Sierra - Enterprise Sales Leader
Requirements
• 10-15+ years of experience: Extensive experience in 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: You've run and managed end-to-end complex deals ($1M+). • Strong communication skills: Exceptional verbal and written communication abilities. • Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions. • Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends, as well as fluency with AI tooling and workflows. • Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth. • 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.
Responsibilities
• Lead & develop a high-performing sales team: Hire, onboard, and develop AEs across your region, 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.
Benefits
• $450K – $470K • Offers Equity • Offers Commission • What is your average deal size? • or drag and drop here • Sierra believes working alongside one another as a team is an important part of building great products and a great culture. We are primarily an in-person company. Does that work for you? • Yes, I am based in one of Sierra's office locations. • While I am not currently based in one of Sierra's office locations, I am open to relocation. • No, I am not able to work from a Sierra office. • This role is open to remote candidates. Sierra has offices in San Francisco, New York City, and Atlanta for those who are interested in working in an office. • As we continue to grow globally, we’re curious to learn more about the language skills of those interested in joining our team. Please select all that apply. • American Sign Language (ASL) • Brazilian Portuguese • I prefer not to answer • Current employee • Is there anything else we should know about your candidacy or interest in Sierra? • Another Gender Identity • Heterosexual / straight • Asian or Asian American • Black or African American • Hispanic or Latine • Indigenous or Native American • Native Hawaiian or Other Pacific Islander • Person with disability • Refugee or immigrant • None of the above • Recruiting Privacy Policy
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