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Enterprise Account Executive

United StatesRemote8+ YOE
Summary

Drives enterprise sales of EHR platform to senior living operators by building pipeline, managing complex multi-stakeholder cycles, and closing 7-figure deals. Requires 8+ years B2B SaaS sales experience, senior living industry knowledge, and proven quota overachievement.

About the role

What You’ll Do

  • Build and own pipeline across a defined list of named Senior Living communities and operators
  • Develop trusted relationships through a mix of cold outreach, warm introductions, and in-person engagement
  • Quarterback complex, multi-stakeholder sales cycles — aligning executives, operators, and clinical leaders around the value August delivers
  • Architect and run the sales process end-to-end, from discovery through close
  • Partner closely with founders and internal SMEs to navigate nuanced deal dynamics and relatively long sales cycles

About You

  • 8+ years of experience in B2B SaaS sales, with a focus on complex, multi-stakeholder deals
  • Direct experience selling into Senior Living (or closely adjacent healthcare markets)
  • Specific experience in hunting net-new opportunities; starting a year from $0 and consistently exceeding a 7-figure quota
  • Strong existing relationships in the industry, or a proven ability to build them quickly and credibly
  • Highly personable, professional, and organized — trusted by both customers and internal teams
  • Comfortable owning and expanding relationships across executives, operators, and frontline stakeholders
  • Ability to operate effectively in an early-stage environment with ambiguity, tradeoffs, and evolving processes
  • Clear, concise communicator with strong judgment and follow-through
  • Solutions-oriented self-starter with strong intuition for deal progression and customer validation
  • Interest in helping shape company culture and how it shows up in our sales motion
  • Willingness to travel ~25–50% to be present with customers and industry events

Compensation & Benefits

  • Market-competitive compensation based on experience and ability, including significant equity option grants
  • 100% company-paid premiums for health, dental, and vision coverage, along with company contributions to your HSA
  • 2% 401(k) match
  • Flexible time off policy
  • 100% paid family leave
  • All-expenses-paid, in-person company offsites twice a year
Skills
B2B SaaS SalesPipeline GenerationCold OutreachMulti-Stakeholder SalesSales Process ManagementRelationship BuildingQuota AchievementDeal ProgressionCustomer ValidationHealthcare Sales