Customer Education, Content & Systems Operations Lead

About the Team Customer education helps customers and partners build the practical skills and confidence to use AI and OpenAI products safely and effectively. The team focuses on role- and skill-based learning paths, practical content, and product experiences that accelerate learning in the workplace. It brings together learning and enablement expertise, field insight, product signals, and measurement to improve learner and business outcomes. Together, these experiences will help enterprise users build practical AI skills, apply them with confidence in their work, and demonstrate what they can do. Employers will gain a clearer view of workforce skills and progress, helping them recognize capability, focus development where it matters most, and build confidence in workforce readiness. About the Role We’re looking for a full-stack engineer to define and build a new class of learning experiences. This is an early-stage product area where technical judgment, product sense, and learner empathy are critical. You will be setting a technical vision for how people use AI to learn how to use AI, safely and beneficially. This is a hands-on, 0-1 product engineering role with broad technical and product ownership. You’ll set direction, make foundational decisions, and ship the first versions of experiences that can grow into the default way people learn at work. You will drive full-stack product experiences end to end, from prototype through launch, instrumentation, iteration, and production hardening. The work spans interaction design, frontend implementation, backend APIs and services, learner state, content and runtime integration, telemetry, evaluation, reliability, safety, accessibility, and launch readiness. You’ll work closely with our education, GTM, and engineering teams to translate how people learn into products people want to use. bring role- and skill-based learning paths into the product, designing coaching, feedback, and adaptive support which responds to each lea

About the Team The B2B Content team helps business audiences understand what AI makes possible and how to put it to work. We develop narrative, editorial, demo, and adoption programs that connect OpenAI’s products to concrete business value. We partner closely with Product Marketing, Demand Generation, Customer Education, Sales, and other teams to create content that is useful on its own and supports the broader customer journey. We value people who are eager to learn, have a bias for action, and look beyond the immediate deliverable. We build the tools, systems, and shared practices that help the whole team produce better work over time. About the Role We’re looking for a Content Marketing Manager, Demand Generation to turn foundational B2B messaging, flagship narratives, research, launches, events, and product workflows into the right content for different industries, lines of business, audiences, and stages of the customer journey. You’ll create content across webinars, guides, ebooks, blogs, customer proof, and decision-enablement materials. You’ll also build the modular frameworks that allow strong source material to be adapted and reused without recreating the work from scratch. You’ll work closely with Product Marketing, which owns product positioning and messaging, and Demand Generation, which owns audience and channel strategy. You’ll bring strong content judgment to that partnership: helping determine what should be created, how it should be structured, and how it can work across different contexts while preserving a coherent central narrative. This is a senior individual-contributor role for a hands-on marketer, writer, and editor. It does not include people management or ownership of the broader content portfolio. This is a hybrid role and will be based in San Francisco, Monday through Wednesday. Thursday and Friday are work-from-home days, with occasional in-office attendance as needed for live webinars. In this role, you will Partner with Product Marke

About the Team OpenAI is building the next generation of advertising for an AI-powered world. As AI changes how people discover information, explore possibilities, and make decisions, we believe this presents a huge opportunity for small and medium-sized businesses to connect with customers in new ways. The SMB Ads Marketing team is building this opportunity from the ground up. We define how businesses discover OpenAI’s advertising platform, become successful advertisers, and grow their investment over time. Working closely with Product, Ads Engineering, Data Science, and Sales, we combine customer insight, rigorous experimentation, and fast execution to turn early opportunities into scalable growth. About the Role We are looking for an Audience & Content Growth Lead to build the global content and education programs that inspire, inform and engage SMB advertisers. This is a zero-to-one opportunity to shape how small businesses discover and understand advertising with OpenAI. You will turn customer needs, product capabilities and advertiser success stories into compelling content—from webinars and educational video series to case studies, industry-specific playbooks and creator-led programs. The role combines two areas of ownership: developing content specifically for SMB audiences and building effective ways to distribute it. You will lead programs directly while partnering with teams that own web, social, lifecycle marketing, growth and regional channels to reach the right audiences at scale. Success means building an engaged SMB audience and helping businesses move from awareness to understanding, confidence and action. In This Role, You Will Set the global SMB content strategy and editorial roadmap, grounded in customer needs, industry priorities, and advertiser maturity. Create compelling customer stories, case studies, vertical playbooks, guides, videos, and thought leadership that make advertising accessible and actionable. Launch repeatable education pro

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 Sentry is looking for a talented Technical Enablement Director to help drive usage and adoption of our platform through education and enablement. This position will be responsible for strategy, planning, and end-to-end execution of training and educational programs, both internal for our employees, and external for our customers and partners. You are part product evangelist, part multimedia content producer, part teacher who loves to inspire and educate customers. You are a dynamic, thoughtful, creative professional who can translate technology with compelling stories, and uses analytical skills to drive continuous improvement. You will partner closely with cross-functional stakeholders including Marketing, Product, Engineering, and Design. This is a uniquely strategic and operational role with a mix of both internal and external responsibilities. This role requires strong technical expertise and a deep understanding of the Software Development Life Cycle (SDLC) and related technologies. If you’re a technologist with experience working with technical products in customer-facing roles—and you’re eager to join a fast-growing team delivering real value through an exceptional product—we’d love to meet you. In this role you will: Become a Sentry product expert: be intimately familiar all product capabilities, and how how customers are using the product Own the Sentry University virtual learning platform: prepare the curriculum, build the different learning units, create the content, and manage the overall user experience Create a comprehensive training strategy to enable our customers to quickly ramp on our platfor

About the Team OpenAI is building the next generation of advertising for an AI-powered world. As AI changes how people discover information, explore possibilities, and make decisions, we believe this presents a huge opportunity for small and medium-sized businesses to connect with customers in new ways. The SMB Ads Marketing team is building this opportunity from the ground up. We define how businesses discover OpenAI’s advertising platform, become successful advertisers, and grow their investment over time. Working closely with Product, Ads Engineering, Data Science, and Sales, we combine customer insight, rigorous experimentation, and fast execution to turn early opportunities into scalable growth. About the Role We are looking for a Scaled Programs Lead to build and scale global programs that engage SMB-focused agencies and other partners helping small and medium-sized businesses grow. This is a zero-to-one opportunity to shape how these audiences discover, understand and adopt OpenAI’s advertising solutions. You will develop programs that build awareness, recruit participants, strengthen their capabilities and help them bring the advertising opportunity to their SMB customers. Your remit will span audience segmentation, recruitment campaigns, education, certification, incentives and co-marketing. You will design and launch new programs, validate their impact and scale the approaches that deliver meaningful results. Working across Marketing, Partnerships, Sales, Product and Operations, you will combine strategic judgment with hands-on execution. As the programs grow, you will build and lead a team to expand them globally. In This Role, You Will Set the global program strategy for SMB-focused agencies and scaled partners, defining priority audiences, growth goals, and investment choices. Build awareness and recruit qualified participants through campaigns and outreach that demonstrate the value of OpenAI’s advertising solutions. Segment agencies and partners by ca

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: The Solutions Engineering team at Sentry is responsible for helping our largest customers successfully embed Sentry into their applications and workflows, from integrating our SDK to making sure alerts and issues make it to the right place at the right time. Solutions Engineers will be interfacing with customers to ensure optimal implementation and utilization ensuring that: Developers can effectively identify and resolve slowdowns and errors in their applications. Development teams increase developer productivity and customer satisfaction. In this role you will Understand customers' pain points and objectives and translate those into implementation and onboarding plans to meet those objectives and demonstrate business value. Develop best practices, educational offerings, and content around error and performance management, open-source, or the Sentry product (ex: “how-to” articles and/or videos on specific functionality of the product). Act as a trusted advisor and subject-matter expert for customers to assist with instrumenting software engineering and monitoring best practices Provide workshop-level interaction to customers in order to drive the maturity of use and broader adoption. Work cross-functionally (internally) to provide feedback to the product and development teams and align Sentry's product roadmap with improving time to value-delivered. You’ll love this job if you Enjoy talking about technology and interfacing with engineers and engineering leaders. Appreciate working in a dynamic environment, on a variety of projects with customers from lots of different industries. Love flexing your creative b