Enterprise Sales Leader - Healthcare

Sierra
San Francisco, New York, Atlanta
Workplace: RemoteFull timeUSD 370,000 - 400,000 annuallyFunction: Healthcare (Clinical, Medical, Wellness)Experience: 10+ yearsSkills: ["Communication","Accountability","Collaboration","Coaching","Analytical mindset"]

Lead and develop a high-performing enterprise sales team for healthcare customers, hiring and coaching AEs while building a culture of accountability and collaboration. Own regional performance and forecast accuracy, inspect pipeline quality, and help unblock stalled deals in partnership with RevOps. Join key customer and prospect conversations to support complex buying committees, pricing, negotiation, and close strategy—transforming the patient experience with AI agents.

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Sierra
Sierra
1 month ago

Enterprise Sales Leader - Healthcare

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Last checked: 13 hours agoStatus: Live

Job Summary

Lead and develop a high-performing enterprise sales team for healthcare customers, hiring and coaching AEs while building a culture of accountability and collaboration. Own regional performance and forecast accuracy, inspect pipeline quality, and help unblock stalled deals in partnership with RevOps. Join key customer and prospect conversations to support complex buying committees, pricing, negotiation, and close strategy—transforming the patient experience with AI agents.
Location: San Francisco, New York, Atlanta
Workplace: Remote
Employment Type: Full time
Job Function: Healthcare (Clinical, Medical, Wellness)
Seniority: Manager level

Key Responsibilities

  • •Hire, onboard, and develop AEs across your region, coaching 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 your regional number and forecast accuracy; inspect pipeline quality and help unblock stalled deals.
  • •Drive consistent execution of the sales process in partnership with RevOps on clean data and insights.
  • •Join key customer and prospect conversations to navigate complex buying committees and support pricing, negotiation, and close strategy.

Pay and Benefits

Salary: USD 370,000 - 400,000 annually
Equity and Bonus:Equity
Perks:Paid LeaveHealth InsuranceDentalVisionLife InsuranceDisabilityParental Leave

Key Requirements

  • •10-15+ years of experience in enterprise customer-facing sales, identifying and closing large accounts.
  • •5+ years of people leadership experience managing, mentoring, and developing an enterprise sales team.
  • •Experience running end-to-end complex deals ($1M+).
  • •Exceptional verbal and written communication skills.
  • •Ability to analyze market trends and make data-driven decisions.
Experience:10+ yearsHealthcareEnterprise salesAIGTM
Skills:CommunicationAccountabilityCollaborationCoachingAnalytical mindset

Company Brief

Sierra
Develops advanced AI agents and tools focused on building autonomous, generalist machine learning systems to assist developers and enterprises in automating complex workflows, decision-making, and application-level tasks.
Industry: AI & Machine Learning
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