Enterprise Sales Leader (Regional)

Sierra
New York, NY

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.

Posted 2026-08-21

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