Principal System Integration Engineer (Enterprise Systems) - Python

Join Cloudflare as a Software Engineer specializing in Enterprise Integrations, where you will contribute to building and enhancing our suite of solutions that seamlessly integrate with enterprise systems. You will work collaboratively with cross-functional teams to design, develop, and implement scalable integration solutions that meet the complex demands of our enterprise clients.

At Crusoe, our vision is to enhance the availability of energy and intelligence. We are at the forefront of developing solutions that empower individuals to innovate boldly with AI, all while ensuring that we uphold principles of scalability, speed, and sustainability.Join us in driving the AI revolution through sustainable technology at Crusoe. You will play a pivotal role in fostering innovation, making a significant impact, and collaborating with a team that is leading the way in responsible and transformative cloud infrastructure.About the RoleWe are on the lookout for a Senior Software Engineer to take on the role of founding engineer within our new Enterprise Software Engineering team in IT. You will work closely with the Director to develop internal tools, automation processes, and integrations that remove manual tasks and address critical operational challenges across the organization.This role transcends traditional enterprise IT positions. You will leverage AI-assisted development as your primary method, delivering production-quality software within days instead of months, while laying the groundwork for future team members. As you grow in this role, your primary contributions will focus on defining specifications, context, and reusable patterns to guide AI agents, while still engaging in hands-on coding for the most complex challenges.Your ResponsibilitiesDesigning and deploying internal tools, automation, and integrations that provide measurable benefits across Finance, Operations, HR, and other business functions.Utilizing AI-assisted development as your standard workflow, which includes drafting specifications, creating prompts, reviewing AI-generated code, and iterating quickly.Establishing foundational technical patterns such as coding standards, project conventions, reusable components, and context files that facilitate AI-driven development.Creating and managing integrations between enterprise systems through APIs, middleware, and data pipelines.Developing solutions across a versatile environment that combines cloud application platforms with internal GPU compute for AI workloads.Collaborating with business teams during rapid prototyping sessions, then refining prototypes into production-ready systems complete with testing, monitoring, and documentation.Setting up CI/CD pipelines, automated testing, and quality assurance measures for all solutions delivered.Taking ownership of solutions from end to end, covering everything from specification and implementation to deployment and production support.

Role overview Checkr is hiring a Staff Software Engineer, Integrations to support and enhance the company’s integration services. This position centers on building and refining solutions that connect the Checkr platform with external systems. The goal is to increase both connectivity and operational efficiency. As a member of the engineering team, this person will influence how the platform works with partners and customers. What you will do Design and implement integration features that broaden the platform’s capabilities Work closely with other engineers to deliver solutions that are reliable and easy to maintain Troubleshoot and resolve technical issues related to integrations Spot opportunities for improvement and suggest actionable changes Requirements Strong problem-solving skills and attention to detail Experience developing or maintaining integration services Ability to collaborate effectively within an engineering team Location San Francisco, California, United States

ABOUT JUUL LABS: At Juul Labs, our mission is to revolutionize the landscape of smoking by guiding a billion adult smokers away from combustible cigarettes. We are dedicated to eradicating the use of these harmful products while also addressing underage consumption of our offerings. Our commitment to exceptional quality, innovative research, and design empowers us to tackle one of the world’s most challenging public health issues. Supported by notable technology investors, we are equally dedicated to attracting and hiring top-tier talent. Our diverse team is united by a shared purpose, and we are actively seeking the best engineers, scientists, designers, product managers, operations specialists, and customer service professionals. If you're looking for a fulfilling opportunity to advance your career while making a positive impact, we encourage you to explore this position further. ROLE OVERVIEW: We are in search of an Enterprise Systems Engineer who will leverage AI as a core element of our enterprise systems implementation, integration, and operations. This role will take charge of the technical execution of our Workday and ERP ecosystem, utilizing advanced AI technologies such as Claude, Gemini, and Cursor to enhance implementation speed, integration quality, and ongoing system improvement. The ideal candidate will not only connect systems but will also create a robust, autonomous integration layer, combining deep platform expertise with the discernment to know when to configure, code, or let AI handle processes. KEY RESPONSIBILITIES: Act as a cross-functional technical authority within the Workday and ERP ecosystems, ensuring data integrity and alignment with evolving business demands. Identify and implement low-friction AI use cases across Enterprise Systems, optimizing internal operations. Lead Workday and ERP implementations using AI-enhanced methodologies, from requirements gathering to post-launch support. Utilize Cursor with LLM-pair programming (Claude/Gemini) to significantly enhance development speed for integrations, transformation scripts, and API documentation. Create and maintain UAT test scripts, data migration mappings, and functional specifications using AI tools to minimize manual documentation efforts. Produce comprehensive technical documentation to support all aspects of system integration and operation.

Join our dynamic team at Sonsoft Inc. as an Enterprise Application Integration Specialist. In this pivotal role, you will be responsible for designing and implementing integration solutions that enhance our enterprise applications. Your expertise will help streamline processes, improve system interoperability, and drive innovation within the organization.

Role overview Salma Health is hiring a Software Engineer for Platforms & Integrations to help build and maintain the internal systems behind its brain health platform. The role involves designing and supporting integrations across electronic health records (EHR), CRM, billing, and research tools. Day-to-day work includes developing and maintaining connections between these systems, as well as creating internal tools for clinical and operational teams. Ensuring smooth data flow across the technology stack is a core responsibility. This position emphasizes collaboration with teams in engineering, product, clinical operations, and data. The goal is to keep the platform reliable and scalable as the company expands. Location This is a hybrid role. Candidates based in the San Francisco Bay Area, San Diego, or Salt Lake City are preferred. Remote work is possible, but regular in-person collaboration is expected.

About Our TeamThe Applied Foundations team at OpenAI is at the forefront of safeguarding our innovative technology against diverse adversarial threats. Our primary mission is to ensure the integrity and security of our platforms as they grow.We are dedicated to defending against financial misuse, large-scale attacks, and other forms of exploitation that could compromise user experience or destabilize our operations. The Integrity Foundations team lays the groundwork and infrastructure to support this critical mission.About the RoleAt OpenAI, we aim to advance artificial intelligence in a manner that is safe, reliable, and aligned with broader societal values. The role of Software Engineer in Applied Foundations is vital for maintaining the dependability of our platforms. You will play a key role in developing strong defenses against a variety of adversarial behaviors that threaten our ecosystem.In this position, you will collaborate with our entire engineering team to design and implement systems that detect and prevent abuse, promote user safety, and mitigate risks across our platform. You will be at the forefront of our initiatives to responsibly and sustainably harness the vast potential of AI.Key Responsibilities:Design and enhance systems to identify and prevent various forms of abuse, including financial fraud, botting, and scripting.Work collaboratively with cross-functional teams to create solutions that defend against adversarial attacks while preserving an optimal user experience.Assist in responding to active incidents on the platform and develop new tools and infrastructure to address fundamental challenges.You will excel in this role if you:Possess a minimum of 3 years of professional experience in software engineering.Have experience in setting up and maintaining production backend services and data pipelines.Exhibit a humble attitude, a willingness to support colleagues, and a commitment to team success.Demonstrate self-direction and enjoy innovating solutions to complex problems.Take ownership of issues from start to finish and are eager to acquire any necessary knowledge to achieve your goals.Have a passion for AI safety in production environments and the skills to build effective software systems.

Join Sonsoft Inc. as an Enterprise Application Integration Specialist and play a crucial role in enhancing our integration processes. You will leverage your expertise in enterprise application integration to develop and maintain solutions that connect diverse systems and improve operational efficiencies.

Do you recall the exhilarating moment when your first connector began to function seamlessly? After days of grappling with poorly documented APIs, deciphering cryptic error messages, and reverse-engineering complex authentication flows, the data begins to flow just as you envisioned. That breathtaking moment when rate limits are handled smoothly, pagination operates without a hitch, and edge cases don't cause production issues is unparalleled.At ConductorOne, we establish connections with numerous enterprise systems—ranging from modern APIs with clear documentation to legacy systems where the documentation is a decade-old PDF filled with tribal knowledge. We have developed an integration platform that adeptly manages the chaos: unreliable endpoints, inconsistent schemas, authentication methods predating OAuth, and those inevitable 3 AM alerts when a vendor introduces a breaking change. We prioritize speed and consistency, leveraging AI tools (Claude Code, Cursor) to accelerate our delivery.We are on the lookout for outstanding Staff and Principal Engineers to join our San Francisco team, focusing on how we connect and integrate with the myriad of systems our customers rely upon. You will design the frameworks that simplify the creation of new connectors, troubleshoot complex integration failures, and ensure our platform scales effectively as we onboard enterprise clients with extensive tech stacks. If you have a proactive mindset and a passion for delivering results, we would love to speak with you.Explore our approach to tackling challenging problems through our blog posts:Incremental Sync: How ConductorOne Keeps Identity Data Fresh in Real TimeBuilding Trust Through Connector ReliabilityAbout ConductorOneConductorOne is the pioneering AI-native identity security platform that safeguards every identity: human, non-human, and AI. We empower enterprises to transcend the constraints of outdated identity governance—minimizing their attack surface while enhancing the experience for all stakeholders.Innovative companies such as DigitalOcean, Instacart, Ramp, and Zscaler trust ConductorOne to secure their identities. Backed by prominent investors and experiencing rapid growth, we maintain a small enough team that every engineer contributes significantly to our product and culture.

Have you ever experienced the satisfaction of a perfectly functioning connector? After days of grappling with poorly documented APIs, deciphering cryptic error messages, and reverse-engineering authentication flows, that triumphant moment arrives when data flows seamlessly. It's exhilarating when rate limits are managed smoothly, pagination operates without a hitch, and edge cases don't disrupt production.At C1, we integrate with a multitude of enterprise systems—everything from modern APIs with clear documentation to legacy systems with outdated guides. Our integration platform is designed to navigate the complexities: unreliable endpoints, varying schemas, outdated authentication methods, and those dreaded late-night alerts when a vendor introduces a breaking change. We prioritize speed and consistency in our deployment, leveraging AI tools (like Claude Code and Cursor) to enhance our efficiency.We are on the lookout for exceptional Staff and Principal Engineers to join our San Francisco team, focusing on enhancing how we connect and interact with the diverse systems our customers rely on. You'll be responsible for crafting the abstractions that simplify building new connectors, troubleshooting complex integration issues, and ensuring our platform scales effectively as we onboard enterprise clients with complex tech stacks. If you have a proactive mindset and a strong passion for delivering results, we would love to hear from you.Check out some of our blog posts that showcase our approach to tackling challenging problems:Incremental Sync: How C1 Keeps Identity Data Fresh in Real TimeBuilding Trust Through Connector Reliability

About UsAt Sierra, we are on a mission to revolutionize customer experiences through our innovative AI-driven platform. Based in the vibrant city of San Francisco, we also have expanding offices in Atlanta, New York, London, France, Singapore, and Japan, fostering a diverse and dynamic team.Our culture is built on core values: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These principles guide our actions and decisions, ensuring that we maintain a collaborative and supportive work environment.Sierra was co-founded by Bret Taylor, former co-CEO of Salesforce and CTO of Facebook, and Clay Bavor, who led major innovations at Google. Their vision drives our commitment to creating impactful solutions.Your RoleDesign and develop Sierra’s enterprise platform capabilities.You will create the foundational systems that empower us to serve the world's largest enterprises, incorporating identity, access management, integration points, and extensibility essential for embedding Sierra within existing business ecosystems.Ensure scalability for our largest customers.Our enterprise clients operate in complex environments with stringent security demands and high reliability expectations. Your efforts will ensure Sierra’s platform scales effectively across various organizations, regions, and use cases while maintaining optimal performance and user-friendliness.Establish a foundation of trust.Our enterprise clients entrust Sierra with their critical workflows and data. You will help set and maintain exceptional standards for security, compliance readiness, reliability, and operational excellence throughout the platform.What You BringA strong passion for working at the cutting edge of AI technologies.Expertise and pride in developing reliable, maintainable, and secure systems that scale effectively.A proactive attitude and high agency to drive impactful outcomes in a high-autonomy culture where every team member is empowered.

As the Space Shuttle approached the International Space Station, two distinct vehicles, crafted by separate teams across different nations with unique engineering philosophies, had to connect seamlessly. This intricate process, known as Rendezvous, Proximity Operations, and Docking (RPOD), required advanced subsystems capable of managing complex discrepancies like varying power systems, communication protocols, and technical architectures. A failure could result in costly and potentially disastrous outcomes in low Earth orbit. On December 19, 2025, Mercury announced its application to the OCC for a national bank charter alongside an application for FDIC deposit insurance. In essence, Mercury is in the process of establishing a bank. This initiative involves linking our modern, product-oriented engineering systems with enterprise core banking systems and payment networks that were developed in a significantly different era, based on different assumptions and interfaces. The Banking Integration Platform as a Service team at Mercury operates similarly to NASA's RPOD team, crafting our integration subsystems to ensure they are technically sound and operationally reliable. This role is critical to the foundational infrastructure at Mercury. Every account setup, monetary transaction, and balance inquiry will traverse the systems you create. Product teams across the organization will rely on well-defined abstractions that simplify underlying complexities. You will be among the select engineers at Mercury who possess a comprehensive understanding of our Bank Core and its various internal and external integrations. In this position, your responsibilities will include: Creating Mercury’s integration with an FFIEC-approved bank core and establishing connections to payment networks. Designing internal APIs that provide product teams with straightforward, consistent interfaces to complex external systems. Navigating the challenging realities of enterprise integrations, including retries, failures, format discrepancies, and outages. Developing data pipelines that ensure synchronization between Mercury's systems and our bank core. Managing monitoring, alerting, and recovery protocols for our most vital external connections. Collaborating with numerous teams within Mercury to delineate clear boundaries and reliable contracts. Contributing to the architectural design of Mercury Bank.

About Us At Dagster Labs, we are on a mission to enable organizations to construct productive and scalable data platforms. As the creators of Dagster, the open-source tool that developers trust, and Dagster+, our managed cloud solution, we cater to a diverse range of clients—from innovative startups to global enterprises. Thousands of teams rely on us to drive the data that fuels their analytics, machine learning, and AI advancements. We understand that the AI revolution is built on reliable, high-quality data. Thus, we strive to make data platforms intuitive, efficient, and enjoyable to utilize. Dagster is swiftly becoming the foundation for how the world builds intelligent systems. We are a dynamic, well-funded team with a history of delivering exceptional software. We set high goals and collaborate closely, adhering to the highest standards and trusting each other to contribute effectively. Our culture emphasizes teamwork, curiosity, and a shared commitment to creating impactful solutions. If you are eager to influence the future of data and AI while enjoying the journey, we invite you to join us in building something remarkable. About the Role Are you a passionate software engineer who excels at addressing customer challenges while enhancing a platform? The Enterprise Engineering team at Dagster is dedicated to ensuring our largest clients succeed with Dagster, while also enhancing Dagster+ with features tailored for larger organizations. Your work will involve improving and extending Dagster to cater to the needs of enterprise clients, including addressing scaling challenges and developing new features and integrations. In this role, you will not only apply your technical expertise but also directly engage with customers implementing Dagster, transforming their feedback into actionable insights that unblock them and enhance the product. This position offers a unique opportunity to make a tangible impact by solving real-world challenges and delivering valuable solutions to our users and clients. This is a full-time position offering a competitive salary, equity, and benefits. We operate as a distributed team with offices in San Francisco, New York, and Minneapolis. We welcome fully remote candidates authorized to work in the United States and provide flexible remote work options to optimize your productivity.

Join our dynamic team at Cloudflare as a Senior Software Engineer specializing in Enterprise Readiness. This role demands a high level of technical expertise and a passion for building robust, scalable systems that enhance the enterprise experience. You will collaborate with cross-functional teams to design, develop, and implement innovative solutions that drive performance and efficiency.

CoreWeave develops cloud infrastructure tailored for AI workloads. Since launching in 2017, the company has expanded rapidly and is now listed on Nasdaq (CRWV, as of March 2025). CoreWeave works with AI labs, startups, and large enterprises, providing high-performance compute resources and technical support. More information is available at www.coreweave.com. Role overview The Integration Engineer - Enterprise Systems will design and implement integrations across Finance and Supply Chain platforms. This position is part of the Strategy & Transformation team, which focuses on scaling and improving CoreWeave’s internal systems. Team members work closely with Finance, Accounting, Procurement, IT, and Engineering to modernize workflows and support data-driven decisions. What you will do Architect and build integrations for Finance and Supply Chain systems. Develop automated workflows using Workato and/or Boomi. Create and maintain APIs to support real-time data movement between business platforms. Collaborate with cross-functional teams to automate processes and improve system interoperability. Ensure data reliability and contribute to GenAI-enabled automation initiatives. Location This role is based in Livingston, NJ; New York, NY; Sunnyvale, CA; San Francisco, CA; or Bellevue, WA.

About Us:At Notion, we empower individuals and teams to create beautiful tools that enhance their work. In an era saturated with applications and tools, we offer a unified platform that integrates documents, notes, projects, calendars, and emails—all enhanced with AI capabilities to streamline workflows and provide insights. Our solution is embraced by millions, including industry leaders like Toyota, Figma, and OpenAI, who appreciate Notion's flexibility and its ability to save time and resources.Collaboration is at the heart of our culture. We require our team members to work from our San Francisco office on our designated Anchor Days: Mondays, Tuesdays, and Thursdays. Some roles may necessitate additional office days.About the Role:As a Solutions Engineer focusing on our Enterprise sector, you'll play a pivotal role in our transition from a product-led to a sales-led approach. You’ll engage with our largest prospects and clients to facilitate complex evaluations, design scalable architectures, and guide key stakeholders from pilot stages to full-scale implementation.Collaboration with Account Executives and cross-functional teams is essential as you lead in-depth discovery sessions, deliver customized demos and proofs of concept (POCs), and provide expertise on security, governance, and integrations to meet enterprise standards. You will also contribute to enhancing our internal tools, content, and processes while maintaining a close connection with our customers.

Twitch Interactive, Inc. is looking for a Senior Software Engineer to join the Enterprise Platform team in San Francisco, CA. This position centers on designing and building scalable software solutions that support a large and active user community. Role overview This role involves hands-on software development for the Enterprise Platform at Twitch. The work aims to improve user experience and support ongoing growth across the platform. Collaboration Senior Software Engineers in this team work closely with colleagues from different disciplines. Collaboration with cross-functional teams is a key part of delivering reliable, high-quality software. What you will do Design and implement scalable software features for the Enterprise Platform Work with other teams to understand requirements and deliver solutions that fit user needs Contribute to the quality and reliability of software used by a broad user base

ABOUT BASETENAt Baseten, we empower leading AI companies such as Cursor, Notion, OpenEvidence, Abridge, Clay, Gamma, and Writer with our state-of-the-art inference solutions. Our unique blend of applied AI research, versatile infrastructure, and intuitive developer tools allows organizations at the forefront of AI innovation to deploy cutting-edge models effectively. Recently, we have experienced significant growth, securing a $300M Series E funding round, backed by renowned investors like BOND, IVP, Spark Capital, Greylock, and Conviction. Become a part of our journey to create the ultimate platform for engineers to launch AI products seamlessly.THE ROLEAs a Senior Software Engineer focused on our Enterprise Platform, you will play a pivotal role in designing and developing robust infrastructure and platform features tailored for our enterprise clientele and cloud partners. Your contributions will encompass enabling self-hosted and single-tenant environments, implementing region-aware request routing, and ensuring enterprise-grade data security and integration capabilities.EXAMPLE INITIATIVESJoin our Infrastructure team and tackle exciting projects such as:Multi-cloud capacity managementOptimizing inference on B200 GPUsImplementing multi-node inference solutionsLeveraging fractional H100 GPUs for efficient model servingRESPONSIBILITIESDesign and implement infrastructure and platform features customized for enterprise clients, covering self-hosted clusters, single-tenant environments, and cross-cloud orchestration.Lead strategic initiatives to enhance secure and scalable private connectivity solutions.Craft and execute solutions that address complex regulatory and compliance requirements for enterprise environments.

About AnthropicAt Anthropic, our goal is to develop AI systems that are reliable, interpretable, and controllable, ensuring that technology benefits users and society as a whole. Our rapidly expanding team consists of dedicated researchers, engineers, policy experts, and business leaders, all collaborating to create beneficial AI systems.About the RoleJoin our GSI team, where you will collaborate with the world’s leading Global System Integrators and strategy consultancies to integrate frontier AI into their core operations. This role involves nurturing complex, partner-driven organizations where initial engagements are just the beginning of long-term partnerships across various practice areas and at the executive level.As an Enterprise Account Executive, you will take ownership of a designated portfolio of accounts, driving revenue growth from both existing and new clients. You'll identify how Claude can deliver maximum value in various practice areas and build strong relationships with key partners and executives to foster transformative collaborations. Your influence extends beyond initial sales, paving the way for future joint ventures. Collaborating with Product, Applied AI, GTM, and Partnerships leadership, you will help shape Anthropic's presence in the GSI market while furthering our commitment to responsible AI deployment.This position is ideal for an individual with extensive experience managing large, complex partner-led accounts and who is adept at engaging with executives independently.