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Enterprise Sales Associate

About us

  • At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, and London.

  • 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 Family. 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

  • Help define our sales motion: You will be the founding member of this team, and your work will directly impact how our GTM function operates and succeeds.

  • 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.

  • Lead qualification: Assess leads to ensure alignment through discovery calls, as well as further increase interest and engagement in Sierra’s product offering.

  • Deliver the pitch: Craft tailored sales presentations that meet our ENT customers’ needs.

  • Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our ENT customers. Serve as their primary point of contact up until hand-off to our ENT AEs.

  • Collaboration: Work closely with our Sales team to align on strategies, campaigns, and key insights. Collaborate with Account Executives to ensure a seamless transition of qualified leads.

What you'll bring

  • 3-6 years experience in a customer-facing sales role, identifying and closing Mid-Market and ENT accounts.

  • Mid-Market & ENT experience: Experience managing a $250k+ annual 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.

  • Communication & Relationship Building: Past experience building rapport with internal sales teams and external partners. Clear verbal and written communication skills, with the ability to communicate with all levels of audience.

  • Adaptability & Resilience: Ability to work in a fast-paced startup environment and adapt to changing priorities. Past experience overcoming obstacles and utilizing creative outreach strategies to effectively increase engagement.

Even better...

  • 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.

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 (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

  • Free alphorn lessons

These benefits are further detailed in Sierra's policies 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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Average salary estimate

$120000 / YEARLY (est.)
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$90000K
$150000K

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Full-time, onsite
DATE POSTED
September 4, 2025
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