1 day ago
Toronto, CanadaMid Level / Senior
Responsibilities
- Partner with Sales counterparts to win enterprise deals and grow customer accounts.
- Take prospects and existing customers from discovery to tailored, working Sierra agents in days.
- Scope customer use cases, articulate business value, design and demo the platform, lead technical and architecture reviews, and serve as the trusted technical expert throughout the sales cycle.
- Collaborate with CX, IT, security, procurement, and executive stakeholders.
- Support accounts through Agent Development handoff, launch, and expansion into new use cases.
- Mentor newer Sales Engineers and contribute reusable industry or team assets.
- Develop deep expertise in the retail industry, customer patterns, and scalable sales motions.
Requirements
- 4–6+ years of experience in Sales Engineering, Solutions Engineering, or customer-facing technical sales.
- Experience leading sales processes with large enterprise customers and deal sizes of $500,000–$1 million.
- Experience building demos, presenting, and working with customers or clients in a go-to-market function.
- Experience building relationships with prospects, executives, and technical leaders.
- Ability to connect business problems with Sierra solutions and explain them to technical and non-technical audiences.
- Ability to use AI tools for discovery preparation, solution design, demos, prototypes, and technical proposals while maintaining accuracy.
- Experience growing accounts beyond the initial sale.
- Bachelor’s degree or above, preferably in Computer Science or a related field, or equivalent professional experience.
- Preferred experience translating code, technical logic, and user requirements into product and engineering requirements.
- Preferred experience selling a technical AI product.
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.
- Equity plan eligibility for full-time employees.
- Primarily in-person work based in San Francisco, with offices across North America, Europe, and Asia.
Categories
Solutions Engineering
About Sierra
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.