Sierra · 1 day ago
Enterprise Sales Leader
San Francisco, CA
Full-time
Onsite
Director/Executive
10+ years expSierra is a company focused on enhancing customer experiences through AI technology. They are seeking an Enterprise Sales Leader to lead and develop a high-performing sales team, own regional performance, and be deeply involved in key customer deals.
Artificial Intelligence (AI)Enterprise SoftwareSaaS
Responsibilities
Lead & develop a high-performing sales team - Hire, onboard, and develop AEs across your region, Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team
Own regional performance - Own your regional number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights
Be deeply involved in deals - Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy
Qualification
Required
10- 15+ years of experience in an Enterprise customer-facing sales role, identifying and closing large accounts; 5 years in a leadership role
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
Preferred
Familiarity with the AI landscape, key players, and emerging trends
Building sales teams and sales motions from scratch, or from early stage growth
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
Company
Sierra
Sierra provides a platform that builds and manages conversational AI agents for customer experiences.
201-500 employees
Funding
Current Stage
Growth StageTotal Funding
$635MKey Investors
SoftBank Vision FundGreenoaks
2025-12-04Series Unknown
2025-09-04Series Unknown· $350M
2024-10-28Series Unknown· $175M
Leadership Team
Bret Taylor
Co-Founder
Recent News
2026-01-13
GlobeNewswire
2026-01-06
Company data provided by crunchbase