AI-Driven Enterprise Sales Director

Sierra; United States; On-site; USD 180,000 - 320,000; Full time

Benefits offered by this job

Flexible PTO

Medical, dental, and vision benefits

Parental leave

Equity plans

Job summary

Sierra is seeking an experienced Enterprise Sales professional to drive new business with large enterprise customers. You will own the end-to-end sales cycle, manage strategic relationships, and close multi‑million dollar deals.

The role emphasizes AI-enabled selling, collaboration with product and marketing, and cross-functional alignment to exceed revenue targets. The ideal candidate brings 6–8 years in enterprise sales, a track record of handling a $1M+ quota, and strong communication and

Qualifications

• 6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
• Experience managing a $1M+ quota and running end-to-end complex deals.
• Strong verbal and written communication abilities.
• Ability to analyze market trends, identify opportunities, and make data-driven decisions.
• Proven track record of prospecting and targeting enterprise clients.

Responsibilities

• Prospecting & lead generation: identify potential customers through research, networking, and cold calling to drive pipeline.
• Manage relationships: maintain relationships with key decision-makers at top accounts.
• Negotiating & closing: lead negotiations and close complex deals with legal and finance stakeholders.
• Sales strategy & planning: develop strategies to meet targets and craft tailored presentations.
• Collaborate cross-functionally: work with GTM, product, technical and operations teams.
• Operate as an AI-native seller: leverage AI tools across the sales cycle to increase efficiency.

Skills

Enterprise sales

Quota ownership

Communication

Analytical mindset

Prospecting & lead gen

Negotiation

Job description

Sierra is seeking an experienced Enterprise Sales professional to drive new business with large enterprise customers. You will own the end-to-end sales cycle, manage strategic relationships, and close multi‑million dollar deals.

The role emphasizes AI-enabled selling, collaboration with product and marketing, and cross-functional alignment to exceed revenue targets. The ideal candidate brings 6–8 years in enterprise sales, a track record of handling a $1M+ quota, and strong communication and