The posting, in Sierra's own words
archived Nov 5, 2026About 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
Own the end-to-end lifecycle of sales plays: intake, design, build, launch, adoption, and retirement Work with Product Marketing, Product, Sales Leadership, and Sales Engineering to decide which plays get built and in what order Build play assets: messaging, discovery guides, demo flows, competitive battlecards, objection handling, and customer proof points Train sellers and SEs on new plays through live sessions, async content, and practice Define how each play's success is measured (usage, pipeline influence, win rate where attributable) and report on it Retire or update plays that aren't working Create the intake and prioritization process for play requests Build plays so they can be adapted for regional teams, including our London office
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What you’ll bring
4+ years in sales enablement, sales programs, product marketing, or a related field at a B2B software company Experience building and launching sales plays or go-to-market programs for both sellers and technical teams Ability to say no and prioritize across competing requests from senior stakeholders Strong writing and facilitation skills Comfort with data, and honesty about what can and can't be attributed to enablement