Enterprise Sales Director (IC)

Sierra; Greater London; On-site; GBP 110,000 - 150,000; Full time

Benefits offered by this job

Flexible PTO

Health benefits

Life insurance

Retirement plan

Parental leave

Fertility & family benefits

Meals & snacks

Discretionary benefit stipend

Free alphorn lessons

Job summary

Sierra seeks an experienced enterprise sales leader to drive revenue with large accounts. The role focuses on prospecting, building relationships with key decision-makers, and closing complex deals.

You will influence GTM motions and collaborate across product, marketing, and operations to scale our AI-driven solutions. Ideal candidates have 10+ years in enterprise sales, a track record managing $1M+ quotas, and analytical, data-driven decision-making.

Qualifications

• 10+ years in an enterprise, customer-facing sales role.
• Experience managing a $1M+ quota and complex deals.
• Strong communication skills, both verbal and written.
• Analytical mindset to analyze market trends and opportunities.
• Proven track record in prospecting and lead generation for enterprise clients.
• Experience building GTM strategies from scratch or scaling growth.
• Familiarity with the AI landscape and industry trends.

Responsibilities

• Prospecting & lead generation to identify enterprise customers and drive revenue.
• Manage relationships with key decision-makers and stakeholders at large accounts.
• Lead negotiations and close complex deals with cross-functional support.

Skills

Enterprise sales

Quota ownership

Communication

Analytical mindset

Lead generation

GTM strategy

Industry knowledge

Job description

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, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.

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

• 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.

What you’ll bring

• 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.
• 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 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.