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Pomelo Care · 5 hours ago

Labor & Trust Account Executive

United States

Full-time

Remote

Senior Level, Lead/Staff

$340K/yr - $400K/yr

8+ years exp

Pomelo Care is the national leader in evidence-based healthcare for women and children, delivering personalized clinical interventions. They are seeking a Labor & Trust Account Executive to manage the entire sales cycle, drive new business, and create opportunities to serve more families with their healthcare offerings.

ChildrenHealth CareMobile AppsWomen's

Responsibilities

Champion Pomelo's mission with enthusiasm and credibility, utilizing relationship building to drive market demand

Manage the entire sales cycle for Labor & Trust opportunities, from pipeline generation through contract close

Partner with BDR to source and close new opportunities

Lead consultative sales conversation with trustees and benefits managers - uncovering needs, aligning on outcomes and tailoring Pomelo’s value proposition

Assess and engage decision-makers, influencers, and champions, crafting persona-specific strategies to deliver value in every interaction

Develop a detailed plan for meeting your individual sales targets

Consistently meet and exceed sales targets by focusing on strategic, high-value accounts

Represent Pomelo at labor conferences, trustee summits and industry events (travel ~30%)

Qualification

Direct sales experienceHealthcare salesSalesforce proficiencyUnion benefit structuresClosing enterprise dealsContinuous improvement mindsetPresentation skillsOrganizational skillsProblem-solvingAdaptability

Required

8+ years of direct sales experience with strong track record of quota attainment, including at least 5 years selling benefits, healthcare or SaaS solutions to labor and trust clients

Deep understanding of union benefit structures, trust governance, and decision-making processes

Proven track record of closing 6-figure+ enterprise deals and consistently achieving quota

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

Benefits

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)