Senior Training Manager - Chicago, IL

OneDigital Medicare Services•Chicago, IL

4d•Onsite

About The Position

At OneDigital, we are on a mission to help people do their best work and live their best lives. We are looking for a Senior Training Manager - Medicare who will report to the Sr. Program Manager. This role 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.

Requirements

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
Bachelor’s Degree or equivalent experience
1+ years of leadership or people management experience
Demonstrated experience delivering presentations and facilitating training for audiences of varying sizes and organizational levels

Nice To Haves

Experience in the Medicare or health insurance industry
Experience leading training operations within a high-volume contact center or customer service environment

Responsibilities

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 OneDigital Advanced Health Senior Leadership