Pomelo Care is the leading virtual medical practice for women and children, providing care across pregnancy, postpartum, pediatrics, menopause, and perimenopause. We combine proactive, 24/7 clinical care with technology that helps us reach patients earlier, identify risks sooner, and deliver personalized care throughout their journey. Our team includes clinicians, technologists, operators, and problem-solvers working together to make high-quality care more accessible for families nationwide.
About The Role
Your North Star: In this role, you will spearhead our growth with the nation's largest employers. You will own the end-to-end sales process for large and jumbo employers, driving market demand, crafting tailored prospect and buyer-level strategies and proposals and managing the full sales cycle. This position is integral to driving Pomelo revenue growth and furthering our mission by creating opportunities to serve more families.
This role reports to the Head of Employer Sales and is open to any candidates located in the continental US.
What You’ll Do
Champion Pomelo's mission with enthusiasm and credibility, utilizing relationship building to drive market demand.
Develop a detailed plan for meeting your individual sales targets.
Secure meetings with employer buyers at all levels, from C-suite executives to benefits leaders, using creativity and persistence.
Position Pomelo’s value proposition effectively, tailoring approaches based on competitive insights and individual buyer needs.
Assess and engage decision-makers, influencers, and champions, crafting persona-specific strategies to deliver value in every interaction.
Work collaboratively with our channel partners (e.g., national and regional health plans, benefits consultants) to drive an efficient and consultative sales process.
Drive and achieve sales goals, including management of the entire end-to-end sales process.
Travel as needed for conferences, prospect meetings, and to engage with brokers/consultants.
Who You Are
10+ years of direct sales experience, including at least 5 years selling to benefits leaders or similar functions within large employers (25K+ employees), with a documented history of exceeding quotas and delivering results.
Demonstrated ability to lead complex end-to-end sales processes, with exceptional organizational skills and proficiency in using tools like Salesforce to manage deals and follow-ups.
Strong written, verbal, and presentation abilities, capable of distilling complex information into clear, compelling messaging for diverse audiences.
Adaptive, pragmatic, and eager to thrive in a fast-paced, metric-driven startup environment with competing priorities.
Familiarity with the healthcare system and digital health space, including industry and competitive trends, paired with a willingness to research and learn new domains.
Experience managing cross-functional projects, problem-solving across teams, and turning ideas into actionable strategies.
A mindset focused on continuous improvement and a relentless drive for success.
By joining Pomelo, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup that always puts the patient first. You will learn, grow and be challenged, and have fun with your team while doing it.
We strive to create an environment where employees from all backgrounds are respected. We value working across disciplines, moving fast, data-driven decision making, learning, and always putting the patient first.
Benefits and Perks:
Comprehensive Health, Dental, and Vision coverage for employees and their families
High deductible Health Plans with Health Savings Account (HSA) options
Flexible Spending Account (FSA)
Equity grant participation
401(k) program
Competitive vacation policy
16 weeks paid parental leave
Fully remote work flexibility (within the US)
Compensation:
The expected base salary range for this role is $165,000-$185,000. This role is also eligible for variable compensation, with expected on-target earnings of $330,000 to $370,000, and equity, giving you an ownership stake in Pomelo’s mission. Actual compensation may vary based on relevant experience, skills, competencies, and certifications.
At Pomelo, we are committed to hiring the best team to improve outcomes for all mothers and babies, regardless of their background. We need diverse perspectives to reflect the diversity of problems we face and the population we serve. We look to hire people from a variety of backgrounds, including but not limited to race, age, sexual orientation, gender identity and expression, national origin, religion, disability, and veteran status.
We are committed to hiring the best team to improve outcomes for all mothers and babies. To solve the complex challenges facing the diverse population we serve, we need diverse perspectives, actively welcoming people of all races, ages, sexual orientations, gender identities and expressions, national origins, religions, disabilities, and veteran statuses. We strive to cultivate an inclusive and respectful environment where team members thrive by working across disciplines, moving fast, making data driven decisions, learning continuously, and always putting the patient first.
Skills Required
- 10+ years of direct sales experience
- At least 5 years selling to benefits leaders or similar functions within large employers with 25,000+ employees
- Documented history of exceeding quotas and delivering results
- Experience leading complex end-to-end sales processes
- Exceptional organizational skills
- Proficiency using Salesforce or similar sales tools
- Strong written, verbal, and presentation abilities
- Ability to distill complex information into clear, compelling messaging for diverse audiences
- Ability to thrive in a fast-paced, metric-driven startup environment
- Familiarity with the healthcare system and digital health space
- Experience managing cross-functional projects and turning ideas into actionable strategies
Pomelo Care Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Pomelo Care and has not been reviewed or approved by Pomelo Care.
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Healthcare Strength — Healthcare benefits are described as platinum-level medical, dental, and vision coverage, with a high share of premiums covered for employees and partial support for dependents. Free access to the company’s own healthcare services is also offered to eligible employees.
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Parental & Family Support — Paid parental leave is reported at around 16 weeks, aligning with the company’s maternal and infant health mission. Family-oriented benefits and support resources are emphasized as part of the package.
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Equity Value & Accessibility — Equity compensation is described as generous stock option grants for employees. This sits alongside other financial perks and professional development support.
Pomelo Care Insights
What We Do
Pomelo Care is the leading virtual medical practice for women and children, providing care across pregnancy, postpartum, pediatrics, menopause, and perimenopause. We combine proactive, 24/7 clinical care with technology that helps us reach patients earlier, identify risks sooner, and deliver personalized care throughout their journey. Our team includes clinicians, technologists, operators, and problem-solvers working together to make high-quality care more accessible for families nationwide.
Why Work With Us
Pomelo Care redefines women’s and pediatric healthcare by combining 24/7 virtual care with proactive technology to catch risks early. Working here means joining a fast-paced, mission-driven team where clinicians, engineers, and operators collaborate directly to meaningfully improve maternal and child health outcomes nationwide.
