Enterprise Account Executive

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September 25

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Sierra

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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.

51 - 200 employees

🤖 Artificial Intelligence

🤝 B2B

☁️ SaaS

📋 Description

• Prospecting & lead generation: identify and target potential customers through research, networking, and cold calling; build new relationships with enterprise customers to drive revenue, pipeline, and deployment capacity • Manage relationships: build and maintain strong relationships with key decision-makers and stakeholders; serve as primary point of contact for largest customers • Negotiating & closing complex deal cycles: lead negotiations with existing and prospective customers, address objections, and close deals; navigate contracts and agreements working closely with legal and finance • Sales strategy & planning: develop and execute sales strategies to meet or exceed sales targets; craft tailored sales presentations and proposals; collaborate with marketing on campaigns • Help define our sales motion: contribute to establishing GTM function, sales processes, and motions for an early-stage team • Collaborate cross-functionally: work closely with GTM, product, technical, and operations organizations to deliver product and customer outcomes

🎯 Requirements

• 10+ years of experience in an enterprise customer-facing sales role • Experience managing a $1M+ quota and running end-to-end complex deals • Exceptional verbal and written communication abilities • Analytical mindset; ability to analyze market trends and make data-driven decisions • Proven track record of prospecting and lead generation (research, networking, cold calling) • Ability to build and maintain relationships with key decision-makers and stakeholders • Experience negotiating and closing complex enterprise deals • Experience developing and executing sales strategies; crafting tailored presentations and proposals • Willingness to help define GTM/sales motion in an early-stage team • Cross-functional collaboration with product, technical, and operations teams • (Preferred) Familiarity with the AI landscape, key players, and emerging trends • (Preferred) Experience building GTM strategies, sales teams, or sales motions from scratch • Legal authorization to work in Canada (application form asks about work authorization and visa sponsorship)

🏖️ 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 • Discretionary Benefit Stipend giving people the ability to spend where it matters most • Offers Equity • Eligible full-time employees can participate in Sierra's equity plans • Free alphorn lessons