Sierra

Enterprise Sales Engineer - Strategic, Retail

Sierra
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1 day ago
Toronto, CanadaSenior

Responsibilities

  • Own the end-to-end technical pre-sales process, including scoping use cases, designing solutions, demonstrating Sierra’s platform, leading pilots, and conducting technical and architecture reviews.
  • Serve as the trusted technical expert throughout strategic sales cycles and lead discussions with enterprise architects, engineering leaders, and security teams.
  • Coordinate contributions from Agent Development, Product, Security, Legal, and company leaders to advance customer opportunities.
  • Mentor Sales Engineers, establish demo and pilot standards, and create playbooks for strategic deals and go-to-market processes.
  • Support accounts after the sale through Agent Development handoff, launch, and expansion into additional use cases.
  • Share insights from strategic accounts with Product leadership and help inform the product roadmap.

Requirements

  • At least 7 years of experience in Sales Engineering, Solutions Engineering, or customer-facing technical sales.
  • Experience leading strategic customer sales processes involving deal sizes of $1 million or more.
  • Experience building demos, presenting to customers, and working in a go-to-market function.
  • Strong relationship-building experience with prospect stakeholders, including C-suite executives and technical leaders.
  • Experience leading architecture, integration, and security discussions with enterprise architects, engineering leaders, and security teams.
  • Ability to use AI tools in discovery preparation, solution design, demo and prototype development, and technical proposals while ensuring the accuracy of customer-facing work.
  • Experience growing accounts after the initial sale and defining customer roadmaps to facilitate expansion.
  • Bachelor’s degree or above, preferably in Computer Science or a related field, or equivalent professional experience.
  • Experience translating code, technical logic, and user requirements into product and engineering requirements is preferred.
  • Experience selling a technical AI product is preferred.

Benefits

  • Flexible unlimited paid time off.
  • Medical, dental, and vision benefits for employees and families.
  • Life insurance and disability benefits.
  • Retirement plan dependent on country of employment.
  • Parental leave.
  • Fertility and family-building benefits through Carrot.
  • Lunch, snacks, and coffee.
  • Discretionary benefit stipend.
  • Free alphorn lessons.
  • Full-time employees may participate in Sierra’s equity plans, subject to applicable policies.
  • The company is primarily in person and based in San Francisco, with offices across North America, Europe, and Asia; benefits may vary by region.

Categories

Solutions Engineering
Sierra

About Sierra

1,001-5,000 employees

Sierra builds an enterprise conversational AI platform that powers customer service and other customer-facing interactions for large organizations. The company sells SaaS and deployed solutions that integrate with enterprise systems and meet security and compliance requirements. Headquartered in San Francisco with offices across North America, Europe, and Asia-Pacific, Sierra was co-founded by Bret Taylor and Clay Bavor, longtime leaders at Salesforce, Facebook, and Google.

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