Director, Key Account Sales

Hello Heart

. Build and sustain prospective client and customer relationships with mid-market employers .

Posted 11/4/2026full-timeRemote • United StatesLead💰 $110,000 - $130,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in building strategic relationships with mid-market employers and benefits executives, leveraging AI to enhance sales productivity and consistently achieving sales quotas. Possesses strong presentation and writing skills, with a proven track record in closing high-value deals and facilitating smooth transitions to customer success.

Highest-signal resume keywords

AI FluencyField Sales Experience in Benefits or WellnessQuota Attainment of 100% for 3+ YearsRelationship-Building with Decision-MakersExperience with Channel Sales

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Sales Strategy DevelopmentContract NegotiationPipeline BuildingPresentation SkillsSales Productivity Enhancement

Soft Skills

AdaptabilityPersistenceCreativity in OutreachHigh EnergyInterpersonal Communication

Industry Keywords

Employer-Sponsored Health PlansBenefits ConsultingClient Relationship ManagementSales QuotaUpselling

About the role

Key responsibilities & impact

Build and sustain prospective client and customer relationships with mid-market employers
Develop strategic relationships with top benefits executives within employer-sponsored health plans
Secure new business through direct contracts and channel sales
Work with key strategic partners and benefits consultants
Lead efforts to build and close new business across key accounts of 1,500–6,000 employees in Texas, Oklahoma, and New Mexico
Consistently meet or exceed objectives/quota (annual $2M+)
Deliver compelling presentations to prospective clients, consultants, partners, and others
Stay informed about Hello Heart products, client usage, product roadmap, and competitive differentiation
Bring new ideas and observations to the commercial team and promote partnership and resourcefulness
Develop and maintain intra-company relationships consistent with company values
Understand client business strategy, challenges, and opportunities to drive meaningful conversations and value
Facilitate a smooth transition from Sales to Customer Success and assist with upsell opportunities

Requirements

What you’ll need

Demonstrated AI fluency, leveraging AI to enhance and improve sales productivity
Minimum of 5 years' experience in field sales in the employer's benefits or wellness space
Established network of professional contacts that can be leveraged to quickly build new pipeline
Successful sales history and consistent 100% quota attainment for the past 3+ years, closing deals valued at $250K+
Experience selling direct, via channel partners and consultants
Fluency in relationship-building, particularly with key decision-makers and influencers
Ability to adapt/modulate style according to different settings and personalities
Excellent poise and presentation skills, strong writing skills
High-energy "go-getter" passionate about contributing to a hyper-growth organization and promoting a life-saving, impactful solution at scale
Persistent and creative in follow-up strategies, leveraging innovative outreach methods to target and engage key decision-makers
Flexibility and readiness to travel heavily (+50% travel requirement)