Senior Enterprise AE — AI-Native, 6–7 Figure Deals

Sierra; San Francisco (CA); Hybrid; USD 200,000 - 350,000; Full time

Benefits offered by this job

Equity upside

Unlimited PTO

Job summary

Sierra AI is seeking a Senior Enterprise Account Executive to lead strategic deals in the AI-native SaaS space. You will own end-to-end enterprise sales, targeting large accounts with a $1M+ quota, and you will operate in a fast-paced, high-growth environment.

The role emphasizes AI-enabled selling and cross-functional collaboration across GTM, product, and finance. The ideal candidate has 6–8 years in enterprise sales, a track record of closing 6- to 7-figure ACV deals, and exceptional

Qualifications

• 6–8 years of enterprise sales experience
• Experience closing 6- to 7-figure ACV deals
• Ability to manage a $1M+ quota
• Strong communication and analytical skills

Responsibilities

• Prospecting & Lead Generation: Identify and target potential customers through research, networking, and cold calling.
• Manage Relationships: Build and maintain relationships with key decision-makers and stakeholders at our largest customers.
• Negotiating & Closing Complex Deal Cycles: Lead negotiations, address objections, and close deals with legal/finance stakeholders.
• Sales Strategy & Planning: Develop strategies to meet targets and tailor presentations/proposals for enterprise needs.
• Collaborate Cross-Functionally: Work with GTM, product, technical, and operations teams to deliver the product.
• Operate as an AI-Native Seller: Use AI tools across the sales cycle to automate low-value tasks and focus on relationships.

Skills

AI-native selling

Enterprise sales

Quota management

CRM proficiency

Job description

Sierra AI is seeking a Senior Enterprise Account Executive to lead strategic deals in the AI-native SaaS space. You will own end-to-end enterprise sales, targeting large accounts with a $1M+ quota, and you will operate in a fast-paced, high-growth environment.

The role emphasizes AI-enabled selling and cross-functional collaboration across GTM, product, and finance. The ideal candidate has 6–8 years in enterprise sales, a track record of closing 6- to 7-figure ACV deals, and exceptional