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Added 55 mins ago
B
Software Engineer - Identity & Authorization
Baseten
Montreal, QC
- $165,000 to $330,000 USD / year
- Full-time
…contracts and behaviors across the product suite, and strong security guarantees for mission-critical, highly regulated…
Added 55 mins ago
B
Software Engineer - Identity & Authorization
Baseten
Toronto, ON
- $165,000 to $330,000 USD / year
- Full-time
…contracts and behaviors across the product suite, and strong security guarantees for mission-critical, highly regulated…
Added 55 mins ago
EO
EHSS Officer
Evonik Oxeno
Burnaby, BC
- Full-time
Our success hinges on a diversity of ideas powered by people, not egos. Whether you’re a scientist or engineer, new to the team or established, in business, production, or anything in…
Added 1 hour ago
BC
Electrical Engineer In Training Vancouver, BC
BBA Consultants
Vancouver, BC
- Full-time
Added 1 hour ago
CC
PRODUCTION & PROJECT ENGINEER- TECHNISEAL, Candiac QC
CRH Canada
Candiac, QC
- Full-time
Reporting to the Director of Operations, the Production & Project Engineer plays a key role in the continuous improvement of operations, the optimization of manufacturing processes, and the…
Added 1 hour ago
KG
Intermediate Electrical Engineer
KGS Group
Vancouver, BC
- Full-time
We are looking for an Intermediate Electrical Engineer to join our Electrical team in our Vancouver office. In this role you will work within a diverse team, performing technical work as…
Added 1 hour ago
TA
Controls Engineer
Toyota Automated Logistics
Mississauga, ON
- Full-time
…systems that come to life. We are currently hiring for a Controls Engineer that is responsible for multiple controls…
Added 1 hour ago
M
Senior Java Full Stack Developer
Miratech
Toronto, ON
- Full-time
This role suits a strong hands-on engineer who is equally comfortable on the front end and the back end, and who can take part in solution design as well as delivery. You will translate…
Added 1 hour ago
I
Site Reliability Engineer
i3D.net
Remote, Canada
- Full-time
- Remote
Identify and implement improvements in performance, resiliency, and security
Added 2 hours ago
SC
Engineering Manager
SPECTRAFORCE Canada
Toronto, ON · Greater Toronto Area, Canada
- Full-time
Added 2 hours ago
M
Senior Java Full Stack Developer
Miratech
Toronto, ON
- Full-time
This role suits a strong hands-on engineer who is equally comfortable on the front end and the back end, and who can take part in solution design as well as delivery. You will translate…
Added 2 hours ago
NS
Rigger/Warehouse (Manufacturing) Labourer
Northern Strands
Regina, SK
- Full-time
Innovation– if it doesn’t exist, we will engineer and manufacture it
Added 3 hours ago
ST
Kubernetes Platform Engineer
Silverlink Technologies
Montreal, QC
- Contract
Role: Kubernetes Platform Engineer- OpenShift / Linux
Added 3 hours ago
N
Mining Engineer
Nutrien
Sussex, NB
- Full-time
Registered as a Professional Engineer with APEGNB, or eligible for immediate registration.
Added 3 hours ago
N
Network Engineer
Nutrien
Calgary, AB
- Full-time
Ensure core network and voice services are aligned with security standards, company policies, and industry best practices, including adherence to governance, change management, and…
Added 3 hours ago
FI
Supervisor, Engineering Team (Engineers & Technologists)
Fleetway Inc.
Dartmouth, NS
- Full-time
Are you an experienced engineer or engineering technologist who enjoys developing people as much as solving technical challenges?
Added 3 hours ago
EO
Plant Engineer
Evonik Oxeno
Burnaby, BC
- Full-time
Our success hinges on a diversity of ideas powered by people, not egos. Whether you’re a scientist or engineer, new to the team or established, in business, production, or anything in…
Added 3 hours ago
IP
Senior Distribution Engineer
Iconic Power Systems Inc.
Calgary, AB
- Full-time
We are looking for an experienced Senior Engineer (Distribution) to provide technical leadership, mentorship, and oversight to our Distribution Engineering team. Reporting to the…
Added 3 hours ago
V
Driveline Systems Application Engineer
V2Soft
Windsor, ON
- Contract
…Level 3 and ISO standards, V2Soft is committed to quality and security. Beyond our work, we actively support local communities and non-profits, reflecting our core values. Join us to be…
Added 4 hours ago
L
Security Engineer, Vulnerability Management & Security Operations
LiveKit
Canada
- Full-time
Our customers trust us with audio, video and data belonging to their own end users, so a security failure on our side puts their data and their business at risk. We are hiring a Security…
Added 4 hours ago
AI
Manager, Construction
Alectra Inc.
Woodbridge, ON
- Full-time
Professional Engineer (P.Eng.) designation considered an asset
Added 5 hours ago
M
Senior Software Engineer
Mastercard
Toronto, ON
- Full-time
We are looking for a Senior Software Engineer who thrives on solving complex technical problems, takes ownership of outcomes, and enjoys building production-grade software that operates at…
Added 5 hours ago
E
Tests and Validations Specialists
EERS
Montreal, QC
- Full-time
…of product design. Reporting to the Senior Hardware Design Engineer, and under supervision of the EMC specialist, we expect them to perform a variety of tasks ranging from design to…
Added 6 hours ago
C
Train Conductor
CN
North Battleford, SK
- Full-time
Write and pass safety and rules exams (as per collective agreement, subsequent mandatory Locomotive Engineer qualification to retain seniority and employment)
Added 6 hours ago
C
Train Conductor - AB North (SAR)
CN
Grande Prairie, AB
- Full-time
Write and pass safety and rules exams (as per collective agreement, subsequent mandatory Locomotive Engineer qualification to retain seniority and employment)

Sierra

Enterprise Sales Engineer - Strategic

Toronto, ON, Canada

$355,000 to $365,000 CAD / year · Full-time

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Job details

Pay: $355,000 to $365,000 CAD / year
Job type: Full-time
Experience: 7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales
Posting language: English
Posted: Oct 23, 2026

Original job description

About us

Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands - including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank - to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.

We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do.

Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.

What you'll do

Go deep on a few accounts. Learn each customer's business well enough that you could be wearing their badge in their hallways
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
Decide when to bring in Agent Development, Product, Security, Legal, and Sierra leaders, and what each of them needs to do. You keep everyone aimed at the same goal
Raise the bar for the SE team: mentor others, set standards for demos and pilots, and write the playbooks for Strategic deals and GTM processes
Stay with the account after the sale, through the Agent Development handoff, launch, and expansion to new use cases
Share what you see across your largest accounts with Product leadership and inform roadmap

What you'll bring

7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales
Experience in leading the sales process with Strategic customers with deal sizes of $1M+ consistently
Past experience in demo building, and presenting, and working with customers or clients in the GTM function
Strong experience in relationship-building 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 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
Experience growing accounts past initial sale and defining customer roadmaps to facilitate growth
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.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.

What we offer

We want our benefits to reflect our values and offer the following to full-time employees:

Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons

These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.

Be you, with us

We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.

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More about this job

Responsibilities

You will own the end-to-end technical pre-sales process, including scoping use cases, designing demos, and leading architecture reviews for strategic accounts. Additionally, you will mentor the team, define GTM playbooks, and collaborate with product leadership to inform the roadmap.

Requirements

Candidates must have 7+ years of experience in sales or solutions engineering with a proven track record of managing $1M+ strategic deals. A bachelor's degree is required, along with strong expertise in technical architecture, security discussions, and relationship-building with executive stakeholders.

Skills

Sales Engineering
Solutions Engineering
Technical Sales
Strategic Account Management
Demo Building
Architecture Reviews
Integration
Security Discussions
C-suite Relationship Building
AI Tools
Product Roadmap
Technical Proposals
Mentoring
GTM Processes
Customer Success

Benefits

Flexible unlimited paid time off
Medical benefits
Dental benefits
Vision benefits
Life insurance
Disability benefits
Retirement plan
Parental leave
Fertility and family building benefits
Lunch
Snacks and coffee
Discretionary benefit stipend
Equity plans

Visa sponsorship

Not detected in the job text

Keywords

Sales Engineering
Strategic Sales
AI Agents
Enterprise Software
GTM
Architecture
Security
Integration
C-suite
Product Roadmap
Technical Pre-sales
SaaS
Customer Success
Demo
Prototype
Stakeholder Management
Engineering Leadership
Account Growth
Playbooks
Technical Logic

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