Hi, we’re Healthee.
We’re on a mission to make healthcare easy for everyone. Our AI-powered platform helps employees understand, navigate, and optimize their healthcare benefits — transforming how people access and manage care.
We are looking for a driven and organized Sales Associate to join our Sales team. In this role, you 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. You are 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.
Key Responsibilities
RFPs for Small & Mid-Market Prospects
- 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
Full Sales Cycle for Small Prospects (up to 300 employees)
- 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
General Sales Responsibilities
- 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
Requirements
Required
- 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 Have
- 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
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
Healthee is proud to be an equal opportunity employer. We hire talented individuals regardless of gender, race, ethnicity, ancestry, age, disability, sexual orientation, gender identity or expression, military or veteran status, cultural background, religious beliefs, or any other characteristic protected by federal, state, or local laws.
Salary:
$90,000 base salary, $130,000 OTE, subject to standard withholding and applicable taxes. In addition to base salary, the role includes the opportunity to receive equity based on the Company’s plans and in accordance with the Company’s policies. Compensation finally awarded to the candidate will be commensurate with the candidate’s skills and experience.