Enterprise Sales Director – Strategic, Consumer Business Insights

This is a fully remote position, open to applicants in United States.

📋 Description

• Direct the most significant opportunities across multiple business units and geographic regions, crafting intricate deal frameworks.

• Skillfully manage deal-related risks with accuracy and confidence.

• Establish trusted connections with customer C-suite executives and collaborative teams.

• Regularly interact with and manage Sierra’s co-founders in customer-facing situations.

• Create clear messaging, positioning, and timing for all interactions.

• Shape Sierra’s strategy for key accounts and establish benchmarks for the sales team.

• Utilize AI tools throughout the sales process, encompassing account research, personalized outreach, call summaries, pipeline forecasting, and deal finalization.

• Streamline low-value sales activities, allowing for a greater focus on high-value customer relationships.

• Consistently adopt and test new sales technologies.

⛳️ Requirements

• 10–12+ years of experience in enterprise or strategic sales.

• Proven track record of managing the largest and most intricate accounts.

• Successful history of closing multi-million-dollar deals involving multiple stakeholders across various business units and regions.

• Experience handling a quota of $1M or more.

• Proficiency in managing end-to-end complex deals with six- and seven-figure annual contract values.

• Established and sustained relationships at the C-suite level.

• Capability to be regarded as an equal by executive purchasers.

• Expertise in complex deal structuring, risk management, and pricing strategies.

• Outstanding communication skills tailored for executive audiences.

• A reputation for accuracy and dependability.

• Strong familiarity with the AI industry.

• Ability to engage credibly with both technical and business stakeholders.

• Experience collaborating with founders or executives in strategic customer engagements.

• Legal authorization to work in the United States.

• Must indicate if United States visa sponsorship is needed.

🏝️ Benefits

• Flexible (unlimited) paid time off.

• Comprehensive medical, dental, and vision coverage for you and your family.

• Life insurance and disability coverage.

• Retirement plan options based on the country of employment.

• Parental leave benefits.

• Fertility and family-building assistance through Carrot.

• Complimentary lunch, tasty snacks, and coffee.

• Discretionary benefit stipend.

• Free alphorn lessons.

• Equity plans available for eligible full-time staff.