Enterprise Account Executive

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🕒 December 16, 2025

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Sierra

WebsiteLinkedInAll Job Openings

51 - 200 employees

🤖 Artificial Intelligence

🤝 B2B

☁️ SaaS

Artificial Intelligence • B2B • SaaS

Sierra is a company that specializes in transforming customer experiences through the power of conversational AI. Their platform enables businesses to deploy AI agents that are empathetic, always available, and aligned with the brand's tone and voice. Sierra offers capabilities for real-time support, seamless integration into existing technology stacks, and the capacity to solve complex issues while continuously improving the customer experience. Trusted by leading brands, Sierra's AI platform is designed with a strong commitment to security and privacy, ensuring safe and secure interactions. The platform allows for personalization, enabling companies to imbue their AI agents with their own identity and processes, ensuring consistency and reliability across all customer interactions.

📋 Description

• 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. • 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. • Lead negotiations with existing and prospective customers, addressing objections and closing deals. • 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 broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.

🎯 Requirements

• 10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts. • Experience managing a $1M+ quota, and running end-to-end complex deals. • Exceptional verbal and written communication abilities. • Ability to analyze market trends, identify opportunities, and make data-driven decisions. • Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling. • Familiarity with the AI landscape, key players, and emerging trends (even better). • Experience building sales teams and sales motions from scratch, or from early stage growth (even better).

🏖️ Benefits

• Flexible (Unlimited) Paid Time Off • Medical, Dental, and Vision benefits for you and your family • Life Insurance and Disability Benefits • Retirement Plan (e.g., 401K, pension) with Sierra match • Parental Leave • Fertility and family building benefits through Carrot • Lunch, as well as delicious snacks and coffee to keep you energized • Discretionary Benefit Stipend giving people the ability to spend where it matters most • Free alphorn lessons