Director of Sales

The Cigna Group

. Drive net-new logo acquisition within an assigned territory through strategic prospecting, executive relationship development, and disciplined pipeline management .

Posted 10/22/2026full-timeRemote • Florida • United StatesLeadWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in enterprise healthcare sales, focusing on net-new logo acquisition and strategic relationship management. Proficient in navigating complex sales cycles and collaborating with cross-functional teams to deliver customized solutions in the virtual care and digital health sectors.

Highest-signal resume keywords

Enterprise Healthcare Sales ExperienceExecutive-Level Relationship ManagementSalesforce Pipeline ManagementComplex Sales Cycle ManagementHealthcare Benefits Knowledge

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Sales Quota AchievementBusiness DevelopmentPricing Strategy DevelopmentFinancial Proposal CreationMarket Trend Analysis

Soft Skills

Negotiation SkillsCommunication SkillsProject Management SkillsAnalytical SkillsTeam Collaboration

Tools & Technologies

SalesforceAI Tools

Industry Keywords

Virtual CareDigital HealthHealthcare BenefitsEmployer SolutionsHealth Plans

About the role

Key responsibilities & impact

Drive net-new logo acquisition within an assigned territory through strategic prospecting, executive relationship development, and disciplined pipeline management
Develop and execute territory and account strategies, buyer engagement plans, and opportunity-specific sales motions
Lead complex, consultative sales processes involving clinical, operational, financial, technology, procurement, legal, and executive stakeholders
Understand prospect benefit strategies, plan designs, funding arrangements, member engagement challenges, and total cost of care objectives to position MDLive solutions
Build and maintain executive-level relationships with health plans, employers, consultants, TPAs, health systems, brokers, and strategic partners
Collaborate with Product, Clinical, Network, Operations, Finance, Legal, Implementation, Marketing, and Client Success teams on customized solutions
Coordinate and lead internal deal teams from opportunity development through contracting, implementation readiness, and transition to Client Success
Navigate procurement processes, stakeholder dynamics, organizational structures, and decision-making frameworks to advance opportunities
Maintain pipeline, forecasting, and opportunity management in Salesforce
Develop pricing strategies, financial proposals, and business cases aligned with customer needs and MDLive's growth objectives
Monitor competitive activity, market trends, virtual care innovations, and healthcare benefit developments
Provide market feedback and customer insights to influence product development, pricing, and go-to-market initiatives
Manage and develop assigned direct reports through coaching, performance management, and professional development
Perform other duties as assigned

Requirements

What you’ll need

Demonstrated success meeting and exceeding enterprise sales quotas in healthcare, digital health, benefits, or virtual care markets
Proven track record of acquiring net-new logos and building pipeline through proactive business development efforts
Deep understanding of healthcare benefits, plan design, funding arrangements, and employer and health plan buying processes
Strong knowledge of the virtual care, digital health, and healthcare benefits ecosystem
Ability to manage complex, detail-oriented sales cycles involving multiple stakeholders and extended purchasing timelines
Experience collaborating with cross-functional teams to develop customized client solutions and navigate operational, clinical, technical, and contractual requirements
Established executive-level relationships within health plans, employers, consultants, TPAs, and healthcare organizations
Strong executive presence with demonstrated success engaging C-suite decision makers
Exceptional organizational, analytical, and project management skills with the ability to manage multiple priorities simultaneously
Ability to rapidly learn new products, market dynamics, and healthcare trends
Positive, collaborative, team-first mindset with a strong work ethic and high degree of accountability
Strong negotiation, communication, presentation, and relationship management skills
Experience utilizing Salesforce and related sales technologies to maintain accurate forecasting and pipeline visibility
Experience utilizing AI tools on a day-to-day basis to support workflows and create efficiencies
Ability to work effectively across complex organizations and influence outcomes without direct authority
10+ years of enterprise healthcare sales experience, preferably within virtual care, digital health, health plans, healthcare benefits, or employer solutions
Demonstrated success selling to health plans, large employers, consultants, TPAs, and healthcare organizations
Proven history of achieving or exceeding annual sales quotas and revenue targets
Experience selling solutions requiring coordination across clinical, operational, financial, technology, and executive stakeholder groups
Experience with provider network strategy or network contracting strongly preferred
Experience managing opportunities through implementation and client transition processes preferred
Up to 40% travel
Bachelor's degree preferred

Benefits

Comp & perks

Remote/home working permitted occasionally or permanently, subject to cable broadband or fiber optic internet service with at least 10Mbps download/5Mbps upload
Professional development for assigned direct reports
Tobacco-free policy
Reasonable accommodation support for the online application process
Equal employment opportunity protections