Senior Training Manager - Chicago, IL

Senior Training Manager
- Medicare

At One Digital, we are on a mission to help people do their best work and live their best lives. From the services we offer to the way we show up for each other each day, we are fueling dreams, achieving big goals, and embracing each other's truest selves.

Our newest opportunity is for a Senior Training Manager
- Medicare. This role reports to the Sr. Program Manager and works closely with Sales, Quality Assurance, and other cross-functional teams to identify, develop, and support training initiatives that ensure new sales hires are prepared to successfully engage with clients. In addition to overseeing a team of Training staff, this role is responsible for the ongoing development of current agents by designing, delivering, and maintaining continuous learning programs, refresher training, and curriculum updates to support evolving products, processes, compliance requirements, and organizational initiatives throughout the year.

This position plays a key role in driving employee performance, knowledge retention, and operational excellence through strategic learning and development initiatives.

Essential duties and responsibilities include:

• Design, develop, and maintain comprehensive company training programs, onboarding, curricula, and learning content that align with business objectives, organizational priorities, and employee development needs
• Lead curriculum strategy and program design, ensuring training content remains current, effective, and aligned with company goals and industry best practice
• Partner with executive leadership, operations, quality assurance, sales team, and HR to identify performance gaps and implement learning solutions
• Utilize a variety of training methodologies, techniques, concepts, learning tools, and practices to ensure maximum effectiveness of training programs
• Monitor and measure effectiveness of all training programs
• Lead, mentor, and develop a team of training managers and training leads
• Relay training effectiveness to One Digital Advanced Health Senior Leadership

Qualifications, skills, and requirements include:

• Curriculum development, instructional design, and content creation
• Strong facilitation and presentation skills with the ability to engage audiences of all sizes
• Ability to translate complex concepts into clear, engaging, and actionable learning experiences
• Strong interpersonal skills with the ability to build trust, credibility, and influence at all levels of the organization
• Excellent written, verbal, and presentation communication skills
• Proven leadership, coaching, and team development skills
• Strong organizational and project management skills with the ability to manage multiple priorities and deadlines
• Adaptable and able to thrive in a fast-paced, changing environment
• High degree of professionalism, accountability, and attention to detail

Education, training, and experience:

• Bachelor’s Degree or equivalent experience; required
• 1+ years of leadership or people management experience; required
• Demonstrated experience delivering presentations and facilitating training for audiences of varying sizes and organizational levels
• Experience in the Medicare or health insurance industry; preferred
• Experience leading training operations within a high-volume contact center or customer service environment; preferred
• Proven ability to manage multiple training programs, projects, and competing priorities in a fast-paced environment

One Digital is an equal opportunity employer. We believe in hiring the most qualified applicant for the position, regardless of background.