Sierra Jobs & Hiring Trends

Sierra is seeking an Enterprise Sales Director to join its Healthcare team and drive revenue growth across major health plans, providers, and platforms. The role involves prospecting enterprise accounts, building relationships with key stakeholders, and negotiating complex 6- and 7-figure ACV deal cycles using AI-native selling practices.

Sierra is expanding its Solutions Product Marketing team to drive industry-first go-to-market strategies for its AI customer experience platform. In this role, you will translate product capabilities into industry-relevant positioning, sales enablement playbooks, and tailored product launches. You will also establish repeatable operational processes and assets to scale messaging across diverse industry verticals and buyer personas.

Sierra is seeking an Enterprise Sales Director to build relationships, drive revenue, and close complex 6- and 7-figure deal cycles with enterprise customers. This role involves managing key stakeholder relationships, developing sales strategies, and utilizing AI tools throughout the full sales cycle. The Director will collaborate cross-functionally with GTM, product, technical, and operations teams to deliver Sierra's AI platform.

Sierra is seeking a Brazilian Portuguese-speaking Product Manager to build enterprise-grade AI agents and collaborate directly with engineers and customers. In this role, you will assess customer requirements, deliver product demonstrations, solve technical challenges, and shape the product roadmap. The position requires technical fluency to communicate AI developments to both technical and non-technical audiences.

Sierra is seeking a Product Manager for Agent Development to build enterprise-grade AI agents for public sector partners and government institutions. In this role, you will lead ground-up discovery, collaborate directly with public servants, and translate mission goals into clear product strategies. You will own product outcomes from concept through production while shaping Sierra's platform and public sector roadmap.

Sierra is looking for an Enterprise Sales Engineer to join its Retail team and own the end-to-end technical pre-sales process for AI agent solutions. The role involves scoping customer use cases, building and presenting platform demos, and conducting technical reviews for enterprise retail brands. You will work cross-functionally with Sales, Product, and Agent Engineering teams to solve customer business problems.