion with best-in-class benefits and compensation, including equity for all employees, both when they start and as they continue to grow with us. Our career development and corporate giving programs, as well as our employee resource groups (ERGs) and communities, help people build connections while making an impact in personally meaningful ways. A flexible hybrid model and robust time off policies encourage work-life balance and individual well-being. Thoughtful perks like daily free lunch, a new car discount, meditation and fitness apps, commuting cost coverage, and more help our people create space for what matters most in their personal and professional lives. CarGurus may require in-person interviews as part of our hiring process, particularly for positions based in our Boston and Dublin offices. Candidates selected for an in-person interview will be notified in advance. Please be aware that travel expenses are the responsibility of the candidate. We welcome all CarGurus strives to be a place to which people can bring the ultimate expression of themselves and their potential—starting with our hiring process. We do not discriminate based on race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, veteran status, gender identity, or sexual orientation. We foster an inclusive environment that values people for their skills, experiences, and unique perspectives. That’s why we hope you’ll apply even if you don’t check every box listed in the job description. We also encourage you to tell your recruiter if you require accommodations to participate in our hiring process due to a disability so we can provide the appropriate support. We want to know what only you can bring to CarGurus. #LI-Hybrid

Toast

Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy. Toast is driven by building the restaurant platform that helps restaurants adapt, take control, and get back to what they do best: building the businesses they love. We are looking for a Senior Software Engineer to join the Orders Pricing team. Orders Pricing team owns how every order is priced — the rules, discounts, taxes, and service charges that determine what a guest pays. Our pricing engine has to be exactly right, every time, across an immense scale of traffic and every surface an order touches, from the cloud to the point of sale. The pricing engine is a critical part of the company strategy as we expand into new verticals, encountering new complexities and pricing rules. WHY THIS TEAM? * Correctness at Scale: Pricing has to be exactly right on every order, every time. Getting it wrong costs restaurants and guests real money — accuracy is non-negotiable. * Hard Problems: Discounts, taxes, and service charges stack into complex rules — we turn that complexity into a fast, reliable engine. * Leadership and Ownership: You’ll drive significant projects end-to-end and help grow the engineers around you. ABOUT THIS ROLL* (RESPONSIBILITIES) * Drive significant projects from design through rollout, owning the technical direction and delivery * Design and implement pricing features that improve accuracy and reliability for our customers and partners * Mentor less experienced engineers and raise the technical bar across the team * Participate in architectural discussions and help evolve the pricing engine’s design, tooling, and delivery practices * Provide design feedback and participate in code reviews to ensure implementations meet requirements * Own operational monitoring — observability, alerting, and on-call response — and keep pricing highly available in production * Collaborate with Product, QA, and other engineering teams to deliver robust, scalable services * Leverage cutting edge AI tools to enhance your development workflow, improve velocity, and help pioneer new approaches to building - contributing to a culture of innovation and productivity across the team. DO YOU HAVE THE RIGHT INGREDIENTS*? (REQUIREMENTS) * 5+ years of back-end experience in Java, Kotlin, or other object-oriented languages * Track record of driving significant projects from design through rollout * Proficient with modern web standards and API technologies (e.g. REST, GraphQL), including schema design, evolution, and versioning * Experience with distributed systems, enterprise messaging systems, and/or microservices * Experience operating services in production — monitoring, alerting, observability, and incident response * Proficient with relational databases and alternative data stores * Proficient with AI tooling such as Cursor, Claude, and MCP servers * Strong leadership and mentoring skills * Excellent cross-team communication skills on complex technical topics * Passionate about technology and learning new things OUR TECH STACK Our backend services follow a microservice architecture written in Kotlin and Java using DropWizard. We use AWS extensively, ranging from DynamoDB to RDS to Lambda. We store data in a set of sharded Postgres databases and utilize Apache Spark for large-scale data workloads including query and batch processing. For event-driven communication we rely on Pulsar along with some RabbitMQ clusters. Pricing also reaches onto the point of sale, so some contributions land in our Android POS application written in Java and Kotlin. AI at Toast At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture. Our Total Rewards Philosophy  We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits. The base salary range for this role is listed below. The starting salary will be determined based on skills, experience, and geographic location. In addition to base salary, our total rewards components include cash compensation (overtime, bonus/commissions if eligible), equity, and benefits. You can learn more about how we align pay with local labor markets in our Geographic Pay Zone Philosophy. Zone A $159,000—$254,000 USD Zone B $138,000—$221,000 USD Zone C $125,000—$200,000 USD How Toast Uses AI in its Hiring Process Throughout the hiring process, our goal is to get to know you. We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation. All hiring decisions are made by people. To learn more: https://careers.toasttab.com/ai-in-hiring Our Approach to Hybrid Working We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the hospitality community, regardless of location. Please visit the Locations page on our career site to learn more about our in-office expectations by region: https://careers.toasttab.com/locations-toast Diversity, Equity, and Inclusion is Baked into our Recipe for Success At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences. We Thrive Together We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the restaurant community. To learn more about how we work globally and regionally, check out: https://careers.toasttab.com/locations-toast. Apply today! Toast is committed to creating an accessible and inclusive hiring process. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact candidateaccommodations@toasttab.com. ------ For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.