Sales Trainer

Devoted Health • Waltham, MA

1d • $60,000 - $100,000 • Remote

About The Position

Design and deliver engaging training for internal Sales teams and external broker partners, with a focus on new-hire onboarding and ongoing education. Own training initiatives end-to-end — identify needs, develop solutions and materials, deliver training, and evaluate effectiveness. Partner cross-functionally with Sales, Operations, Compliance, Product, and other teams to translate complex information into clear, practical learning. Keep teams informed and confident as products, regulations, systems, and processes evolve in a fast-paced environment. Leverage technology and AI-enabled tools to create scalable, engaging training across live, virtual, self-directed, and resource-based learning.

Requirements

• 5+ years of healthcare industry experience, preferably supporting Medicare Advantage.
• 5+ years Demonstrated experience designing, developing, and delivering new-hire onboarding and ongoing training programs.
• Strong presentation and facilitation skills across both in-person and virtual learning environments.
• Experience working with Learning Management Systems (LMS) and/or learning authoring tools.
• Excellent written, verbal, and interpersonal communication skills, with the ability to collaborate effectively across teams.
• Strong analytical, problem-solving, organizational, and time-management skills.
• Ability to work independently, manage multiple priorities, navigate ambiguity, and take ownership of initiatives from concept through completion.
• Adaptable and technology-forward, with an interest in leveraging technology and AI to improve learning, efficiency, and scalability.

Nice To Haves

• 5-10 years of experience in a sales position is preferred

Responsibilities

• Own and deliver new-hire onboarding for internal Sales roles, including Sales Directors, Broker Managers, and Community Outreach Specialists.
• Design and facilitate ongoing Sales training based on business needs, product and process changes, compliance requirements, and performance opportunities.
• Develop and deliver training for external broker partners, including product education, process updates, and ongoing learning.
• Independently manage training initiatives from end to end, including needs assessment, objectives, timelines, stakeholder coordination, development, delivery, and measurement.
• Partner regularly with Sales Leadership, Training, Operations, Compliance, and other cross-functional teams to understand needs, changes, and priorities.
• Create scalable job aids, reference materials, self-directed learning, and other resources that enable Sales teams and brokers to easily find and apply information.
• Maintain and continuously improve training content as products, systems, processes, regulations, and business priorities evolve.
• Translate complex healthcare, product, operational, and compliance information into clear, practical, and engaging learning experiences.
• Evaluate training effectiveness using feedback, assessments, performance metrics, and other available data, and use those insights to improve programs.
• Manage multiple priorities and training initiatives simultaneously while maintaining strong organization, attention to detail, and quality.
• Collaborate across teams to drive consistency in messaging, education, and processes throughout the organization.
• Support additional Sales enablement and education initiatives as business needs evolve.

Benefits

• Employer sponsored health, dental and vision plan with low or no premium
• Generous paid time off
• $100 monthly mobile or internet stipend
• Stock options for all employees
• Bonus eligibility for all roles excluding Director and above; Commission eligibility for Sales roles
• Parental leave program
• 401K program

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed