[All remote jobs](https://jobicy.com/jobs.md)[![Sierra logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/08/9877fe33-221.jpeg)](https://jobicy.com/company/sierra.md)[Sierra](https://jobicy.com/company/sierra.md) # Regional VP, Sales Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/sierra.md)ShareRemote from[Spain](https://jobicy.com/job-region/spain.md)SalaryUndisclosedDepartment[Sales](https://jobicy.com/categories/seller.md)EmploymentFull TimeExperienceDirectorPublished27 Oct 2026Apply before26 Nov 2026Listing views54Application actions3Application toolkit ## Make your next move. Prepare your resume, explore your fit, and draft a cover letter for this opportunity. AI Summary ## The role, at a glance. Sierra is seeking a Regional VP of Sales to lead and scale an enterprise sales organization across Spain. The role owns regional quota attainment, forecasting, pipeline quality, sales-process execution, and support for strategic late-stage opportunities. It requires 10–15+ years in enterprise customer-facing sales and at least five years of people leadership experience. The successful candidate will coach account executives, navigate complex buying committees, partner with RevOps, and help build an early-stage go-to-market motion for an AI platform. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 5/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 5/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThis is a senior revenue leadership role with direct accountability for regional results, forecast accuracy, strategic deal execution, and team development. Success requires deep enterprise-sales judgment, strong operational discipline, and the ability to build a scalable GTM organization in a fast-moving AI market. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job median (per year)Highly competitive$275,000US market range (per year)$210k–$340k0$374.00k AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. No employer salary was disclosed. The yearly cadence and USD market estimate are inferred for a senior enterprise sales leadership role; actual compensation may include variable pay and equity. ## Core skills Skills and capabilities most closely associated with this opportunity. [Enterprise sales](https://jobicy.com/jobs?search_keywords=Enterprise%20sales.md)[Sales leadership](https://jobicy.com/jobs?search_keywords=Sales%20leadership.md)[Team coaching](https://jobicy.com/jobs?search_keywords=Team%20coaching.md)[Revenue forecasting](https://jobicy.com/jobs?search_keywords=Revenue%20forecasting.md)[Pipeline management](https://jobicy.com/jobs?search_keywords=Pipeline%20management.md)[Strategic account management](https://jobicy.com/jobs?search_keywords=Strategic%20account%20management.md)[Complex deal negotiation](https://jobicy.com/jobs?search_keywords=Complex%20deal%20negotiation.md)[Go-to-market strategy](https://jobicy.com/jobs?search_keywords=Go-to-market%20strategy.md)[Sales operations](https://jobicy.com/jobs?search_keywords=Sales%20operations.md)[Revenue operations collaboration](https://jobicy.com/jobs?search_keywords=Revenue%20operations%20collaboration.md)[Pricing strategy](https://jobicy.com/jobs?search_keywords=Pricing%20strategy.md)[Customer engagement](https://jobicy.com/jobs?search_keywords=Customer%20engagement.md)[AI market knowledge](https://jobicy.com/jobs?search_keywords=AI%20market%20knowledge.md)[Data-driven decision making](https://jobicy.com/jobs?search_keywords=Data-driven%20decision%20making.md) Sample interview questionsHow have you improved forecast accuracy across an enterprise sales team?I establish clear stage-exit criteria, inspect pipeline quality regularly, compare rep forecasts with objective deal signals, and coach managers on risk identification. I also use historical conversion data and close-date movement to create an evidence-based forecast rather than relying solely on rep sentiment. Describe how you coach a seller through a complex enterprise deal with a large buying committee. I start by mapping every stakeholder, their business priorities, influence level, and decision criteria. Then I help the seller build a mutual action plan, strengthen the executive-value narrative, identify blockers early, and coordinate the right internal executives or technical resources for each stage. What would be your first priorities when leading Sierra's sales region in Spain? I would assess the current pipeline, team capabilities, account segmentation, win-loss patterns, and forecast process. From there, I would set operating rhythms, clarify qualification standards, define priority verticals and target accounts, and create coaching plans that improve execution quickly. How do you balance hands-on involvement in strategic deals with developing sales leaders? I become directly involved where executive alignment, commercial strategy, or deal risk requires leadership support, while ensuring the account executive remains accountable. After each engagement, I debrief the approach with the team so the intervention becomes a repeatable learning opportunity rather than dependency. How would you position an AI agent platform to a risk-conscious enterprise buyer? I would lead with measurable customer and business outcomes, then address risk through security, governance, reliability, implementation planning, and clear success metrics. The message should connect AI capability to a specific customer-service or growth problem while giving stakeholders confidence in adoption and operational control. Opportunity details ## About this role. ### 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. Our co-founders are [Bret Taylor](https://www.linkedin.com/in/brettaylor/) and [Clay Bavor](https://www.linkedin.com/in/claybavor/). 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 * Lead & develop a high-performing sales team – Hire, onboard, and develop AEs across Spain. Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team * Own regional performance – Own your regional number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights * Be deeply involved in deals – Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy ### What you’ll bring * 10- 15+ years of experience in an Enterprise customer-facing sales role, identifying and closing large accounts. * People Leadership Experience: 5+ years managing, mentoring, and developing a high performing enterprise sales team. * 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. ### 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 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. Show more [Apply now >](https://jobicy.com/jobs/157307-regional-vp-sales-2.md) > Annual salary information is not provided for this position. 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