Head of Sales
4 days ago
Job Title: Head of SalesCompany: CheckRxLocation: Chula Vista, CA (On-site)Job Type: Full-timeTravel Required: Yes (Regional/National)Compensation: $70,000 + CommissionAbout CheckRxCheckRx is a digital health and data intelligence platform that simplifies Medicare plan comparison, prescription coverage insights, and decision-making for Medicare beneficiaries and the agents who serve them. The company's tools leverage technology to streamline access to prescription and Medicare Part D benefit information, empowering users with clearer choices and cost savings.Role SummaryThe Head of Sales at CheckRx is a senior leadership position responsible for defining and executing the company's sales strategy, scaling revenue, and building a high‐performing sales organization aligned with the company's mission and business goals. This role reports to the CEO and works cross‐functionally with marketing, product, and operations to drive growth, expand market presence, and establish long‐term partnerships in the healthcare and Medicare ecosystem.The ideal candidate combines strategic vision, operational excellence, and a deep understanding of SaaS or digital health sales in complex markets.Key ResponsibilitiesDirect Selling & Deal Closing: Take a hands-on approach to the sales cycle. Personally lead and close complex, high-value enterprise agreements and partnerships.Strategic Sales Leadership: Develop and implement a comprehensive sales strategy that drives revenue growth, expands market share, and supports CheckRx's long‐term business objectives.Revenue Growth & Target Achievement: Set ambitious but attainable sales targets. Monitor performance and adjust strategies to ensure the company hits revenue goals.Sales Organization Development: Recruit, train, and mentor a high‐caliber sales team. Establish a culture of high performance, accountability, and continuous improvement.Pipeline Management: Oversee sales pipeline development and forecasting with accuracy. Ensure the pipeline is sufficient to meet quarterly and annual closing targets.Cross‐Functional Collaboration: Work closely with Marketing to align messaging and lead generation. Partner with Product teams to incorporate customer feedback.Executive Reporting: Communicate sales strategy, closing progress, and challenges to the executive team and board.Required QualificationsExperience: 8–10 years of progressively responsible sales experience.Industry Preference: Experience within the Healthcare or Medicare space is highly preferred.Strategic Expertise: Ability to develop strategic sales plans that delivered measurable revenue growth.Team Leadership: Track record of building and scaling high‐performing sales teams.Data‐Driven Decision‐Making: Strong analytical skills; comfortable using CRM analytics to forecast outcomes.Excellent Communication & Negotiation: Strong interpersonal skills and ability to influence at all levels, including C‐suite executives and external clients.Preferred QualificationsExperience in Medicare, health insurance technologies, or healthcare services.Familiarity with HIPAA‐regulated environments and healthcare compliance considerations.Background in selling to enterprise and agency audiences.Why Join CheckRx?CheckRx operates at the intersection of technology and healthcare, enabling meaningful impact for millions of Medicare beneficiaries. As Head of Sales, you will play a pivotal role in shaping the company's commercial success, scaling a mission‐aligned product, and leading a growing sales organization in a dynamic, high‐growth environment.
-
Head of Sales Compensation
1 week ago
San Francisco, California, United States Sistas In Sales Full timeJob DescriptionAbout GustoAt Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're...
-
Head of Sales
4 days ago
San Diego, United States CheckRx Full timeJob Title: Head of SalesCompany: CheckRxLocation: Chula Vista, CA (On-site)Job Type: Full-timeTravel Required: Yes (Regional/National)Compensation: $70,000 + CommissionAbout CheckRxCheckRx is a digital health and data intelligence platform that simplifies Medicare plan comparison, prescription coverage insights, and decision-making for Medicare beneficiaries...
-
Head of Sales
7 hours ago
San Diego, United States CheckRx Full timeJob Title: Head of SalesCompany: CheckRxLocation: Chula Vista, CA (On-site)Job Type: Full-timeTravel Required: Yes (Regional/National)Compensation: $70,000 + CommissionAbout CheckRxCheckRx is a digital health and data intelligence platform that simplifies Medicare plan comparison, prescription coverage insights, and decision-making for Medicare beneficiaries...
-
Head of Sales Compensation
3 weeks ago
San Francisco, CA, United States Sistas In Sales Full timeJoin to apply for the Head of Sales Compensation role at Sistas In Sales Head Of Sales Compensation GTM Candidates located in San Francisco, Denver, or NYC are expected to be in office two days a week. As the Head of Sales Compensation at Gusto, you will be a key leader and strategic advisor to our Sales leadership teams, reporting into the Head...
-
Head of Sales Compensation
4 weeks ago
San Francisco, CA, United States Sistas In Sales Full timeJoin to apply for the Head of Sales Compensation role at Sistas In Sales Head Of Sales Compensation GTM Job Description Location: San Francisco, Denver, New York City, Atlanta, Phoenix, or Las Vegas. Candidates located in San Francisco, Denver, or NYC are expected to be in office two days a week. About The Role As the Head of Sales Compensation at Gusto, you...
-
Head of Sales
3 days ago
San Diego, CA, United States CheckRx Full timeJob Title: Head of Sales Company: CheckRx Location: Chula Vista, CA (On-site) Job Type: Full-time Travel Required: Yes (Regional/National) Compensation: $70,000 + Commission About CheckRx CheckRx is a digital health and data intelligence platform that simplifies Medicare plan comparison, prescription coverage insights, and decision-making for Medicare...
-
Head of Sales
2 days ago
San Diego, CA, United States CheckRx Full timeJob Title: Head of Sales Company: CheckRx Location: Chula Vista, CA (On-site) Job Type: Full-time Travel Required: Yes (Regional/National) Compensation: $70,000 + Commission About CheckRx CheckRx is a digital health and data intelligence platform that simplifies Medicare plan comparison, prescription coverage insights, and decision-making for Medicare...
-
Head of Sales
2 days ago
San Diego, CA, United States CheckRx Full timeJob Title: Head of Sales Company: CheckRx Location: Chula Vista, CA (On-site) Job Type: Full-time Travel Required: Yes (Regional/National) Compensation: $70,000 + Commission Is your CV ready If so, and you are confident this is the role for you, make sure to apply asap. About CheckRx CheckRx is a digital health and data intelligence platform that simplifies...
-
Head of Informatics Sales
2 weeks ago
San Diego, United States Illumina Full timeHead Of Informatics Sales - UscanAt Illumina, we are expanding access to genomic technology to realize health equity for billions of people around the world. Our efforts enable life-changing discoveries that are transforming human health through the early detection and diagnosis of diseases and new treatment options for patients. Working at Illumina means...
-
Head of Informatics Sales
1 week ago
San Diego, United States Illumina Full timeThe Head of Informatics Sales - USCAN will lead a team of Informatics Sales Specialists for the USCAN Region. They will be responsible for achieving sales and growth targets for our Software/Data Analysis portfolio. The Head of Informatics Sales Director will be a key touch point for the broader US and Canada sales team, including Sales leadership and at...
