Head of Sales

Teladoc Health

Head of Sales leading sales strategy and execution across all segments at Teladoc Health. Executing growth plans and enhancing client relationships in a complex healthcare environment.

Posted 6/17/2026full-timeRemote • 🇺🇸 United StatesLead💰 $270,000 - $310,000 per yearWebsite

About the role

Key responsibilities & impact

Own and execute the end-to-end sales strategy across all market segments, including employer, health plan, broker/small group, client expansion, and labor.
Establish clear priorities, target segments, and operating mechanisms to drive sustainable revenue growth and market share expansion.
Ensure alignment between corporate strategy, go-to-market plans, and field execution.
Serve as a senior advisor to the executive team on market dynamics, competitive trends, and growth opportunities.
Lead and develop senior sales leaders (VP/RVP level), ensuring clarity of roles, accountability, and consistent execution across teams.
Drive pipeline generation, deal progression, forecasting discipline, and booking performance across diverse sales motions.
Balance new logo acquisition, expansion, and retention strategies across the portfolio.
Champion disciplined sales processes, metrics, and performance management to improve predictability and results.
Build, lead, and retain a high-performing, value-driven sales organization.
Coach and develop leaders to operate at enterprise scale—setting strategy, managing complexity, and leading through influence.
Establish a strong culture of accountability, collaboration, and continuous improvement.
Build and maintain executive-level relationships with key customers, benefit leaders, consultants, and strategic partners.

Requirements

What you’ll need

Bachelor’s degree required; MBA or advanced degree preferred.
12+ years of progressive sales leadership experience, with demonstrated success leading large, multi-layered sales organizations.
Experience across complex B2B sales environments; healthcare, health plan, employer, or regulated industry experience strongly preferred.
Exposure to multiple go-to-market motions (e.g., employer, payer, partners, consultants, labor, or enterprise clients).
Proven ability to lead senior leaders, manage through influence, and align execution across distributed teams.
Track record of delivering revenue growth, building scalable operating models, and developing high-impact leaders.
Strong executive presence, communication skills, and credibility with both internal and external stakeholders.

Benefits

Comp & perks

Flexible Vacation Policy
80 hours of Paid Sick, Safe, and Caregiver Leave annually

ATS Keywords

✓ Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

sales strategypipeline generationdeal progressionforecastingperformance managementrevenue growthoperating modelsB2B salesgo-to-market planssales processes

Soft Skills

leadershipcoachinginfluenceaccountabilitycollaborationcommunicationexecutive presencestrategic thinkingrelationship buildingcontinuous improvement

Certifications

Bachelor's degreeMBA