Senior Training Manager - Chicago, IL

Summary

The Senior Training Manager – Medicare 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

• Lead the OneDigital Advanced Health Training team and carry out the following 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
  • 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

Qualifications, Skills and 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

Education, Training and Experience

• Bachelor’s Degree or equivalent experience
• Required 1+ years of leadership or people management experience
• 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

Pay

Base Pay Range: $70,000 - $90,000/year. In addition to base pay, some roles are eligible for variable compensation, commission, and/or annual bonus based on your individual performance and/or the company’s performance.

Benefits

• Health, wellbeing, retirement, and other financial benefits
• Paid time off
• Overtime pay for non-exempt employees
• Robust learning and development programs

Equal Opportunity Employer

We are committed to cultivating and preserving a culture that celebrates diversity, insists on equity and inclusion, and connects us. Ensuring our people feel seen, valued, respected, and supported is fundamental to our core values and business goals.

Artificial Intelligence

We utilize advanced Artificial Intelligence [AI] technologies to enhance our recruitment process. This includes using AI to filter candidates based on their qualifications and to rediscover potential candidates from our existing applicant pool. Our AI systems help us efficiently identify the best fit for our open positions, ensuring a streamlined and effective hiring experience.