
Cargurus · Dublin
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 ...
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
Join our first Dublin engineering team! The International team is seeking a talented and driven Principal Software Development
Engineer to join CarGurus' new Dublin office and lead exciting product initiatives for our Canadian and UK markets and play a key
role in establishing the office’s culture. In this role, you’ll be responsible for leading the full software development
lifecycle – across both the frontend and backend – collaborating with Engineering and Product peers to design innovative solutions
and tackle complex challenges for our dealer-facing products.
We are looking for candidates who are able to learn and adapt quickly, and collaborate with other engineers to deliver solutions.
As a principal engineer on this team, you will own projects from conception to completion, working closely with other engineers
and product partners, in Dublin and in the US, to deliver impactful solutions for the international business.
Success in this role requires a balance of deep technical expertise and strong business judgement to guide teams in making
strategic technology decisions that align with both immediate and future product needs. You must quickly learn and adapt to new
challenges, working closely with engineers and stakeholders to translate requirements into scalable solutions. Car expertise is
welcome but isn't required; what matters most is your passion for technology, your commitment to engineering excellence, and your
drive to have a real impact.
What you'll do
transform them into effective technical solutions.
and modern web applications (Java/React/TypeScript), to implementing and delivering practical, high-quality systems.
the testing pyramid that ensure strong production health of our systems.
resolve challenging production issues across multiple services and boost operational excellence.
decision-making in the new Dublin hub.
What you'll bring
engineer.
Hibernate, and React.
service-oriented architecture in 24/7 production environments.
engineering and business audiences.
efficiency. Additional hands-on experience with LLMs is a huge plus.
Express are also highly valued).
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
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 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. Your mission is to drive architecture, technical strategy, and implementation of AI agents for Toast's Team area which is part of the Fintech line of business. You will be one of the most senior technologists in line of business. The Team area is a mission-critical space on which our restaurants rely to manage their staff and optimize their labor. Beyond being on the forefront of agent development, your scope will also include enablement and leadership for how software is developed at Toast through adoption of bleeding edge spec driven development and other paradigms. A day in the life (Responsibilities) * Develop and drive an architectural vision to support the ambitious goals for agents and agent development * Be an active participant and an authoritative technical voice in FinTech product strategy discussions * Partner with the Team Management Director of Engineering and Sr. Director of Product to successfully deliver Team agent products from design to production * Work closely with other Senior Principal Engineers to further the agent patterns and ecosystem across Toast as a whole * Evolve an ever more efficient way of working through agents and spread it across Toast * Work directly with the product manager for the Team Agent space, collaborating to drive vision * Be hands on and actively participate in development on the Team Agent * Mentor and develop technical leadership across Team, and Fintech What you'll need to thrive (Requirements) * 15+ years experience designing and building highly scalable, mission-critical distributed and fullstack software systems * 10+ years experience building and operating SaaS products, ideally AWS hosted * A strong desire to lean all in on agentic development practices * Passion for building autonomous agents * Demonstrated ability to drive technical architecture for a company or highly scalable line of products * A desire to work not only with technologists but also product owners and business leaders * Ability and desire to draw big lines and boxes on a whiteboard paired with the ability to dig in and understand the ebb and flow of what the code is doing under load * Ability and desire to communicate and influence at the executive level What will help you stand out (Nonessential Skills/Nice to Haves) * Experience designing agentic products * Experience building systems that leverage LLMs and other ML models * Experience with enterprise integration using Apache Camel * Experience architecting event-driven distributed systems using Apache Pulsar * Experience defining test, build and deploy strategies * Solid understanding of workforce management * Solid understanding of restaurant operations Location: Remote (within Ireland) or Hybrid (Dublin) #LI-Remote 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. 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.
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. Your mission is to drive architecture, technical strategy, and implementation of AI agents for Toast's Team area which is part of the Fintech line of business. You will be one of the most senior technologists in line of business. The Team area is a mission-critical space on which our restaurants rely to manage their staff and optimize their labor. Beyond being on the forefront of agent development, your scope will also include enablement and leadership for how software is developed at Toast through adoption of bleeding edge spec driven development and other paradigms. A day in the life (Responsibilities) * Develop and drive an architectural vision to support the ambitious goals for agents and agent development * Be an active participant and an authoritative technical voice in FinTech product strategy discussions * Partner with the Team Management Director of Engineering and Sr. Director of Product to successfully deliver Team agent products from design to production * Work closely with other Senior Principal Engineers to further the agent patterns and ecosystem across Toast as a whole * Evolve an ever more efficient way of working through agents and spread it across Toast * Work directly with the product manager for the Team Agent space, collaborating to drive vision * Be hands on and actively participate in development on the Team Agent * Mentor and develop technical leadership across Team, and Fintech What you'll need to thrive (Requirements) * 15+ years experience designing and building highly scalable, mission-critical distributed and fullstack software systems * 10+ years experience building and operating SaaS products, ideally AWS hosted * 1+ years experience using the latest in coding agents * A strong desire to lean all in on agentic development practices * Passion for building autonomous agents * Demonstrated ability to drive technical architecture for a company or highly scalable line of products * A desire to work not only with technologists but also product owners and business leaders * Ability and desire to draw big lines and boxes on a whiteboard paired with the ability to dig in and understand the ebb and flow of what the code is doing under load * Ability and desire to communicate and influence at the executive level What will help you stand out (Nonessential Skills/Nice to Haves) * Experience designing agentic products * Experience building systems that leverage LLMs and other ML models * Experience with enterprise integration using Apache Camel * Experience architecting event-driven distributed systems using Apache Pulsar * Experience defining test, build and deploy strategies * Solid understanding of workforce management * Solid understanding of restaurant operations #LI-HYBRID #BI-Hybrid 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. 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.
Work Mode: Flex 1+ days per week in our Dublin office Department: Engineering ABOUT THE COMPANY LearnUpon partners with over 1,600 organisations globally to unlock the potential of employees, customers & members through learning that’s easy, scalable and focused on results. Read more about life at LearnUpon here. ABOUT THE TEAM Our Engineering organization is dedicated to building robust, scalable infrastructure that handles world-scale platform demands. As part of the Site Reliability Engineering (SRE) team, we focus on system architecture, absolute performance, and technical innovation. Operating with high ownership and technical expertise, we are responsible for the scale-out of the LearnUpon infrastructure, championing internal self-service tooling, and embedding a culture of observability and shared operational responsibility across all engineering squads. ABOUT THE OPPORTUNITY As a Staff Site Reliability Engineer, you will be a principal technical leader and a key catalyst for our infrastructure's evolution. In this role, you will take ownership of our core platform resilience, driving the strategy to build out an advanced, cost-effective observability function spanning metrics, logs, and transaction tracking. This opportunity requires a strategic thinker who can design cross-team SLO/SLI frameworks, navigate complex distributed system requirements, and mentor talent to ensure LearnUpon scales efficiently to support our ambitious global goals. In addition, you’ll be responsible for: * Infrastructure Optimization: Identify opportunities to improve and scale our infrastructure for performance, observability, maintainability, and cost, by creating innovative solutions. * Observability Function Strategy: Lead our efforts to build an observability function that incorporates application metrics, application transaction tracking, and event log management. * Resilience & Scaling: Drive the processes to maintain resilient, scalable, and cost-effective infrastructure while working with other Engineering teams to provide solutions that meet their ongoing requirements. * Tooling & Self-Service: Build tools focused on measuring, monitoring, and alerting, with an eye towards self-service in order to promote Engineers’ ownership of observability. * Operational Agility & Support: React quickly to changing customer and business needs and actively participate in the team's on-call rota. Team Up-Leveling: Mentor junior talent and effectively communicate complex technical ideas to both technical and non-technical peers. SKILLS & EXPERIENCE Must-Haves * 7+ years of experience in a software or Ops role. * 5+ years of cloud engineering experience, with at least 2 years of experience with AWS. * Experience deploying Microservice environments using containerisation technologies such as Kubernetes and Docker. * Experience designing and implementing Observability tech stacks, championing its benefits to Engineering teams, and managing the associated cost analysis of metrics gathering, effort, and tooling. * Ability to architect the design of SLO/SLI implementations that balance the needs of different teams. * Experience building and supporting large-scale distributed systems that back a consumer app or website with associated requirements of performance, security, and disaster recovery. * Experience with implementing IaC (e.g., CloudFormation, Terraform, etc.), automation tooling (e.g., Puppet, Ansible etc.), and CI/CD (e.g., Jenkins, Travis CI, GitLab, etc.). * Experience using AI tools to streamline tasks and improve efficiencies. Nice-to-Haves * Experience with database scaling would be a strong plus. * Certification in AWS, any PaaS, and/or related technologies. *If you don’t tick every box but believe this role is a mutually good fit, please don’t hesitate to apply. We’d love to hear from you. WHY CHOOSE LEARNUPON? From comprehensive rewards and generous time off to meaningful investment in your growth and development, LearnUpon gives you the support, trust, and opportunity to do the most impactful work of your career. Learn more here. HIRING PROCESS * Qualified applicants may be invited to an initial screening call with a member of our TA Team. * Successful candidates will be invited to a series of practical interviews. * Finally, candidates will have an interview with our CTO. * Successful candidates will be contacted with an offer to join our team. Note: At LearnUpon, we utilise AI to enhance the speed and quality of our screening and assessment practices, but our hiring decisions are always human. LearnUpon is an Equal Opportunities Employer. We do not discriminate on the basis of gender, marital status, family status, age disability, sexual orientation, race, religion, membership of the Traveller community, or any other legally protected status. Check out our Careers site and Instagram to learn more about working at LearnUpon. By submitting your application, you agree to LearnUpon's Privacy Policy.