Enterprise Account Executive, Sierra
Europe
£190-250k
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
£190-250k
Offers Equity • Offers Commission
201-500 employees
Company mission
To help businesses build better, more human customer experiences with AI.
Role
Who you are
- 10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts
- Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals
- Strong communication skills: Exceptional verbal and written communication abilities
- Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions
- Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling
Desirable
- Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends
- Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth
What the job involves
- Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity
- Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations
- Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders
- Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations
- Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds
- Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product
Salary benchmarks
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
Insights
Company
Funding (last 2 of 3 rounds)
Sep 2025
$350m
LATE VC
Oct 2024
$175m
EARLY VC
Total funding: $635m
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 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 value 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 strive to be the best technology company for parents. We support and respect each other, and we celebrate each other's personal and professional achievements.
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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