Enterprise Sales Representative
Job Description
Key Skills Required
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What you'll do
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
What you'll bring
6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Even better...
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
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Sierra
View Company ProfileSierra (operating under sierra.ai, legally Sierra Technologies, Inc.) is the premier, enterprise-grade autonomous AI agent platform, conversational intelligence pioneer, and generative AI orchestration powerhouse engineered to act as the definitive, brand-aligned customer experience and transaction resolution layer for global enterprises. Co-founded in 2023 by tech luminaries Bret Taylor (former co-CEO of Salesforce, CTO of Facebook, and Chairman of the Board at OpenAI) and Clay Bavor (former Google Vice President leading Google Workspace and AR/VR initiatives), the company completely eliminates the severe limitations of traditional conversational bots—where legacy chat setups rely on static decision-trees, struggle with open-ended natural language, and fail to carry out real, multi-step back-office transactions—by deploying a sophisticated, enterprise-ready Agent OS. Moving far beyond passive FAQ responders or basic keyword matching widgets, Sierra natively unifies deep, multi-turn reasoning engines, strict goal-oriented behavior scripting, real-time enterprise system-of-record integrations (such as Salesforce, Shopify, and Zendesk), and active policy governance modules into a high-availability, compliance-first platform. Operating with massive commercial velocity, its brand-native AI agents are trusted by household names like Sonos, SiriusXM, WeightWatchers, ADT, Casper, and Chubbies to handle complex customer support, billing inquiries, and service modifications autonomously. Highlighting its category-defining momentum and meteoric growth trajectory, the company closed a monumental $950 million Series E financing round in May 2026 led by Tiger Global and Google's GV, with heavy-tier participation from Sequoia Capital, Benchmark, Thrive Capital, and Greenoaks Capital, catapulting its market valuation to an astronomical $15.8 billion. Under the hood, its technology core utilizes its proprietary \"Constellation\" architecture—a multi-layered model structure that leverages a primary LLM (utilizing models from OpenAI, Anthropic, and Meta) paired with secondary supervisor models to monitor response appropriateness—designed to execute complex API transactions with millisecond-level orchestration latency. What sets Sierra apart is its uncompromising dedication to replacing fragile, script-bound chatbots with absolute conversational predictability, dynamic transaction resolution, and rigorous data compliance (SOC 2, HIPAA, GDPR, and CCPA); by bridging the gap between performance-intensive frontier model intelligence and high-level enterprise business logic, the company remains a definitive cornerstone of modern algorithmic customer operations and global generative AI transformation.
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