Sierra jobs

Forward Deployed Infrastructure Engineer at Sierra owns end-to-end customer deployment architecture and infrastructure lifecycle for enterprise AI platform deployments. Designs deployment strategies, manages upgrades, develops runbooks, and partners with customer DevOps teams on compliance/requirements. London-based engineering role. This is an infrastructure/solutions engineering position in AI, not a strategy or sales role.

Forward Deployed Infrastructure Engineer at Sierra, a customer-facing infrastructure engineering role responsible for end-to-end deployment architecture, infrastructure lifecycle management, and operations automation across enterprise AI deployments. The role requires 4+ years in infrastructure/DevOps/platform engineering and offers GBP 170K–290K annually, based in London with no remote flexibility.

This role owns Sierra's RFP response operations function, triaging requests, coordinating with cross-functional SMEs in security/legal/product, maintaining an RFP knowledge base, and implementing AI tooling to automate responses. Based in San Francisco onsite, it requires 2–3 years in product/revenue/legal operations, deal desk, or solutions engineering, with exceptional attention to detail, written communication, and process improvement skills. Salary ranges $150K–$180K annually.

Sierra is seeking its first Global Head of Sales Enablement to build world-class training, onboarding, bootcamp, and coaching programs for the sales team at a well-funded AI customer experience platform founded by Bret Taylor and Clay Bavor. The role requires 12+ years of sales enablement or GTM productivity experience at enterprise B2B software companies, with accountability for ramp metrics, playbook development, and leading an enablement team. Position is onsite in San Francisco with competitive comp ($240K–$305K).

Marketing Operations & Analytics Lead at Sierra, the AI customer experience platform. The role owns marketing attribution infrastructure connecting campaigns to pipeline and revenue, plus core operational processes. Key responsibilities include full-funnel attribution design, pipeline analytics, performance dashboard building, ICP scoring, experiment design, and lead management/routing. This is a foundational operations role at the intersection of marketing and GTM. Salary $240K–$305K, in-person San Francisco.

Sales Compensation Lead role at Sierra, an AI-powered customer experience platform founded by Bret Taylor (former Salesforce co-CEO) and Clay Bavor (Google veteran). The position owns end-to-end design, modeling, and administration of compensation programs across Account Executives, Sales Engineers, and GTM roles. Key responsibilities include building compensation frameworks from first principles to handle outcome-based pricing and POC models, developing financial models to project plan impact, tracking in-year performance, and partnering with Finance and HR. Salary $240K–$305K, in-person San Francisco.