Enterprise Sales Director, Benelux
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The posting
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.
Sierra was co-founded by Bret Taylor and Clay Bavor who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs.
What you'll do
- 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: You'll be the first Sales person in region, and your work will directly impact how our GTM function operates and succeeds in the Benelux.
- 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.
What you'll bring
- 10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
- Strong communication skills: Exceptional verbal and written communication abilities. Professional fluency in Dutch and English.
- Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals.
- 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.
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 dependent on country of employment
- Parental leave
- Fertility and family building benefits
- Lunch, as well as delicious snacks and coffee to keep you energized when working onsite
- 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 employment type, 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 through the link on this page even if your experience doesn't precisely match the job description.
Sierra is a proud equal opportunity employer. All qualified applicants will receive consideration for employment without regard to any characteristic protected by applicable federal, state or local laws, including veteran status and disability status. Hiring decisions are made by people, based on merit. If you need a reasonable accommodation for a disability, a religious practice, pregnancy or any related condition at any point in the application or interview process, contact us at accommodations@sierra.ai. Requests are handled confidentially and do not affect your candidacy.
We will consider qualified applicants with arrest and conviction records in accordance with applicable fair chance laws.
Where you can sell from
Fully remote, for people based in Netherlands.
Taken from Sierra's own posting, last seen live on 14 Nov 2026.
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The application
Your details and LinkedIn, then 10 questions (1 written).
- 1.What's your favorite junk food?Short answer · optional
- 2.Are you legally authorized to work in the United States?Yes or no
- 3.Will you now or in the future require visa sponsorship to work in the United States?Yes or no
- 4.Are you able to work from San Francisco, CA?Pick one
- 5.We use Metaview, an AI notetaking tool, to streamline interviews by recoding and summarizing discussions, enabling interviewers to be fully present without manual notetaking. With your approval, it silently records notes during interviews.Yes or no
- 6.Anything else? (Optional)Written answer · optional
- 7.Are you able to work from a Sierra office listed for this role?Pick one
- 8.Are you legally authorised to work in the Netherlands?Yes or no
- 9.Will you now or in the future require visa sponsorship to work in the Netherlands?Yes or no
- 10.We use Metaview, an AI notetaking tool, to streamline interviews by recording and summarizing discussions, enabling interviewers to be fully present without manual notetaking. With your approval, it silently records notes during interviews.Yes or no
From Sierra's apply page, checked 7 Nov 2026.
About Sierra
AI agents for customer service and sales, sold to large consumer brands.
Pay schedule: Employee pay with a stated cash band, commission on quota-carrying roles, and equity offered across its sales postings.
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