The Director, Sales & Account Management Training & Onboarding is responsible for leading the design, delivery, and continuous improvement of all training and onboarding programs that drive performance, consistency, and confidence across the Sales and Account Management (S/AM) organization.
This leader ensures new hires are fully equipped to succeed from day one, while tenured professionals continue to advance their expertise through aligned, business-unit-specific learning. Partnering closely with the Learning Strategy, Design, and GTM Readiness functions, the Director ensures all training initiatives are business-driven, skill-based, and directly tied to growth and client outcomes.
Key Responsibilities:
Leadership & Team Management
Lead, coach, and develop a team of Sales & Account Management Trainers (aligned to business units including Commercial, Health Plan/Regulated Markets, Evicore, Special Markets, MyMatrix, MDLive, and Onboarding/Continuity).
Establish clear priorities, goals, and success metrics for each trainer and functional area.
Foster a culture of collaboration, accountability, and continuous learning within the team.
Training Strategy & Execution
Oversee end-to-end training strategy and implementation across onboarding, role-based skill development, and ongoing readiness programs for all S/AM roles.
Partner with business leaders to identify learning needs and translate them into scalable, high-impact learning programs.
Ensure alignment with organizational priorities, new GTM strategies, and evolving customer engagement models.
Leverage performance data and learner feedback to evaluate program effectiveness and inform continuous improvement.
Onboarding Excellence
Own the strategic design and execution of the S/AM New Hire Onboarding experience, ensuring rapid ramp-up and performance readiness.
Coordinate with L&D Design, Operations, and Business Partners to ensure onboarding content remains current, consistent, and tailored to each business unit.
Maintain strong integration between onboarding and post-onboarding learning journeys.
Cross-Functional Collaboration
Partner with the Director, Learning Strategy, Ops & Design to ensure content is learner-centered, measurable, and supported by best-in-class instructional design practices.
Collaborate with the Director, GTM Readiness & PMO to ensure training aligns with product launches, organizational change initiatives, and sales transformation efforts.
Work with GTM Leadership Development to connect individual skill development with leadership pathways and performance coaching programs.
Measurement & Impact
Establish clear success metrics for training delivery, engagement, and business impact.
Leverage analytics from L&D dashboards and feedback mechanisms to assess progress and demonstrate ROI of training initiatives.
Use insights to refine learning strategies and inform business partners of progress against readiness goals.
Qualifications:
Bachelor's degree in Business, Learning & Development, Organizational Psychology, or related field (Master's preferred).
10+ years of progressive experience in Sales Training, Enablement, or L&D, with at least 5 years in a leadership role.
Proven success designing and implementing large-scale onboarding and capability-building programs for sales or account management professionals.
Strong facilitation, coaching, and communication skills; adept at influencing senior leaders and cross-functional partners.
Experience with modern learning platforms (e.g., Allego, Workday Learning) and CRM systems (e.g., Salesforce).
Demonstrated ability to balance strategic planning with hands-on execution in a dynamic environment.
Core Competencies
Strategic Alignment: Ensures all training initiatives directly support organizational goals and business performance.
People Leadership: Builds a high-performing, motivated team with a shared sense of purpose and accountability.
Execution Excellence: Translates strategy into actionable learning programs that deliver measurable outcomes.
Collaboration & Influence: Partners effectively across L&D, GTM, and Business Leadership to drive adoption and impact.
Data-Driven Decision Making: Uses metrics and feedback to continuously enhance program quality and business relevance.
If you will be working at home occasionally or permanently, the internet connection must be obtained through a cable broadband or fiber optic internet service provider with speeds of at least 10Mbps download/5Mbps upload.
About Evernorth Health Services
Evernorth Health Services, a division of The Cigna Group, creates pharmacy, care and benefit solutions to improve health and increase vitality. We relentlessly innovate to make the prediction, prevention and treatment of illness and disease more accessible to millions of people. Join us in driving growth and improving lives.
Qualified applicants will be considered without regard to race, color, age, disability, sex, childbirth (including pregnancy) or related medical conditions including but not limited to lactation, sexual orientation, gender identity or expression, veteran or military status, religion, national origin, ancestry, marital or familial status, genetic information, status with regard to public assistance, citizenship status or any other characteristic protected by applicable equal employment opportunity laws.
If you require reasonable accommodation in completing the online application process, please email: SeeYourself@cigna.com for support. Do not email SeeYourself@cigna.com for an update on your application or to provide your resume as you will not receive a response.
The Cigna Group has a tobacco-free policy and reserves the right not to hire tobacco/nicotine users in states where that is legally permissible. Candidates in such states who use tobacco/nicotine will not be considered for employment unless they enter a qualifying smoking cessation program prior to the start of their employment. These states include: Alabama, Alaska, Arizona, Arkansas, Delaware, Florida, Georgia, Hawaii, Idaho, Iowa, Kansas, Maryland, Massachusetts, Michigan, Nebraska, Ohio, Pennsylvania, Texas, Utah, Vermont, and Washington State.
Qualified applicants with criminal histories will be considered for employment in a manner consistent with all federal, state and local ordinances.
