Enterprise Account Executive
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Job Description
Enterprise Account Executive in B2B SaaS sales for senior living industry. Building relationships and managing complex sales cycles to drive success in client communities.
Responsibilities:
- 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
Requirements:
- 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
Benefits:
- 100% company-paid premiums for health, dental, and vision coverage
- 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
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