Sales Associate

Healthee
Hybrid

About The Position

Healthee is on a mission to make healthcare easy for everyone. Their AI-powered platform helps employees understand, navigate, and optimize their healthcare benefits, transforming how people access and manage care. They are seeking a driven and organized Sales Associate to join their Sales team. In this role, the associate will own relationships with small and mid-market prospects, managing the full sales cycle for accounts up to 300 employees and supporting RFP responses for organizations up to 3,000 employees. The ideal candidate is a self-starter who is comfortable owning a deal from first touch to close, while also collaborating with the broader Sales team on larger opportunities.

Requirements

  • 1–3 years of experience in a Sales, Business Development, or Account Executive role
  • Demonstrated ability to manage a full sales cycle, including prospecting, demos, and closing
  • Strong written communication skills, particularly for crafting proposals and RFP responses
  • Highly organized with the ability to manage multiple deals and deadlines simultaneously
  • Comfortable working independently with a high degree of ownership over your book of business
  • Proficiency with CRM tools (e.g. Salesforce, HubSpot) and standard sales workflows

Nice To Haves

  • Experience in SaaS or B2B sales
  • Familiarity with RFP or proposal management tools (e.g. Responsive, Loopio)
  • Exposure to SMB and mid-market sales motions
  • Understanding of procurement and vendor evaluation processes

Responsibilities

  • Own the end-to-end RFP and RFI response process for prospects up to 3,000 employees
  • Complete security questionnaires, vendor assessments, and procurement forms accurately and on time
  • Coordinate with internal stakeholders (Product, Legal, Security) to gather and verify required information
  • Maintain and contribute to a shared library of standardized RFP responses and approved content
  • Tailor responses to each prospect's specific requirements, industry context, and evaluation criteria
  • Manage the complete sales cycle — from prospecting and discovery through demo, negotiation, and close — for accounts up to 300 employees
  • Conduct outbound prospecting via email, phone, and social channels to build and maintain a healthy pipeline
  • Run discovery calls to understand prospect pain points, workflows, and decision-making processes
  • Deliver tailored product demonstrations that speak directly to each prospect's needs
  • Develop and present proposals, handle objections, and drive deals to close
  • Maintain accurate and up-to-date records of all pipeline activity and deal progress in the CRM
  • Ensure a smooth handoff to the Customer Success team at deal close
  • Qualify inbound leads and route Enterprise opportunities to the appropriate Account Executive
  • Collaborate with marketing on campaign follow-up and lead conversion
  • Meet and exceed monthly and quarterly pipeline and revenue targets
  • Share market and competitive insights gathered from prospect conversations with the broader team
  • Continuously develop product knowledge to credibly represent our solution across a variety of use cases

Benefits

  • Health Care Plan (Medical, Dental & Vision)
  • Retirement Plan (401k, IRA)
  • Life Insurance (Basic, Voluntary & AD&D)
  • Paid Time Off (Vacation, Sick & Public Holidays)
  • Family Leave (Maternity, Paternity)
  • Short-Term & Long-Term Disability
  • Training & Development
  • Hybrid Work
  • Wellness Resources
  • Stock Option Plan
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