← Back to results

Enterprise Sales Engineer

Join Sierra as an Enterprise Sales Engineer to drive customer success with AI solutions for major brands.

Location
Toronto, Canada
Compensation
Not disclosed
Level
mid
Type
full time · On-site

Posted by employer 11 hours ago

First seen on Joblaze 7 hours ago

Last verified on the company career page 7 hours ago

Apply at Sierra → Save job Scanned from sierra.ai

Skills & Technologies

What you'll build

  • Be the primary partner to Sales counterparts
  • Own the end-to-end technical pre-sales process
  • Work directly with Sales, Product and Agent Engineering teams
  • Go deep on industry patterns and winning motions

Must have

  • 3-4+ years experience in Sales Engineering
  • Experience with Enterprise customers with deal sizes $200-$500k
  • Past experience in demo building and presenting
  • Ability to connect business problems to solutions
  • Bachelor's Degree or above

Nice to have

  • Experience translating code to product requirements
  • Selling a technical AI product

AI in the day-to-day

Ability to leverage AI tools efficiently as a regular part of your technical sales motion.

Requirements

Experience
3–4 years
Education
Bachelor's degree

Not disclosed in this posting: compensation, visa sponsorship.

Benefits

Discretionary benefit stipend Medical, Dental, and Vision benefits Flexible (unlimited) paid time off Retirement Plan Lunch and Snacks Fertility and family building benefits Life Insurance and Disability Benefits Parental Leave

Joblaze summary

In the role of Enterprise Sales Engineer at Sierra, the individual will collaborate closely with sales teams to drive customer engagement and facilitate the technical pre-sales process. Key skills include experience in sales engineering, proficiency in demo building, and the ability to communicate complex technical solutions to diverse audiences. This position is ideal for someone with several years of experience in technical sales, particularly in enterprise environments, who can manage multiple deals while maintaining high quality. Sierra's focus on customer-driven product development and its commitment to values like trust and craftsmanship shape the work culture.

Joblaze insights

  • Listed today — first seen on Joblaze October 23, 2026. Last confirmed on Sierra's careers page October 23, 2026.
  • This exact title is also open at 5 other locations at Sierra: Munich, South Korea, Sydney, London, San Francisco, CA.
  • AI/ML appears in 7.8% of 128 comparable mid sales/marketing roles in Canada.

Quick facts

Is the Enterprise Sales Engineer role remote?
No — this is an on-site role in Toronto, Canada.
How much experience is required?
3–4 years of relevant experience for this Enterprise Sales Engineer role.
Where is the role based?
Sierra is hiring for this position in Toronto, Canada.
What's the tech stack?
Joblaze extracted these technologies from the posting: AI/ML.
What seniority level is this role?
Sierra targets mid-level candidates for this position.
Is this full-time or contract?
Full-time for this Enterprise Sales Engineer role at Sierra.

From the original posting

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

Our values

  • Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.

  • Flexible (unlimited) paid time off

  • Life insurance and disability benefits

  • Retirement plan dependent on country of employment

  • Parental leave

  • Fertility and family building benefits through Carrot

  • Free alphorn lessons

Standard company text repeated across Sierra's postings is omitted here.

Similar positions

Sierra
High Growth Enterprise Sales Engineer
Sierra · Toronto, Canada
Sierra
High Growth Enterprise Sales Engineer
Sierra · San Francisco, CA, United States
Sierra
Enterprise Sales Engineer
Sierra · San Francisco, CA
Sierra
Enterprise Sales Engineer
Sierra · South Korea