Sierra Club

Enterprise Sales Leader - Healthcare

Sierra Club$120K — $180K *
Healthcare
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10-15+ years of experience in enterprise sales, targeting large accounts.
  • 5+ years of experience managing and coaching a sales team.
  • Proven track record of managing complex deals worth $1M+.
  • Exceptional verbal and written communication skills.
  • Strong analytical skills to assess market trends and make data-driven decisions.

Responsibilities

  • Lead and develop a high-performing sales team by hiring and onboarding Account Executives.
  • Own regional performance metrics and ensure forecast accuracy.
  • Inspect pipeline quality to unblock stalled deals and drive sales process execution.
  • Engage in key customer conversations and support sales negotiations.
  • Collaborate with RevOps for clean data management and insights.

Benefits

  • Unlimited paid time off to foster work-life balance.
  • Comprehensive medical, dental, and vision coverage for employees and their families.
  • Life insurance and disability benefits for peace of mind.
  • Retirement plans adjusted to country of employment.
  • Generous parental leave to support family growth.
  • Fertility and family building benefits provided through Carrot.
  • Complimentary lunch, snacks, and coffee to keep the team energized.
  • Discretionary benefit stipend for personalized employee expenses.
  • Unique benefits like free alphorn lessons for creative engagement.
Full Job Description
About the Healthcare team
  • Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.
  • Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.
  • Join us to transform the patient experience across the healthcare system-and help build technology that makes care more accessible, more human and more affordable for everyone.
What you'll do
  • 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.
What you'll bring
  • 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.
Even better...
  • 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.
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.

About Sierra Club

The Sierra Club is a nonprofit organization that promotes environmental conservation. It was founded in 1892 by John Muir and is one of the oldest and largest environmental organizations in the United States. The organization has over 3.8 million members and supporters and is dedicated to protecting the planet's natural resources and wildlife. The Sierra Club engages in a variety of activities, including lobbying for environmental legislation, organizing outdoor activities, and publishing a magazine. The organization is headquartered in Oakland, California.
Learn more about Sierra Club
Size
800 employees
Industry
Founded
1892

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