Head of Sales

Summary Of Position

The Head of Sales is a senior enterprise leader responsible for setting and executing Teladoc Health's overall sales strategy across all commercial growth segments. This role provides unified leadership across employer, health plan, broker/small group, client expansion, and labor sales, ensuring coherence, accountability, and scalable execution in a complex, regulated healthcare environment.

Essential Duties And Responsibilities

• Enterprise Sales Leadership & Strategy

• 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.

• Multi-Channel Sales Execution

• 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.

• Leadership, Talent & Culture

• 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.
• Ensure succession planning and leadership bench strength across the commercial organization.

• Cross-Functional Partnership

• Partner closely with Product, Clinical, Finance, Marketing, Operations, Strategy, and HR to:
• Shape offerings and pricing strategies
• Improve sales enablement and productivity
• Inform roadmap and investment decisions with real-time market insight
• Influence without authority in a matrixed environment, ensuring alignment and speed.

• Market & Client Leadership

• Build and maintain executive-level relationships with key customers, benefit leaders, consultants, and strategic partners.
• Represent Teladoc Health externally in high-impact client engagements and industry forums as needed.
• Ensure the sales organization delivers a high-quality, consistent client experience that reflects Teladoc Health's mission and brand.

• Supervisory Responsibilities

• Yes

Qualifications

• Expected For Position

• 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.

Pay

The base salary range for this position is $270,000 - $310,000. In addition to a base salary, this position is eligible for commission, RSU’s, and benefits (subject to eligibility requirements) listed here: Teladoc Health Benefits 2026.

Schedule

Not specified.