Head of Sales at Teladoc Health in Springfield U.S.A., CA

Join the team leading the next evolution of virtual care.

At Teladoc Health, you are empowered to bring your true self to work while helping millions of people live their healthiest lives.

Here you will be part of a high-performance culture where colleagues embrace challenges, drive transformative solutions, and create opportunities for growth. Together, we’re transforming how better health happens.

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.

This leader is first and foremost a people and business leader—not a subject‑matter expert. Success in this role requires exceptional leadership capability, strong commercial judgment, and the ability to align diverse sales motions under a common strategy, operating cadence, and culture of performance.

The Head of Sales partners closely with Product, Clinical, Finance, Marketing, Strategy, and Operations to translate market insight into executable growth plans and to serve as the executive voice of the market to company leadership.

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.

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. Total compensation is based on several factors including, but not limited to, type of position, location, education level, work experience, and certifications. This information is applicable for all full-time positions.

We follow a Flexible Vacation Policy, intended for rest, relaxation, and personal time. All time off must be approved by your manager prior to use. You will also receive 80 hours of Paid Sick, Safe, and Caregiver Leave annually. This applies to full-time positions only. If you are applying for a part-time role, your recruiter can provide additional details.

As part of our hiring process, we verify identity and credentials, conduct interviews (live or video), and screen for fraud or misrepresentation. Applicants who falsify information will be disqualified.

Teladoc Health will not sponsor or transfer employment work visas for this position. Applicants must be currently authorized to work in the United States without the need for visa sponsorship now or in the future.

Why join Teladoc Health?

• Teladoc Health is transforming how better health happens. Learn how when you join us in pursuit of our impactful mission.
• Chart your career path with meaningful opportunities that empower you to grow, lead, and make a difference.
• Join a multi-faceted community that celebrates each colleague’s unique perspective and is focused on continually improving, each and every day.
• Contribute to an innovative culture where fresh ideas are valued as we increase access to care in new ways.
• Enjoy an inclusive benefits program centered around you and your family, with tailored programs that address your unique needs.
• Explore candidate resources with tips and tricks from Teladoc Health recruiters and learn more about our company culture by exploring #TeamTeladocHealth on LinkedIn.

As an Equal Opportunity Employer, we never have and never will discriminate against any job candidate or employee due to age, race, religion, color, ethnicity, national origin, gender, gender identity/expression, sexual orientation, membership in an employee organization, medical condition, family history, genetic information, veteran status, marital status, parental status, or pregnancy). In our innovative and inclusive workplace, we prohibit discrimination and harassment of any kind.

Teladoc Health respects your privacy and is committed to maintaining the confidentiality and security of your personal information. In furtherance of your employment relationship with Teladoc Health, we collect personal information responsibly and in accordance with applicable data privacy laws, including but not limited to, the California Consumer Privacy Act (CCPA). Personal information is defined as: Any information or set of information relating to you, including (a) all information that identifies you or could reasonably be used to identify you, and (b) all information that any applicable law treats as personal information. Teladoc Health’s Notice of Privacy Practices for U.S. Employees’ Personal information is available at this link.