Enterprise Account Executive

About the Company

Sierra is creating a platform to help businesses build better, more human customer experiences with AI. Founded by Bret Taylor and Clay Bavor, the company is guided by values of Trust, Customer Obsession, Craftsmanship, Intensity, and Family.

Responsibilities

• Prospect and generate leads through research, networking, and cold calling
• Build and maintain strong relationships with key decision-makers at large enterprise customers
• Lead negotiations and close complex deal cycles, navigating contracts with legal and finance
• Develop and execute sales strategies and tailored presentations to meet sales targets
• Help define and impact the company's early-stage GTM function
• Collaborate cross-functionally with product, technical, and operations teams

Requirements

• 10+ years of experience in an enterprise customer-facing sales role
• Proven track record of identifying and closing large accounts
• Experience managing a $1M+ quota and running end-to-end complex deals
• Exceptional verbal and written communication abilities
• Analytical mindset with the ability to make data-driven decisions
• Proven prospecting and lead generation skills

Preferred Qualifications

• Familiarity with the AI landscape, key players, and emerging trends
• Experience building GTM strategies or sales motions from scratch in early-stage growth environments

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)
• Parental leave
• Fertility and family building benefits through Carrot
• Lunch, snacks, and coffee
• Discretionary benefit stipend
• Free alphorn lessons