GTM Operations, Business Value

About us Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia. We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do. Our co-founders are Bret Taylor and Clay Bavor . Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. What You'll Do Sierra’s outcomes-based pricing model is central to how we partner with customers. In this role, you will work with senior leaders across Sales, Operations, Product, Finance, and Legal. You will help negotiate complex partnerships with Fortune 500 companies, build business cases that demonstrate Sierra’s value, and shape pricing strategies for AI agents that drive revenue, improve retention, and transform core business processes. Lead pricing strategy for major enterprise opportunities, from early customer discussions through negotiation and close Develop commercial models and ROI analyses that connect Sierra’s performance to measurable customer value Bring clear analysis and sound judgment to high-stakes customer negotiations Partner across

About us Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia. We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do. Our co-founders are Bret Taylor and Clay Bavor . Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. What you’ll do Support the business of Agent Development: Serve as the strategy and operations partner to Agent Dev leadership, and bring the same operational rigor to Agent Dev that powers our Sales organization. Stand up the operating cadence: Partner with Agent Dev leaders to provide clear visibility into business health, including pipeline, deployment progress, utilization, expansion opportunities, and risks. Operationalize best practices for enterprise agent deployment: Help define and scale the playbook for how Sierra builds, evaluates, launches, and expands AI agents at large enterprises. Drive account expansion strategy: Work closely with account teams to identify whitespace, prioritize expansion opportunities, and build repeatable motions that conv

About us Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia. We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do. Our co-founders are Bret Taylor and Clay Bavor . Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. What you’ll do You'll own the operational backbone that connects what we sell to what we bill: turning executed contracts and agent usage into accurate bookings and reports, and turning the data behind both into critical insights the business acts on. This role sits at the center of the company’s business model and works across Sales, Finance, Legal, Pricing, GTM Systems, and Agent Development. Own Order Management across the Customer Lifecycle Own the path from signature to booking: build, verify, and book quotes across the customer lifecycle, capturing all critical commercial terms Collaborate across GTM Operations, Finance, and Sales Compensation to ensure bookings flow accurately into all downstream systems and reporting Leverage and spearhead order man

About the Team OpenAI’s Applied AI Engineering (AIE) team helps customers around the world build and deploy AI solutions that deliver measurable business value. We combine technical expertise and hands-on engineering to identify high-impact use cases, develop and evaluate solutions, and guide customers from experimentation to production—bringing deployment insights back to OpenAI’s product and research teams. About the Role We are seeking a Technical Program Manager to lead the planning, execution, and ongoing operations of programs across OpenAI’s global Applied AI Engineering team. You will turn customer, field, and leadership priorities into actionable programs spanning regions and customer segments, managing milestones, dependencies, risks, and delivery in collaboration with AIE, Sales, Product, and partner teams. Alongside execution, you will own and improve AIE’s internal operating mechanisms and tooling, and work with leadership to resolve adoption and delivery bottlenecks. This role combines hands-on program ownership with the opportunity to inform AIE priorities and industry strategy, improve how the team operates, and scale successful approaches globally. This role is based in San Francisco, California in the United States. In This Role, You Will Own end-to-end delivery and operations for a prioritized portfolio of global AIE initiatives, including project plans, milestones, dependencies, risks, regional rollout, leadership updates, and performance tracking. Co-own industry strategy with AIE and GTM leaders across regions: synthesize customer and field feedback, identify recurring workflows and adoption barriers, and prioritize use cases and investments. Partner with AIEs across regions and customer segments to identify recurring adoption, delivery, and operational bottlenecks and root causes; work with leadership to prioritize actions, align resources, and drive resolution. Lead the design of reusable technical industry workshops—including agendas, demos,

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,

Why join us Brex is the intelligent finance platform that enables companies to spend smarter and move faster in more than 200 markets. By combining global corporate cards and banking with intuitive spend management, bill pay, and travel software, Brex enables founders and finance teams to accelerate operations, gain real-time visibility, and control spend effortlessly. Brex’s AI-native automation and world-class service eliminate manual expense and accounting tasks for customers so they can focus on what matters most. Tens of thousands of the world's best companies run on Brex, including DoorDash, Coinbase, Robinhood, Zoom, Plaid, Reddit, and SeatGeek. Working at Brex allows you to push your limits, challenge the status quo, and collaborate with some of the brightest minds in the industry. We’re committed to building a diverse team and inclusive culture and believe your potential should only be limited by how big you can dream. We make this a reality by empowering you with the tools, resources, and support you need to grow your career. Marketing at Brex Marketing tells the story of Brex to the world. From acquisition to activation, we translate product value into business results. Our team spans Revenue, Product, and Brand Marketing, and works closely with nearly every function at Brex. We move fast, experiment often, and think deeply about customer behavior. If you want your creativity to drive growth and shape perception, this is the place. What you’ll do The Brex Marketing team is looking for an experienced Senior Marketing Operations Manager to architect and optimize our B2B sales-led and channel-driven GTM engine. This role will define and maintain the systems, processes, and operational rigor that align Marketing, SDR, Sales, and Partner teams. We are looking for someone who is eager to design the future-state GTM tech stack—modernizing how leads flow, how insights are generated, and how operational workloads become more efficient through automation, AI, and a