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Enterprise Sales Leader

Sierra· Sales
Apply on company site
Remote$450k - $470kFull-timePosted 8mo ago

About the role

Leadership role overseeing regional enterprise sales, building and scaling a high-performing sales team, owning regional performance, and actively participating in complex deals.

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.

Qualifications

  • 10-15+ years of experience in enterprise customer-facing sales role, identifying and closing large accounts
  • 5+ years managing, mentoring, and developing a high-performing enterprise sales team
  • Enterprise experience with end-to-end complex deals ($1M+)
  • Strong communication skills (verbal and written)
  • Analytical mindset with ability to analyze market trends and make data-driven decisions

Skills

Required:Enterprise sales leadershipDeal strategy and negotiation

Benefits

  • 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, snacks and coffee
  • Discretionary benefit stipend
  • Free alphorn lessons
Last updated Sep 16, 2026. Interested? Apply on the company site.
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About Sierra

Better customer experiences. Built on Sierra.

Sierra helps businesses build better, more human customer experiences with AI.

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