Enterprise Sales Director – Strategic

Job not on LinkedIn

🕒 August 5

🏄 California, New York – Remote

🏄 California – Remote 🗽 New York – Remote

💵 $300k - $345k / year

⏰ Full Time

🔴 Lead

🤑 Sales

🦅 H1B Visa Sponsor

This company has sponsored H1B visas in the past.

👻 Ghost score 31%

What it means: how likely this posting is sitting open without active hiring.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

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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

• Lead Sierra’s largest multi-business-unit, multi-geography opportunities and design sophisticated deal structures • Manage risk and execute complex strategic deals • Build trusted relationships with customer C-suite executives and working teams • Regularly engage Sierra’s co-founders in front of customers • Bring precision to messaging, positioning, timing, and customer interactions • Influence strategy for Sierra’s most important accounts • Set standards for the broader sales organization • Leverage AI tools across account research, personalized outreach, call summarization, pipeline forecasting, and deal execution • Continuously experiment with new tools to improve sales efficiency and customer relationships

🎯 Requirements

• 10–12+ years of enterprise or strategic sales experience • Experience owning the largest and most complex accounts • Demonstrated success closing multi-million-dollar, multi-stakeholder deals across business units and geographies • Experience managing a $1M+ quota • Experience running end-to-end complex six- and seven-figure ACV deals • Deep, sustained C-suite relationships • Gravitas to be treated as a peer by executive buyers • Mastery of complex deal structuring, risk navigation, and pricing • Exceptional executive communication • Reputation for precision and trust • Deep familiarity with the AI landscape is an advantage • Ability to speak credibly to technical and business stakeholders • Experience operating alongside founders or executives in front of strategic customers is an advantage • Legal authorization to work in the United States is requested in the application

🏖️ Benefits

• Flexible (unlimited) paid time off • Medical, dental, and vision benefits for you and your family • Life insurance and disability benefits • Retirement plan dependent on country of employment • Parental leave • Fertility and family building benefits through Carrot • Lunch, as well as delicious snacks and coffee • Discretionary benefit stipend • Free alphorn lessons • Equity plans for eligible full-time employees • Remote work option