Technical Lead Manager in San Francisco

Drata is building the trust layer between great companies - automating compliance, managing risk, and helping organizations prove trust continuously as they scale. We're Dratanauts: a global crew of 600+ professionals united by a culture that rewards integrity, ownership, and raising the bar, no matter where in the world we're working from. Why Join the Drata Team? At Drata, you're not maintaining legacy compliance software - you're building the agentic AI platform defining what trust looks like for the next generation of companies. Here's what makes the work itself worth showing up for: Problems without a playbook: You'll work at the edge of AI and security, building agentic governance, continuous compliance, and real-time trust verification to solve problems that don't have an established answer yet. You're writing it as you go. Real ownership, not just process: Our values center on owning outcomes and raising the bar, not checking boxes. You're expected to have opinions and back them. A seat at the table: Your perspective is unique and valued. Open debate and diverse viewpoints are built into how decisions actually get made here, at every level. Growth at rocketship speed: Drata is scaling fast, which means scope grows fast too. High performers get more ownership, visibility, and experience. A crew, not just coworkers: Dratanauts consistently describe a "come as you are" culture with sharp, curious people—the kind of team that makes hard problems genuinely fun to solve. See what they say here and follow us on LinkedIn for company news, employee stories, and career updates. Job Summary: The Staff Software Engineer serves as a technical leader across multiple small teams. They design and build scalable systems, guide architectural decisions, and tackle complex challenges that span codebases and domains. They work closely with Product and Engineering leadership to shape the technical roadmap, ensure systems are reliable and secure, and drive key cross-team initiativ

About Sentry Software runs the world and the pace is faster than ever. Sentry helps developers fix errors and performance issues before users notice, so teams can spend less time firefighting and more time building. Trusted by 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future. About the role Issue Workflow is Sentry's primary product surface. Our issue platform processes billions events daily and turns them into actionable insights that help millions of developers fix bugs faster. As a Staff Software Engineer on the Issue Workflow team, you'll architect the systems that power this experience. You'll work at the intersection of high-scale distributed systems and product engineering, building real-time data pipelines, search backends, and analysis systems that surface signal from noise. This is product engineering at massive scale—where every architectural decision impacts millions of debugging sessions. You'll be the technical leader who shapes how Sentry groups issues, how we make search lightning-fast, how we enable sophisticated agentic workflows, and how we ensure that the product is performant even at billions-of-events scale. Your work will define what's possible for the most trafficked part of Sentry's platform. In this role you will Drive technical strategy and roadmap. Partner with engineering leadership, product, and design to shape the multi-quarter technical vision for Issue Workflow platform. Make strategic calls about architectural direction, technology choices, and technical debt. Ensure the team is building a strong foundation to scale with Sentry's growth. Solve complex performance and scalability challenges. Champion product quality and user experience. Build features that don't just work—they delight. You understand that milliseconds matter in the developer experience. You sweat the details of interfaces, error messages, loading states, and edge cases. You instrument everything s

We believe that the way people interact with their finances will drastically improve in the next few years. We’re dedicated to empowering this transformation by building the tools and experiences that thousands of developers use to create their own products. Plaid powers the tools millions of people rely on to live a healthier financial life. We work with thousands of companies like Venmo, SoFi, several of the Fortune 500, and many of the largest banks to make it easy for people to connect their financial accounts to the apps and services they want to use. Plaid’s network covers 12,000 financial institutions across the US, Canada, UK and Europe. Founded in 2013, the company is headquartered in San Francisco with offices in New York, Washington D.C., London and Amsterdam. Team Description: Plaid is evolving into an AI-first company, and Intelligent Tooling sits at the center of that transformation. The Intelligent Tooling team is being built from the ground up, and our mission is to establish the technical foundations, operating model, and internal platforms that embed AI deeply into Plaid’s coding tools, internal systems, and the entire software development lifecycle. When we are successful, engineers across Plaid will delegate lower-leverage work to AI agents, move faster with confidence, and spend more of their time designing and inventing for customers. Intelligent Tooling owns the platforms and systems that make this possible - from AI coding integrations and SDLC agents to the internal tools that power Plaid’s operations. Role Description: As a Staff Software Engineer on the Intelligent Tooling team, you will build and operate internal systems that directly impact how engineers across Plaid do their work, and own the technical direction for major parts of that surface. This is a hands-on role with significant ownership, where success is measured by real adoption, reliability, and improvements to developer experience. You will work on AI-powered tooling, interna

Mid-Market Account Executive As an Account Executive on our Mid-Market Sales team, you will assist in Datadog’s overall business growth by strategically engaging and closing net-new customers across mid-to-large size organizations. Sellers follow a well-defined methodology, collaborate with internal stakeholders, identify the customer's unique needs, and clearly convey the value of the Datadog product. Mid-Market reps have the opportunity to grow their careers in Sales and continue contributing to Datadog team success. At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Focus entirely on net-new logo acquisition Convert inbound leads to closed opportunities Leverage tools such as Sales Navigator and DiscoverOrg Strategically prospect into Chief Technology Officers, Engineering/IT Leaders, and technical end users (SRE, DevOps, DevSecOps) Multi-thread into different departments of a complex organization Collaborate with Sales Development Representatives to drive top of funnel activity Manage the full sales cycle, including negotiations and on-site technical demonstrations Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's okay. If you’re passionate about technology and want to grow your experience, we encourage you to apply. Who You Are: Experienced in hunting and closing net new logos Able to strategically map out and break into large scale organizations Curious, motivated, and driven as a sales person Bold on the phones and creative in your emails Able to sit up to 6 hours, traveling to and from client sites via auto, train, or air, up to 30% of the time Benefits and Growth: High income earning opportunities based on self performance Opportunity for Presidents C

About the team Models are becoming increasingly capable—moving from tools that assist humans to agents that can plan, execute, and adapt in the real world. Mitigating the frontier risks resulting from these capabilities is paramount to OpenAI’s ability to continue deploying models safely. The Preparedness team is dedicated to addressing these critical risks. Our work includes: Measurement. Monitoring and predicting the evolving capabilities of frontier AI systems. Mitigation. Keeping misalignment safeguards, alignment tools, and on track to adequately address extreme threats that might arise in the future. Coordination. Setting mitigation targets by maintaining OpenAI’s preparedness framework , and partnering with other staff to achieve these targets. This is urgent, fast-paced work that has far-reaching implications for the company and for society. About the role Preparedness is hiring strong technical executors to support preparations for accelerated AI development, which may culminate in recursive self-improvement. This work relies on anticipating misalignment risks that might exist in the future, but might not exist now; so it’s especially important that people in this role are tasteful and strategic. The role is wide-ranging, covering any mitigation for loss of control risk, spanning the design and implementation of better pre-deployment risk-assessment , control measures , RSI-relevant training interventions, and turning one’s technical work into established institutional practices and external-facing communications. Below is a subset of our focus areas: Scalable oversight: Establishing practices for model misbehavior monitoring and oversight which remain effective in superhuman model capability regimes, with a focus on bridging from today’s monitoring approaches to future-proof ones. Automated auditing: As model capabilities increase, we’ll increasingly rely on automated approaches for finding the most severe forms of model misalignments. We’ll both need to s

About the team OpenAI’s mission is to build safe artificial general intelligence (AGI) which benefits all of humanity. This long-term undertaking brings the world’s best scientists, engineers, and business professionals into one lab together to accomplish this. In pursuit of this mission, our Go To Market (GTM) team is responsible for helping customers learn how to leverage and deploy our highly capable AI products across their business. The Cybersecurity specialist sales team partners with Account Directors, Technical Success, Marketing, and Partnerships to drive cybersecurity adoption that help bring AI to as many users as possible. About the role Our Sales team has a unique mission to help cybersecurity customers understand the deep impact that highly capable AI models can bring to their businesses, operations, employees, and customers. This role is a mixture of technical understanding, industry expertise, vision, partnership, and value-driven strategy. As an Account Director focused on Cybersecurity, you will own executive-level relationships with leading cybersecurity firms and help them safely and effectively deploy OpenAI’s technology across their organizations. You’ll work with customers to identify and scale high-impact use cases across areas such as security operations, threat intelligence, risk management, incident response, vulnerability management, workforce enablement, customer support, and enterprise knowledge management. You’ll be a key driver of opportunities through the entire sales cycle, from pipeline generation to closure and successful deployment. You’ll work with researchers, engineers, and solution strategists to help customers transform their operations and evolve the cybersecurity industry with AI. This role is based in San Francisco, Seattle or New York. We use a hybrid work model of 3 days in the office per week and offer relocation assistance to new employees. We are open to US-based remote candidates. In this role, you’ll: Support Accou

About the Team The GTM Intelligence Solutions team builds the data and decision systems that help customer-facing teams take the right action at the right time. We combine product telemetry, commercial data, customer context, and field activity to identify account health and opportunity, recommend actions and use cases, deliver intelligence through field-facing products and agent workflows, and measure what happens next. We’re looking for a Data Scientist to help build the next generation of GTM intelligence at OpenAI. You will own a flexible portfolio of high-impact decision data products and work closely with Technical Success and other GTM teams to ensure the work drives better decisions. About the Role As a Data Scientist on GTM Intelligence Solutions, you will define and build the intelligence systems that help customer-facing teams prioritize accounts, identify risks and opportunities, choose interventions, and understand what worked. You will set the roadmap and methodology, build canonical features, ship reliable production workflows, monitor quality and adoption, and improve the systems using field feedback and business outcomes. This role combines hands-on technical depth with strong product and business judgment. You should be as comfortable writing production Python and advanced SQL, defining durable data contracts, and operating decision products as you are evaluating a ranking approach or designing an experiment. You will personally ship reliable first versions and partner with Analytics Engineering and Data Engineering when work requires shared infrastructure or additional scale. In This Role, You Will Set the roadmap and methodology for GTM intelligence and decision products, using deep stakeholder discovery to probe beyond stated requests, uncover the underlying decisions, workflows, constraints, and measures of success, and translate them into measurable systems. Own the full lifecycle of intelligence products, including feature definition, methodo

About the Team OpenAI Finance ensures the organization is positioned for long-term success as we pursue our mission. The Revenue team plays a critical role in enabling OpenAI to scale its commercial offerings—overseeing billing operations, deal desk, revenue systems, and revenue accounting. We work cross-functionally with Technical Revenue, Finance Data, and Revenue Systems teams to support complex commercial arrangements, improve operational efficiency, and maintain financial integrity. About the Role As a Revenue Accounting Manager, you will own revenue accounting processes for consumption and usage-based revenue recognition while helping implement and maintain the systems, data flows, and accounting rules that support accurate financial reporting. You will serve as a key execution partner on onboarding new revenue streams, Fusion Accounting Hub rule updates, translating accounting requirements into expected journal entries, source-to-general-ledger mappings, user acceptance testing, data validation, and controlled operating processes. We’re looking for a hands-on revenue accounting owner who combines strong close discipline with systems and data fluency, independently coordinates cross-functional implementation work, and strengthens the accounting infrastructure supporting OpenAI’s growth. This role is based in San Francisco, CA. We use a hybrid work model of 3 days in the office per week and offer relocation assistance to new employees. In this role, you will: Own the monthly close for usage-based revenue and payment processor accounting, including journal entries, reconciliations, variance analysis, controls, and supporting documentation. Prepare and review revenue-related journal entries while understanding the underlying transaction lifecycle, accounting methodology, billing arrangements, source data, and expected financial reporting outcomes. Perform reconciliations for key revenue accounts, investigate discrepancies, and drive issues to resolution. Own flux

About the Team GTM Growth Engineering builds AI-native products that help OpenAI's go-to-market and B2B marketing organizations scale with greater speed, intelligence, and operational effectiveness. We apply OpenAI models to real business workflows and build the systems that make those applications useful and dependable: customer context, agent behavior, feedback, evaluation, experimentation, and appropriate human oversight. Our work brings together software engineering, applied AI, product, data, and GTM operations. We measure success through the quality of customer engagement, pipeline, conversion, and the effectiveness of our sales and marketing teams. About the Role We're looking for an Applied AI Engineer to build production systems that help AI-powered go-to-market workflows improve over time. You will connect agent behavior, customer and operator feedback, evaluation, experimentation, and business outcomes to make these systems more effective, reliable, and responsive to evolving customer needs. This is a deeply technical, cross-functional role with end-to-end ownership of the agent improvement loop: understand production behavior, identify failure modes, improve how the system decides or acts, and validate the resulting impact. You will partner with Engineering, Product, Data Science, Sales, and B2B Marketing to turn real-world signals into safer, more effective agent behavior and measurable improvements in customer engagement, conversion, qualified pipeline, and team productivity. In this role, you will: Own the production improvement loop across agent behavior, customer and operator feedback, evaluation, experimentation, and verified business outcomes. Instrument agent workflows so model interactions, tool use, decisions, failures, human edits, and downstream outcomes can be understood in context. Define meaningful quality standards, representative evaluation datasets, regression coverage, and production monitoring for real GTM workflows. Investigate why a

ABOUT THE TEAM Critical Harm Operations sits within User Safety & Risk Operations and builds enforcement systems for Frontier Risk and Material Harm that are accurate, fast, defensible, and built to scale. The Cyber vertical turns policy into reviewer standards, calibrated judgment, quality systems, escalation paths, and automation guardrails. ABOUT THE ROLE We are looking for a senior cybersecurity practitioner and operations strategist to raise the quality, scalability, and technical rigor of our Cyber Operations. You will combine hands-on cyber judgment with systems-level operating design: resolve the hardest dual-use questions, evolve SOPs, uplift reviewers and vendors, and build practical tools and automations. This is a senior IC role. Success is not primarily cases closed; it is durable improvement in the operating model and the reviewers who run it. IN THIS ROLE, YOU WILL: Drive the Cyber Operations operating model across domain priorities, SOPs, escalation paths, quality health, vendor capability, roadmap inputs and help inform trusted access strategies. Serve as the senior cyber expert for complex or high-risk decisions across ChatGPT, API, Codex, agents, and emerging product surfaces. Translate policy ambiguity, quality misses, appeals, and reviewer disagreement into clear decision rules, calibration examples, training, and tooling requirements. Build durable operating systems and quality loops: golden sets, holdouts, double-labeling, adjudication, error taxonomies, reviewer calibration, and automation evaluations. Raise FTE and BPO capability through onboarding, certification, coaching, recurring calibration, and vendor-performance partnership. Use quality, appeals, SLA, backlog, and disagreement signals to diagnose root causes and prioritize high-leverage fixes. Build hands-on solutions—SQL analyses, scripts, dashboards, LLM eval workflows, evidence enrichment, routing logic, and lightweight automations—that improve decision quality and reduce manua

About the Team The Legal team is building the next generation of AI-powered products and experiences for the legal industry. We are exploring how advanced AI systems can transform legal workflows, improve access to information, and enable legal professionals and organizations to work more effectively. As a founding member of the Legal engineering team, you will help define the technical foundation for this new product area from the earliest stages. You’ll operate at the intersection of AI, product, and real-world legal workflows—identifying opportunities, building prototypes, and turning emerging ideas into scalable products that can create meaningful impact. We operate with a startup-like mindset inside OpenAI: small teams, rapid iteration cycles, and a willingness to explore bold ideas, learn quickly, and adapt based on user feedback. Our goal is to build products that meaningfully improve how legal professionals work while leveraging OpenAI’s cutting-edge models and infrastructure. About the Role As a Founding Full-Stack Software Engineer on the Legal team, you will help imagine, build, and scale new AI-powered products for the legal industry. You’ll work across the stack to design intuitive user experiences, build robust backend systems, and create the foundations for products used by legal professionals and organizations around the world. You’ll have significant ownership from the earliest stages—working closely with product, design, research, and go-to-market partners to understand customer needs, shape product direction, and deliver high-impact solutions. This includes rapidly prototyping new concepts, building production-quality applications on top of OpenAI’s platforms, and developing new technical approaches when existing systems are not sufficient. We’re looking for engineers who thrive in ambiguity, have strong product instincts, and enjoy building from 0→1. You should be comfortable moving quickly, making thoughtful technical decisions, and taking owner

About the Team OpenAI's Professional Services team helps organizations move from AI ambition to durable production outcomes. We partner with customers on complex deployments and build the strategy, commercial models, operating mechanisms, and delivery capacity needed to realize value from OpenAI's models and products. The team works across Go-to-Market, Forward Deployed Engineering, Technical Success, Finance, Product, Legal, Data, Systems, and delivery partners. We are building a services motion that is customer-centered, commercially rigorous, operationally scalable, and deliberately connected to product adoption. About the Role We are seeking a senior GTM Strategy & Operations professional to build and scale the operating system for OpenAI's Professional Services business. This is a foundational, hands-on individual contributor role at the intersection of business strategy, finance, go-to-market, and delivery. You will turn ambiguous questions—what we offer, how we price and package it, how we plan capacity, and how we measure performance—into clear decisions and repeatable mechanisms. You will own business planning, pricing and packaging, forecasting and modeling, management reporting, and cross-functional strategic initiatives. You will build integrated views of demand, staffing, revenue, margin, and delivery performance; replace one-off analyses with durable processes; and create operating cadences that help leaders act early. You will be a trusted partner to Professional Services, GTM, FDE, Technical Success, Finance, Product, Legal, Revenue Operations, and Data leaders. The right person combines direct Professional Services judgment with rigorous analytics, executive communication, and the willingness to build the model, process, or dashboard themselves. You’ll be responsible for: Define and drive the business and GTM strategy for Professional Services, including target customer needs, offer portfolio, positioning, pricing and packaging, partner motions,

About the Team The Privacy Engineering team builds secure, reliable systems that help OpenAI meet its legal obligations while protecting user data. We partner closely with Legal and Engineering teams across OpenAI to support lawful data access requests and other critical legal workflows. Our work turns complex, high-stakes processes into auditable and dependable technical systems with clear human oversight and strong privacy and security controls. About the Role We’re looking for a full-stack Software Engineer to build the internal tools and data pipelines that power lawful data access request workflows and Legal Operations. You will work across product and data systems to make authorized retrieval and case handling accurate, efficient, and auditable. This role is well suited to someone who enjoys translating ambiguous operational requirements into durable systems, cares deeply about sensitive-data handling, and wants to improve both technical reliability and the day-to-day experience of the people operating these workflows. This role is based in San Francisco, CA, with two additional locations under consideration: London, UK, and Dublin, Ireland. We use a hybrid work model of 3 days in the office per week and offer relocation assistance to new employees. In this role, you will: Design, build, and operate backend systems and workflow tooling for the full lifecycle of lawful data access requests, from intake and scoping through authorized retrieval, review, preparation, and audit. Build reliable data pipelines and interfaces across products and data stores so authorized teams can locate and handle the right records accurately and reproducibly. Implement least-privilege access, approval gates, provenance, audit trails, data minimization, and safe failure modes for sensitive workflows. Partner with Legal and Legal Operations to translate legal and operational requirements into clear technical designs and intuitive operator experiences. Identify responsible automation o

About the Team OpenAI’s Enterprise Go-To-Market organization helps the world’s largest companies adopt and scale our AI platform across their business—from ChatGPT Enterprise to our developer platform and APIs. We partner with organizations across Financial Services, Life Sciences, and Retail to build new AI-powered customer experiences, transform operations, and reimagine how work gets done in highly regulated and technically complex environments. As adoption accelerates through pilots, experimentation, and developer-led use cases, the GTM team turns that momentum into durable, enterprise-wide deployments. Account Associates sit at the front of this motion—where technical curiosity turns into executive engagement, and early product signals become enterprise-wide deployments. About the Role This role is designed as a launchpad for future enterprise sellers at OpenAI. This is a highly strategic role with significant exposure to enterprise sales, product, and customer strategy. You’ll develop core skills in discovery, stakeholder mapping, deal shaping, and executive communication while building a deep understanding of how leading companies adopt AI. We are looking for individuals with 4-6+ years of professional experience who are motivated to grow into world-class enterprise sellers over time. While many individuals in this role go on to become Account Directors or take on broader GTM roles, progression is based on performance and business needs rather than a fixed timeline. For the right person, this is one of the most accelerated paths to break into sales at OpenAI and build a long-term career in AI go-to-market. In this role, you will identify, shape, and advance complex enterprise opportunities by turning product usage, pilots, and inbound demand into qualified, high-conviction enterprise opportunities for our Large Enterprise and Strategic Accounts teams. This role is based in San Francisco. We use a hybrid work model of 3 days in the office per week (Monday thro

About the Team OpenAI’s Applied AI Engineering team helps organizations turn frontier AI capabilities into safe, reliable, and high-impact production systems. We work with customer executives, product and engineeriIng teams, security leaders, and transformation teams to identify valuable opportunities, accelerate technical implementation, and scale what works. Enterprise deployments are defined by complexity rather than any one industry: existing architectures, diverse data environments, security and governance requirements, multiple stakeholder groups, and organization-wide change. We turn lessons from these deployments into better products and reusable patterns for customers everywhere. About the Role As an Enterprise Applied AI Engineer you will partner directly with leading organizations to design, build, and deploy AI systems that deliver measurable business outcomes. You will combine deep technical judgment, hands-on engineering, and customer leadership to take ambitious ideas from use-case selection and architecture through prototyping, evaluation, production launch, and scale. You will write and debug code, build evaluation systems, resolve complex integrations, and guide decisions involving model behavior, reliability, latency, cost, safety, security, governance, and operational readiness. Success is measured by production systems, sustained adoption, and meaningful customer impact—not simply activity or successful demonstrations. This is a rare opportunity to work on consequential real-world deployments at the frontier of AI while directly influencing how OpenAI’s products evolve. This role is based in our SF or NYC office. We use a hybrid work model of 3 days in the office per week and offer relocation assistance to new employees. In this role, you will: Partner directly with enterprise customers to identify high-value opportunities and translate them into technical architectures, implementation plans, evaluation strategies, and measurable success criteri