Jobs

High Growth Enterprise Sales Engineer

Sierra

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Location
Toronto, Ontario, Canada
Track
AI Solutions Engineer
Salary
$210K–$220K / yr
Posted
October 23, 2026
Source
Ashby

Job description

What you'll do

  • Be the primary partner to your Sales counterparts helping to win deals and grow customers
  • Go from first discovery to a tailored, working agent in days, not weeks, across prospects and existing customers
  • Own the end-to-end technical pre-sales process by scoping customer use cases, articulating business value, designing and demoing Sierra’s incredible platform, leading technical and architecture reviews, and serving as the trusted technical expert throughout the sales cycle
  • Work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy
  • Go deep on your industry, the patterns, and winning motions to scale your work

What you'll bring

  • 3-4+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales
  • Experience in leading the sales process with Enterprise customers with deal sizes ranging $200-$500k
  • Past experience in demo building, and presenting, and working with customers or clients in the GTM function
  • Experience in relationship-building with prospects, including executives and technical leaders
  • Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience
  • Ability to leverage AI tools efficiently as a regular part of your technical sales motion — discovery prep, solution design, demo and prototype building, technical proposals. Importantly, you own the accuracy of anything you put in front of a customer, whether or not AI helped you build it
  • A track record of handling a high number of deals concurrently without cutting quality, and comfortable switching between sub-industries and use cases
  • Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience

Even better...

  • Experience translating code, technical logic and user requirements to product and engineering requirements
  • Selling a technical AI product

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