Principal Software Engineer, AI Engineering

Toast

Toast is building the restaurant platform that helps restaurants adapt, take control, and get back to what they do best: running the businesses they love. We’ve grown into a leading hospitality software company in the U.S., and are now entering our next phase of growth—one defined by scale, complexity, and a new class of enterprise customers. Every restaurant is unique, and a restaurant’s menu expresses its individual brand and product offerings. Inside a Toast restaurant, the definition of the menu becomes the common language between guests, servers, and the kitchen. In our digital ordering products, a great menu serves as both a billboard and a roadmap to an excellent dining experience. It is the central hub for restaurant configuration– it determines what guests can order, how the dishes are presented and priced in different contexts, where they are routed for fulfillment and how they are coursed, how they are prepared, whether the ingredients are still available, and how they are classified for reporting. A menu is always evolving: kitchens create new dishes, managers experiment with pricing and presentation, and staff optimize the menu for restaurant operations.  We create products to satisfy the vast breadth of our restaurants, from single-location coffee shops to complex enterprise brands with thousands of locations. We offer an extremely powerful and configurable menu platform, and our team exists to ensure that this flexibility can be managed effectively at any scale. This includes feature-rich menu data models, APIs for both first and third party integrations (eg: DoorDash and other ordering partners), and the user experiences for configuring menus that meet a vast variety of needs, from complex customer segments (eg: Pizza shops) to our evolving Retail platform.  We are looking for a visionary engineer who is motivated by these challenges and eager to transform our menus architecture to meet the dynamic needs of our customers and our rapidly growing business. As a Principal Software Engineer on the Menus team, you will take ownership of this essential function, making strategic technical decisions that enhance our capabilities and ensure scalability. You will have the opportunity to make a huge impact in a critical space. Your leadership will drive excellence within the team and influence our broader engineering community, setting new standards and contributing to our collective success. About this roll* (Responsibilities)  * Lead the evolution of our Menus architecture and data models, delivering scalable solutions that have significant business impact. * Define and implement frameworks and processes that guarantee the quality, resilience, and scalability of our user experiences and API platform. * Develop and execute technical strategies to solve complex business challenges, leveraging data-driven decisions to prioritize impactful changes. * Establish guiding technical and delivery principles that influence engineering practices across the broader engineering organization. * Mentor and guide engineers, fostering a culture of continuous improvement, inclusivity, and engineering excellence. * Build and maintain strong partnerships across lines of business, aligning technical solutions with strategic objectives. Do you have the right ingredients*? (Requirements) * Minimum education: BE or B.Tech in a technology-related field * 10+ years of experience in software engineering, with a strong background in back-end development using Java, Kotlin, or other object-oriented language * Proficient with modern API standards and technologies (e.g. REST, GraphQL) * Proficient with relational databases and alternative data stores * Experience with distributed systems, enterprise messaging systems, and/or microservices * Demonstrated ability to deliver high-impact, scalable solutions in complex, multi-product environments. * Strong leadership and mentoring skills, with a track record of guiding teams through architectural transformations. * Excellent communication skills, with the ability to articulate complex technical concepts to diverse audiences. * Passionate about driving innovation and continuously improving engineering practices. 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.

Okta

Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk. Get to know Okta Okta is The World’s Identity Company. We free everyone to safely use any technology—anywhere, on any device or app. Our Workforce and Customer Identity Clouds enable secure yet flexible access, authentication, and automation that transforms how people move through the digital world, putting Identity at the heart of business security and growth.    At Okta, we celebrate a variety of perspectives and experiences. We are not looking for someone who checks every single box, we’re looking for lifelong learners and people who can make us better with their unique experiences.    Join our team! We’re building a world where Identity belongs to you.      The Engineering Opportunity We are seeking a Principal Site Reliability Engineer to serve as a technical leader for reliability engineering within Okta's Emerging Products Group (EPG).   This role extends beyond operating production systems. You will define technical strategy, influence platform architecture, establish reliability standards, and lead transformational initiatives that improve scalability, resilience, security, and operational excellence for one of Okta's fastest-growing product areas.   Initially, you will partner closely with the Spera / Identity Security Posture Management (ISPM) engineering organization to establish reliability strategy, operational excellence, and platform maturity. Over time, you will help drive broader reliability initiatives across EPG and contribute to the evolution of reliability engineering practices across multiple products including Workflows, IGA, PAM, and ISPM.   You will work closely with engineering leadership, product leadership, architects, and Staff engineers to shape the future of Okta's cloud infrastructure and reliability practices. The ideal candidate combines deep technical expertise with strong organizational influence and has a proven track record of leading large-scale engineering initiatives that drive measurable business outcomes.   What You'll Be Doing   Reliability Strategy & Architecture * Define and drive the reliability strategy for critical product and platform services. * Establish standards for availability, resilience, observability, incident management, and operational readiness. * Lead architecture reviews for critical services and platform initiatives. * Partner with engineering leaders to ensure reliability objectives align with business priorities and customer expectations. * Create frameworks, standards, and operational guardrails that enable engineering teams to operate safely at scale. * Guide service architecture toward simplicity, scalability, resilience, and operational excellence. * Drive major initiatives that improve platform maturity and long-term sustainability. Product & Platform Leadership * Own reliability architecture and operational excellence for the Spera / ISPM product area. * Collaborate closely with engineering leadership to establish reliability objectives and technical roadmaps. * Lead large-scale scalability, resiliency, and performance initiatives. * Partner with platform and product engineering teams to build self-service operational capabilities that improve developer productivity while strengthening reliability and security. * Influence technical direction through data-driven recommendations, engineering expertise, and collaborative leadership. * Support highly available, large-scale cloud environments as part of an on-call rotation. ENGINEERING & AUTOMATION * Design, build, and operate large-scale cloud infrastructure and production services. * Develop software, automation, and infrastructure using Go, Python, Terraform, and related technologies. * Eliminate operational toil through automation, tooling, and platform engineering. * Improve deployment safety, operational workflows, and platform consistency through GitOps and Infrastructure-as-Code practices. * Collaborate on modernizing existing workloads and aligning them with evolving platform capabilities. * Lead complex engineering initiatives from conception through production rollout and long-term operational ownership.   TECHNICAL LEADERSHIP * Mentor Staff and Senior engineers across multiple teams and organizations. * Lead technical reviews, design reviews, and operational readiness assessments. * Build engineering consensus across teams with differing priorities and objectives. * Help develop the next generation of technical leaders within Okta. * Drive adoption of reliability engineering best practices across EPG. * Share patterns, tooling, and operational practices across Workflows, Inbox, PAM, and ISPM teams. * Influence technical direction through expertise, collaboration, and execution rather than organizational authority. AI & AGENTIC OPERATIONS * Lead the exploration and adoption of AI-assisted reliability engineering practices across EPG. * Design and champion agentic systems that accelerate troubleshooting, incident response, root-cause analysis, and operational decision-making. * Evaluate emerging AI technologies and identify practical opportunities to improve reliability engineering workflows. * Establish best practices for safe, effective, and measurable use of AI within production operations. * Drive initiatives that reduce operational toil and improve engineering productivity through intelligent automation. OUR TECH STACK * Infrastructure/Orchestration: Kubernetes (EKS/GKE), Terraform, Helm, Git, ArgoCD, Gitops * Programming: Golang, Python * Observability: Datadog, Splunk * Data Stores: PostgreSQL, Redis, OpenSearch     What We Are Looking For TECHNICAL EXCELLENCE * Extensive experience designing and operating large-scale production systems in AWS and/or GCP. * Deep expertise with Kubernetes in production environments. * Experience designing reliability strategies for Kubernetes-based platforms. * Strong expertise troubleshooting Kubernetes networking, storage, scheduling, scaling, and workload lifecycle challenges. * Extensive experience with Infrastructure as Code technologies such as Terraform and Helm. * Strong software engineering skills in Golang and/or Python. * Experience building internal platforms, developer tooling, and operational automation. * Deep understanding of distributed systems architecture and cloud-native application design. * Strong understanding of cloud networking fundamentals including DNS, service discovery, ingress, load balancing, TLS, traffic management, and multi-region architectures. * Experience operating and troubleshooting distributed data platforms such as PostgreSQL, Redis, OpenSearch, MySQL, Cassandra, or similar technologies. * Experience establishing observability standards, monitoring strategies, and operational best practices across engineering organizations. * Experience with or strong interest in AI-assisted engineering and operational automation. RELIABILITY & OPERATIONAL EXCELLENCE * Strong expertise operating customer-facing production systems at scale. * Deep understanding of reliability engineering principles including SLIs, SLOs, error budgets, capacity planning, and resilience engineering. * Experience leading major incident response efforts and driving long-term operational improvements. * Strong understanding of CI/CD, GitOps, deployment strategies, and automation-first operational practices. * Proven success driving large-scale reliability transformations and architectural modernization efforts. * Ability to balance reliability, scalability, security, customer experience, and engineering velocity. SECURITY & COMPLIANCE * Strong understanding of cloud security fundamentals, IAM, secrets management, and secure infrastructure design. * Experience operating systems within security-sensitive or regulated environments is a plus. * Familiarity with operational controls, compliance requirements, and security best practices in cloud-native environments.     LEADERSHIP & INFLUENCE * Demonstrated success leading complex technical initiatives across multiple teams and organizations. * Demonstrated ability to drive technical strategy and influence engineering outcomes across multiple organizations and leadership teams. * Proven ability to influence technical direction without direct organizational authority. * Experience working effectively within globally distributed engineering organizations spanning multiple timezones and cultures. * Strong collaboration, communication, and stakeholder management skills. * Experience mentoring Staff engineers and helping develop future technical leaders. * Ability to translate business objectives into technical strategy and measurable reliability outcomes. * Experience working closely with engineering leadership, architects, and product leaders to drive organizational change. PREFERRED QUALIFICATIONS * Experience operating SaaS platforms serving millions of users. * Experience supporting globally distributed production environments. * Experience leading platform engineering or reliability transformation initiatives. * Experience implementing AI-assisted operational tooling, agentic workflows, or intelligent automation platforms. * Prior experience as a Staff, Principal, or equivalent senior technical leader in Site Reliability Engineering, Platform Engineering, Infrastructure Engineering, or Cloud Operations.   #LI-Hybrid #P25309_3469886 The Okta Experience * Supporting Your Well-Being  * Driving Social Impact  * Developing Talent and Fostering Connection + Community We are intentional about connection. Our global community, spanning over 20 offices worldwide, is united by a drive to innovate. Your journey begins with an immersive, in-person onboarding experience designed to accelerate your impact and connect you to our mission and team from day one. Okta is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, ancestry, marital status, age, physical or mental disability, or status as a protected veteran. We also consider for employment qualified applicants with arrest and convictions records, consistent with applicable laws. If reasonable accommodation is needed to complete any part of the job application, interview process, or onboarding please use this Form to request an accommodation. Notice for New York City Applicants & Employees: Okta may use Automated Employment Decision Tools (AEDT), as defined by New York City Local Law 144, that use artificial intelligence, machine learning, or other automated processes to assist in our recruitment and hiring process. In accordance with NYC Local Law 144, if you are an applicant or employee residing in New York City, please click here to view our full NYC AEDT Notice.

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 all-in-one restaurant platform that helps restaurants operate their business, increase sales, engage guests, and keep employees happy. Toast connects employees, operations, and guests on a reliable, easy-to-use platform so restaurateurs can stay one step ahead of a rapidly evolving hospitality market.  The mission of the International APAC team is to delight our global customers with the wide variety of Toast products. This is a relatively new team and an opportunity to help lead Toast on its journey of international expansion. As a Staff Software Engineer on the International team you will be focused on building products with a Global first mindset, working  closely with UX/PM and customers to deliver the most value that fits our customers market and culture.  About this roll* (Responsibilities)  * Build new products and Evolve Toast’s existing products suite to meet global market needs * Be part of a team working collaboratively with UX, PM and other engineers building applications using modern web technologies  * Work closely with pilot customers to ensure successful delivery and operation  * Collaborate with teams across Toast, such as R&D, customer support and new customer onboarding * Lead projects from discovery and development to roll out * Mentor and coach other team members * Promote technical excellence  * Guiding project direction, making technical decisions, and providing technical expertise to the team * Performing thorough code reviews to maintain quality standards and identify potential issues * Assessing project scope, estimation and impact analysis   Do you have the right ingredients*? (Requirements) * High proficiency  in Java or Kotlin (experience of 10-14 years in reputed product / relevant domain company) * Experience  of API principals e.g REST * Enjoys building well-engineered, usable and accessible systems * Passionate about making users happy and seeing people use your product in the wild * Ability to embrace an agile mindset focused on delivering usable software * Adaptable to work in changing environments Special Sauce* (Nice to Haves) * Full Stack experience * Experience with localisation and internationalization frameworks * Experience in Hotel or Restaurant business domain * Exposure to payments and integrations What we use to make our dish (Our Tech Stack) * A core of Java & Kotlin based backend services. * React SPAs leveraging Tailwind, GraphQL and Storybook. * Android app built in Java & Kotlin running in the restaurant. * PostgreSQL and Dynamodb as core persistence. * Pulsar, Camel and RabbitMQ for message-based integrations. * And many more technologies that help us build a top class platform. 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.