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Pomelo Care is looking for an exceptional and experienced Strategic Account Executive to join our team. 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.
Job Responsibility:
Spearhead growth with the nation's largest employers
Own the end-to-end sales process for large and jumbo employers
Drive market demand
Craft tailored prospect and buyer-level strategies and proposals
Manage the full sales cycle
Champion Pomelo's mission with enthusiasm and credibility
Utilize 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
Position Pomelo’s value proposition effectively
Tailor approaches based on competitive insights and individual buyer needs
Assess and engage decision-makers, influencers, and champions
Craft persona-specific strategies to deliver value in every interaction
Work collaboratively with channel partners (e.g., national and regional health plans, benefits consultants) to drive an efficient and consultative sales process
Drive and achieve sales goals
Travel as needed for conferences, prospect meetings, and to engage with brokers/consultants
Requirements:
10+ years of direct sales experience
At least 5 years selling to benefits leaders or similar functions within large employers (25K+ employees)
Documented history of exceeding quotas and delivering results
Demonstrated ability to lead complex end-to-end sales processes
Exceptional organizational skills
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
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
What we offer:
Competitive healthcare benefits
Generous equity compensation
Unlimited vacation
Membership in the First Round Network (a curated and confidential community with events, guides, thousands of Q&A questions, and opportunities for 1-1 mentorship)
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