Enterprise Sales Engineer - Strategic

Sierra; Toronto; Presencial; CAD 120.000 - 180.000; Jornada completa

Ventajas ofrecidas por este puesto de trabajo

Flexible (unlimited) paid time off

Medical, dental, and vision benefits

Life insurance and disability benefits

Retirement plan

Parental leave

Fertility and family building benefits

Lunch and snacks

Discretionary benefit stipend

Free alphorn lessons

Descripción de la vacante

Sierra is the leading platform for customer-facing AI agents, with a strong in-person presence in San Francisco and growing offices across North America. We are seeking a Senior Sales Engineer to own the end-to-end technical pre-sales process, design compelling demos, and guide strategic deals from scoping to expansion.

You will work with Strategic customers, align with Product and Security teams, and help shape roadmaps by sharing customer insights.

Formación

• 7+ years in Sales Engineering or related roles.
• Experience leading strategic customers with $1M+ deal sizes.
• Experience building and presenting demos to GTM teams.
• Strong ability to build relationships with C-suite and technical leaders.
• Experience guiding architecture, integration and security discussions.

Responsabilidades

• Go deep on a few accounts and learn their business.
• Own end-to-end technical pre-sales: scope use cases, design demos, articulate value.
• Lead reviews with technical teams and executives across orgs.
• Mentor SEs, set demo/pilot standards, and contribute to GTM playbooks.
• Remain engaged post-sale through handoff, launch, and growth.
• Share insights with Product leadership to inform roadmaps.

Conocimientos

Sales engineering

Strategic deals

Demo building

Executive relationship building

Architecture & security talks

AI tools in sales

Growth account planning

Educación

Bachelor's degree or above

Descripción del empleo

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 we have 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.