Enterprise Sales Engineer, Sierra
$230-240k
Offers Equity • Offers Commission
Building and managing conversational AI agents for customer experiences
Open for applications
Building and managing conversational AI agents for customer experiences
201-500 employees
Open for applications
$230-240k
Offers Equity • Offers Commission
201-500 employees
Company mission
To help businesses build better, more human customer experiences with AI.
Role
Who you are
- 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
- 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
Desirable
- Experience translating code, technical logic and user requirements to product and engineering requirements
- Selling a technical AI product
What the job involves
- 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
Our take
Sierra is helping businesses give their customers better, more human support with AI. Its AI agents are always available - day or night, in any language, and on any channel. It's their natural and thoughtful interactions which help these agents stand out; it's not just fast answers but smart, on-brand conversations that actually feel like someone's listening.
Big names like Sonos, WeightWatchers, and SiriusXM already trust Sierra to handle millions of customer interactions too. And it's easy to see why. In a world where customer service often feels robotic or frustrating, Sierra is flipping that script. As AI continues to shape the way we connect and solve problems, Sierra is showing what it looks like when that technology is built with care and a focus on people.
Steph
Company Specialist at Welcome to the Jungle
Company
Funding (last 2 of 4 rounds)
May 2026
$950m
SERIES E
Sep 2025
$350m
LATE VC
Total funding: $1.6bn
Company benefits
- Flexible (Unlimited) Paid Time Off
- Medical, Dental, and Vision benefits for you and your family
- Life Insurance and Disability Benefits
- Retirement Plan (e.g., 401K, pension) with Sierra match
- 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
Company HQ
SOMA, San Francisco, CA
Leadership
Bret Taylor
(Co-Founder)Bret is also a Chairman of the Board at OpenAI. Prior to co-founding Sierra, he spent over 6 years at Salesforce, joining as the CEO of Quip and ultimately becoming co-CEO of the company.
Clay Bavor
(Co-Founder)Prior to Sierra, Clay spent over 18 years at Google, joining in 2005 as an Associate Product Manager before working his way up to the ranks to ultimately serve as a VP of Labs before leaving in 2023.
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