Strategic Enterprise Sales Engineer for AI Retail

Candidate; San Francisco (CA); On-site; USD 140,000 - 200,000; Full time

Benefits offered by this job

Flexible PTO

Medical, dental, and vision benefits

Life insurance

Retirement plan

Parental leave

Fertility and family building benefits

Lunch and snacks

Discretionary benefit stipend

Alphorn lessons

Job summary

Sierra is the leading platform for customer-facing AI agents, partnering with major brands to transform customer service and growth. The role focuses on owning the end-to-end technical pre-sales process for strategic customers, defining use cases, and delivering compelling demonstrations of Sierra’s platform.

You will work with cross-functional teams to align on business value, drive architecture discussions, and ensure accurate, customer-facing outputs.

Qualifications

• 7+ years in Sales Engineering, Solutions Engineering or customer-facing technical sales.
• Experience leading strategic enterprise deals with deal sizes of $1M+ consistently.
• Proven demo-building and presentation experience with customers or GTM teams.
• Strong relationship-building with C-suite executives and technical leaders.
• Experience leading architecture, integration, and security discussions with enterprise architects and security teams.
• Ability to leverage AI tools in technical sales motions and ensure accuracy of customer-facing outputs.
• Experience growing accounts past initial sale and defining roadmaps for growth.
• Bachelor's degree or above; CS or related field preferred.

Responsibilities

• Go deep on a few accounts and understand each customer’s business well enough to represent them internally.
• Own end-to-end pre-sales: scope use cases, articulate business value, design and demo Sierra’s platform, lead reviews, and serve as the trusted technical expert throughout the sales cycle.
• Decide when to involve Agent Development, Product, Security, Legal, and Sierra leaders and coordinate their contributions.
• Raise the bar for the SE team: mentor others, set demo standards, and write playbooks for strategic deals and GTM processes.
• Stay with the account after the sale through handoff, launch, and expansion to new use cases.
• Share insights across accounts with Product leadership to inform the roadmap.

Skills

Sales engineering

Strategic sales

Demo building

Executive relationships

Architecture & security reviews

AI in sales motions

Account growth

Education

Bachelor's degree or above

Tools

AI tools in sales

Job description

Sierra is the leading platform for customer-facing AI agents, partnering with major brands to transform customer service and growth. The role focuses on owning the end-to-end technical pre-sales process for strategic customers, defining use cases, and delivering compelling demonstrations of Sierra’s platform.

You will work with cross-functional teams to align on business value, drive architecture discussions, and ensure accurate, customer-facing outputs.