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Engineering Manager, Premium

openai

San Francisco
Engineering

Job Score

80 pts
On-site model (+70) Engineering (+10)

About the Team

The Premium team owns some of the highest-leverage customer-facing levers in ChatGPT’s consumer revenue business, spanning the paid customer journey: helping users understand the value of paid plans, convert with confidence, and continue finding lasting value in their subscription.

Our work is highly cross-functional, partnering with Product, Data Science, Design, FinEng, Finance, Legal, Support, and Marketing to improve free-to-paid conversion, renewal, customer lifetime value, and revenue while keeping the experience trustworthy, scalable, and low-friction.

In This Role, You Will:

  • Lead and scale an engineering team responsible for some of ChatGPT’s most important subscription and monetization experiences.

  • Own the technical execution for Premium customer experiences across plan merchandising, paywalls, upgrade flows, checkout UX, plan management, renewals, downgrades, and cancellation.

  • Partner with Product and Data Science to run high-quality experiments across upgrade, trial, renewal, downgrade, and cancellation flows.

  • Improve key subscription metrics including conversion, renewal, churn, ARPU, and lifetime value.

  • Build reliable customer-facing Premium experiences for purchase, plan management, renewal, downgrade, cancellation, and access-related states at scale.

  • Partner closely with FinEng and other platform teams to evolve the billing, payments, and entitlement capabilities that power Premium experiences.

  • Collaborate closely with Product, Design, Data Science, Finance, Legal, Support, and Marketing on monetization strategy and execution.

You Might Thrive in This Role If You:

  • Have 5+ years of engineering management experience,

  • Have strong technical expertise in backend, frontend, or full-stack development, with experience building growth-oriented features.

  • Have a track record of improving conversion, retention, or monetization through experimentation and data-driven product engineering.

  • Are experienced with subscription products, plan merchandising, paywalls, checkout, plan lifecycle experiences, and retention.

  • Are comfortable working with A/B testing, funnel analysis, user segmentation, and personalization techniques.

  • Have experience using analytics tools (SQL, Amplitude, Looker, or similar) to guide product decisions.

  • Are passionate about AI and excited to work on bringing cutting-edge AI technologies to millions of users.

This role is exclusively based in our San Francisco HQ. We offer relocation assistance to new employees.

About OpenAI

OpenAI is an AI research and deployment company dedicated to ensuring that general-purpose artificial intelligence benefits all of humanity. We push the boundaries of the capabilities of AI systems and seek to safely deploy them to the world through our products. AI is an extremely powerful tool that must be created with safety and human needs at its core, and to achieve our mission, we must encompass and value the many different perspectives, voices, and experiences that form the full spectrum of humanity. 

We are an equal opportunity employer, and we do not discriminate on the basis of race, religion, color, national origin, sex, sexual orientation, age, veteran status, disability, genetic information, or other applicable legally protected characteristic.

For additional information, please see OpenAI’s Affirmative Action and Equal Employment Opportunity Policy Statement.

Background checks for applicants will be administered in accordance with applicable law, and qualified applicants with arrest or conviction records will be considered for employment consistent with those laws, including the San Francisco Fair Chance Ordinance, the Los Angeles County Fair Chance Ordinance for Employers, and the California Fair Chance Act, for US-based candidates. For unincorporated Los Angeles County workers: we reasonably believe that criminal history may have a direct, adverse and negative relationship with the following job duties, potentially resulting in the withdrawal of a conditional offer of employment: protect computer hardware entrusted to you from theft, loss or damage; return all computer hardware in your possession (including the data contained therein) upon termination of employment or end of assignment; and maintain the confidentiality of proprietary, confidential, and non-public information. In addition, job duties require access to secure and protected information technology systems and related data security obligations.

To notify OpenAI that you believe this job posting is non-compliant, please submit a report through this form. No response will be provided to inquiries unrelated to job posting compliance.

We are committed to providing reasonable accommodations to applicants with disabilities, and requests can be made via this link.

OpenAI Global Applicant Privacy Policy

At OpenAI, we believe artificial intelligence has the potential to help people solve immense global challenges, and we want the upside of AI to be widely shared. Join us in shaping the future of technology.

About Engineering

Software Engineering goes beyond traditional development, focusing on scalability, performance, and system architecture. Software engineers are responsible for designing infrastructures that support millions of simultaneous users.

Skills include microservices architecture, DevOps, cloud computing, application security, and performance optimization. Knowledge of containerization (Docker, Kubernetes) and CI/CD is increasingly required.

Senior software engineers are rare and highly compensated professionals, with opportunities at major global tech companies.

Discover Other Areas

Understand the scope of work, key skills, and tools used in different career areas.

About IT Governance

IT Governance is the area responsible for ensuring that information technology resources are used strategically, efficiently, and in compliance with standards and regulations. IT governance professionals ensure that technology supports business objectives in a secure and reliable manner.

Key skills include IT service management (ITIL), IT audit and compliance, risk management, business continuity, disaster recovery, metrics and indicators (SLAs, KPIs), and strategic alignment between IT and business. Frameworks like COBIT, ITIL, ISO 27001, and compliance standards are essential.

IT Governance professionals in technology companies are highly valued, especially those who master ITSM, IT audit, and risk management. The field offers opportunities from governance analyst to CIO/CTO, with a focus on efficiency, compliance, security, and business value.

About Data

The Data field has undergone a radical transformation with the rise of Generative AI. Data professionals are fundamental for evidence-based decision-making across all industries.

Key specializations include Data Engineering, Data Science, Business Intelligence, Machine Learning Engineering, and Analytics. Tools like SQL, Python, Spark, dbt, and cloud platforms (AWS, GCP, Azure) are essential.

The data market continues with high demand and salaries among the most competitive in the technology sector, with many remote work opportunities.

About Marketing

The Marketing area is strategic for the growth and positioning of any company. It encompasses traditional marketing, brand management, market research, trade marketing, product marketing, and market intelligence. Marketing professionals are responsible for planning and executing strategies that connect brands to their target audience.

Key skills include brand management, market research, competitive analysis, product marketing, trade marketing, pricing, relationship marketing, and channel development. Knowledge of research tools (Nielsen, Kantar, Ipsos), BI, and advanced spreadsheets is a differentiator.

Marketing professionals in technology companies are highly valued, especially those who master product marketing, go-to-market strategy, and data-driven marketing. The field offers opportunities from analyst to CMO, with a focus on growth, brand positioning, and return on investment.

About Cloud Solutions

The Cloud Solutions area is responsible for designing, implementing, and managing cloud infrastructure and services (AWS, Azure, GCP) for companies. Cloud professionals architect scalable, secure, and cost-optimized solutions, from data center migrations to serverless and multi-cloud architectures.

Key skills include IaC (Terraform, CloudFormation), containers (Docker, Kubernetes), serverless (Lambda, Cloud Functions), managed databases (RDS, DynamoDB, BigQuery), cloud networking (VPC, CDN, load balancer), and security (IAM, WAF, KMS). Knowledge of FinOps, cloud governance, and AWS/Azure/GCP certifications is a differentiator.

Cloud Solutions professionals in technology companies are highly valued, especially those who master multi-cloud architectures, FinOps, and can optimize costs while maintaining performance and security. The field offers opportunities from cloud engineer to cloud solutions architect, head of cloud, and chief cloud architect.

About Audiovisual

The Audiovisual area is responsible for producing, editing, and creating video and audio content for various platforms. With the exponential growth of digital content, audiovisual professionals are fundamental for brands that want to communicate visually and impactfully.

Key skills include video production and editing (Premiere Pro, DaVinci Resolve, Final Cut), motion graphics (After Effects), animation (Blender, Cinema 4D), sound design, podcast production, live streaming (OBS Studio), and photography. Knowledge of visual storytelling, rhythm, and art direction is a differentiator.

Audiovisual professionals in technology companies are highly valued, especially those who master motion graphics, social media videos, and content for digital platforms. The field offers opportunities from videomaker to head of audiovisual, with a focus on creativity, technical quality, and storytelling.

Career Guides

Technology Career Guide

Planning, skills, interviews, and professional growth in IT, Data Science, DevOps, and Product.

Read full guide →

Design Career Guide

UX/UI, Graphic Design, Product Design. Portfolio, tools, interviews, and growth in the Design field.

Read full guide →

Marketing Career Guide

SEO, Paid Media, Growth, Content Marketing. Certifications, tools, and strategies to grow in Digital Marketing.

Read full guide →

Finance Career Guide

Financial market, investments, corporate finance, certifications, and strategies to grow in the financial field.

Read full guide →

Communication Career Guide

Journalism, PR, Corporate Communication, Content Marketing, and Multimedia Production.

Read full guide →

Administration Career Guide

Business Management, HR, Logistics, Consulting, Project Management, and Entrepreneurship.

Read full guide →

Data Career Guide

Data Science, Data Engineering, BI, Machine Learning, and AI. From training to the job market.

Read full guide →

Product Career Guide

Product Management, Product Ownership, Agile, Scrum, and OKRs. From strategy to execution.

Read full guide →

Expert Tip

Generative Design and AI as a Co-pilot

If the last decade in digital design was defined by mobile standardization and UX/UI becoming the core of product development, 2026 marks the dawn of a new era. We are no longer designing just for flat glass screens; we are building intelligent ecosystems, three-dimensional environments, and autonomous algorithms.

For designers looking to stand out and secure the best six-figure remote opportunities in the US tech market, understanding where the industry is heading is no longer a "nice-to-have" differential—it's a matter of professional survival. Below, we break down the four major trends that will dictate hiring and compensation in the 2026 design landscape.

1. Generative Design and AI as a Co-pilot (Not a Replacement)

The fear of Artificial Intelligence replacing designers is officially in the past. In 2026, generative AI is deeply and natively integrated into industry-standard tools like Figma, Adobe, and Framer. The most valued skill by top-tier tech companies is no longer speed in aligning components, but rather algorithmic art direction and prompt design.

  • UI Automation: Wireframing, component variations, and complex design systems can now be generated with a few text prompts.
  • The Designer's New Role: Professionals are shifting from operational executors to curators and strategists, ensuring that AI-generated outputs align with user psychology and core business objectives.

2. Spatial Design and Spatial Computing

With the maturation of mixed reality devices (such as the Apple Vision Pro and Meta's advanced lineups), Spatial Design has evolved from an experimental niche to a mandatory department in Big Tech and forward-thinking startups.

Designing for spatial computing requires a complete paradigm shift: designers must understand Z-axis depth, visual ergonomics, spatial audio, and interactions based on eye-tracking and hand gestures. Roles like AR/VR Product Designer and 3D Interaction Designer are seeing an exponential jump in job listings, often paired with premium compensation packages.

3. Conversation Design and Invisible Interfaces (Zero-UI)

Driven by the omnipresence of Large Language Models (LLMs), the way users interact with systems has fundamentally changed. In 2026, many of the best interfaces don't rely on buttons or hamburger menus; they are conversational. UX Writing and Conversation Design have taken center stage.

  • The Challenge: How do you design the "personality" and flow of a virtual assistant so it feels natural, empathetic, and on-brand, rather than like a rigid robot?
  • The Opportunity: Designers who know how to map complex decision trees, create logical flows for voice and text, and train the empathy of AI models are being heavily scouted by top US startups.

4. Digital Sustainability and Eco-Design

The ESG (Environmental, Social, and Governance) agenda has finally reached the product design tables. The internet consumes a massive amount of energy, and in 2026, tech companies are being strictly held accountable for their digital carbon footprint.

Enter the demand for Digital Eco-Design. This involves creating lighter interfaces, optimizing user flows to reduce screen time (saving battery life and server processing power), and adopting color palettes and assets (like SVGs instead of heavy raster images) that require less energy to render. Being a sustainable designer has become a powerful B2B selling point for agencies and freelancers alike.

Conclusion: The Evolution of Talent

The 2026 design market is highly rewarding for those who embrace complexity. The barrier to entry for making "pretty screens" has dropped significantly, but the demand for professionals who can solve intricate business problems through empathy, strategy, and the mastery of new technologies has never been higher.

If you want to stay ahead of the curve and get direct access to the remote jobs that are actively looking for these specific skills, make sure to follow Mondywork's daily curation. The future of design is hybrid, remote, and full of opportunities.