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Added 4 mins ago
TT
Director, Manufacturing Operations (North America)
Trojan Technologies
London, ON
- $155,000 to $180,000 CAD / year
- Full-time
· Growing your expertise and expanding your skillset with every project.
Added 4 mins ago
TT
Director, Planning, Procurement & Inventory
Trojan Technologies
London, ON
- $155,000 to $180,000 CAD / year
- Full-time
· Growing your expertise and expanding your skillset with every project.
Added 33 mins ago
TS
Electrical Engineer Lead
TalentSphere Staffing Solutions
ON · Ontario, Canada
- Full-time
Related Titles: Electrical Engineer, Project Manager (Electrical), Electrical Designer, Building Systems Engineer
Added 1 hour ago
TS
Building Envelope/Restoration Project Manager
TalentSphere Staffing Solutions
Calgary, AB
- Full-time
Project Manager – Building Envelope/Restoration
Added 1 hour ago
TS
Intermediate-Senior Geotechnical Engineer
TalentSphere Staffing Solutions
Brampton, ON
- Full-time
…specialized in geotechnical and environmental consultation and project management. Offering assistance on a variety of projects from construction monitoring, to bridge replacements, and…
Added 1 hour ago
AB
Engineering Manager Structural Bridge
Algonquin Bridge
Thorndale, ON
- Full-time
…letters of certification) with people leadership, coaching, and development of a high-performing engineering team. This role ensures safe, code-compliant, efficient and competitive designs…
Added 1 hour ago
RC
Senior SIS Engineer
Randstad Canada
Vancouver, BC
- $140,000 to $180,000 CAD / year
- Full-time
We are seeking an experienced Safety Instrumented System Engineer for a client of ours in the Vancouver area.
Added 1 hour ago
WI
Senior Project Engineer
WSP in Canada
Calgary, AB
- Full-time
Bring your project engineering expertise to complex natural gas infrastructure projects. You’ll play a central role in moving compressor station and related energy projects from conceptual…
Added 1 hour ago
WI
Senior Project Engineer
WSP in Canada
Terrace, BC
- Full-time
Bring your project engineering expertise to complex natural gas infrastructure projects. You’ll play a central role in moving compressor station and related energy projects from conceptual…
Added 1 hour ago
WI
Senior Project Engineer
WSP in Canada
Terrace, BC
- Full-time
Bring your project engineering expertise to complex natural gas infrastructure projects. You’ll play a central role in moving compressor station and related energy projects from conceptual…
Added 1 hour ago
GO
Senior Engineer (Municipal Infrastructure)
Government of Newfoundland and Labrador
Gander, NL
- $45.11 to $53.22 CAD / hour
- Temporary
…recommending solutions to engineering problems in relation to project function, economics, adherence to applicable codes and applicable construction regulations. Work also includes…
Added 1 hour ago
TS
Senior Electrical Engineer - Design
TalentSphere Staffing Solutions
Kitchener, ON
- Full-time
…that’s looking to bring on a Team Lead Electrical Designer / Engineer. This role is a great fit for someone who enjoys leading a team while staying hands-on with design and technical…
Added 1 hour ago
NG
Senior Mine Technician - Open Pit - Travel & Camp provided
New Gold Inc.
Emo, ON
- Full-time
…addition, Coeur owns the Silvertip silver-zinc-lead exploration project in British…
Added 1 hour ago
TS
Senior Mechanical Design Engineer - Buildings
TalentSphere Staffing Solutions
Calgary, AB
- Full-time
A well-established and growing consulting engineering firm in Calgary is looking to add a Senior Mechanical Design Engineer to their team. This opportunity is ideal for someone who enjoys…
Added 1 hour ago
WI
Senior Environmental Engineer / Geoscientist
WSP in Canada
Barrie, ON
- Full-time
Lead multidisciplinary project teams to deliver complex, high‑impact environmental projects that influence community planning, land development, infrastructure, and sustainability outcomes.
Added 1 hour ago
WI
Director, Geotechnical Engineering Prairies & North
WSP in Canada
Calgary, AB
- Full-time
Build, attract, develop, and retain a high-performing, diverse team, strengthening leadership capability, succession planning, and career development.
Added 1 hour ago
WI
Director, Geotechnical Engineering Prairies & North
WSP in Canada
Winnipeg, MB
- Full-time
Build, attract, develop, and retain a high-performing, diverse team, strengthening leadership capability, succession planning, and career development.
Added 1 hour ago
WI
Director, Geotechnical Engineering Prairies & North
WSP in Canada
Regina, SK
- Full-time
Build, attract, develop, and retain a high-performing, diverse team, strengthening leadership capability, succession planning, and career development.
Added 1 hour ago
WI
Director, Geotechnical Engineering Prairies & North
WSP in Canada
SK · Saskatchewan, Canada
- Full-time
Build, attract, develop, and retain a high-performing, diverse team, strengthening leadership capability, succession planning, and career development.
Added 1 hour ago
V
Python Gen AI Developer
Virtusa
Mississauga, ON
- Full-time
We are seeking a highly skilled and experienced Lead Software Engineer to join our team. In this role, you will lead the design and development of scalable, API-driven solutions leveraging…
Added 1 hour ago
S
Enterprise Sales Engineer - Majors, Financial Services
Sierra
Toronto, ON
- $355,000 to $365,000 CAD / year
- Full-time
…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…
Added 1 hour ago
S
Enterprise Sales Engineer - Majors, Healthcare
Sierra
Toronto, ON
- $325,000 to $335,000 CAD / year
- Full-time
…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…
Added 2 hours ago
HT
PD Software for Service
Husky Technologies
Bolton, ON
- Full-time
Regularly provide feedback to product development teams and management: present project updates at service issue review meetings, attend design reviews to identify risks, submit continuous…
Added 2 hours ago
HT
Applications Engineer
Husky Technologies
Bolton, ON
- Full-time
Husky TechnologiesTM offers a wealth of opportunity for personal growth and development. Most importantly, Husky Technologies TM offers an opportunity to work with – and be challenged by –…
Added 2 hours ago
HT
PD Service - Mechanical
Husky Technologies
Bolton, ON
- Full-time
Regularly provide feedback to product development teams: present project updates at service issue review meetings, attend design reviews to identify risks, submit continuous improvement…

Sierra

Enterprise Sales Engineer - Majors, Healthcare

Toronto, ON, Canada

$325,000 to $335,000 CAD / year · Full-time

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Job details

Pay: $325,000 to $335,000 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 29, 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.

About the Healthcare team

Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.
Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.
Join us to transform the patient experience across the healthcare system - and help build technology that makes care more accessible, more human and more affordable for everyone.

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

Own the end-to-end technical pre-sales process by scoping use cases, designing demos, and leading architecture reviews for strategic healthcare accounts. Act as a trusted technical expert throughout the sales cycle and support the account through launch and expansion.

Requirements

Requires 7+ years of experience in Sales or Solutions Engineering with a track record of managing $1M+ deals. Candidates must possess strong relationship-building skills with C-suite stakeholders and technical expertise in architecture, integration, and security.

Skills

Sales Engineering
Solutions Engineering
Technical sales
Strategic account management
Demo building
Public speaking
Relationship building
C-suite communication
Architecture design
Integration
Security
AI tools
Technical proposals
Mentoring
Go-to-market strategy

Benefits

Flexible 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
Solutions Engineering
Healthcare
AI agents
Enterprise sales
Strategic accounts
Pre-sales
Architecture reviews
Go-to-market
C-suite
Integration
Security
Technical sales
Customer-facing
Product roadmap
SaaS
Artificial Intelligence

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