Senior Associate, Sr. Sales Trainer - Distribution Learning & Development

 

Location Designation: Fully Remote 

Group Benefit Solutions delivers comprehensive insurance and absence management solutions for mid-sized and large companies. Our work fosters a healthier, happier, and more secure workforce, contributing to New York Life’s legacy of being there when we’re needed most. Here, you'll design, implement, and support these solutions directly impacting employees’ lives. At our core, we provide financial security and peace of mind to people through our absence, accident, disability, voluntary benefits, and life insurance solutions. Click here to learn more about Group Benefits solutions.

 

 

 

Role Overview:  

The Senior Sales Trainer will serve as the primary facilitator and capability builder for GBS’s Distribution organization. This role is essential to preparing our Distribution and Sales Support teams for the future - where success depends on consultative engagement, AI-driven insights, advanced product positioning, and client experience orchestration.

 

This individual will lead the design and facilitation of blended learning programs - including self-paced learning, facilitator-led experiences, and manager-enabled on-the-job application - that upskill sales and support professionals to move from transactional and manual processes to strategic, insight-led, technology-enabled roles. The role partners closely with business leaders and managers to ensure learning translates into measurable performance impact. This role supports both large-scale strategic learning initiatives and ongoing business-critical enablement needs, ensuring the Distribution organization can effectively adopt new tools, processes, and capabilities in real time.

 

The role combines expert facilitation, applied instructional design, AI fluency, and change enablement to drive measurable performance improvement across Distribution.

 

Candidate Profile

The ideal candidate is a facilitation-first learning professional and hands-on program owner who creates inclusive, engaging environments that drive participation, reflection, and behavior change. This individual not only delivers high-impact programs but also develops content, manages assigned learning initiatives end-to-end, and ensures ongoing accuracy, relevance, and continuous improvement of outcomes. They adapt facilitation approaches in real time based on audience needs, group dynamics, and business context, while maintaining credibility across virtual, hybrid, and in-person settings.

 

In addition to leading delivery, this role owns end-to-end execution of assigned programs - including planning, stakeholder communication, facilitator enablement, and continuous improvement. The trainer exercises sound judgment in when and how to use learning technologies and AI-enabled tools to amplify connection and insight without detracting from the human-centered learning experience.

 

Success in this role requires strong stakeholder partnership, independent judgment, and the ability to analyze learning data and performance metrics to drive measurable program improvements. The trainer will evaluate participant feedback, engagement trends, and business impact indicators, and clearly communicate insights and recommendations to leadership as part of ongoing reporting responsibilities.

 

 

What You’ll Do:  

Facilitation & Capability Development

• Design and execute blended learning journeys that integrate self-paced learning, live facilitation, manager-led reinforcement, and applied on-the-job practice.
• Drive adoption of new tools, processes, and capabilities by translating learning into practical application and measurable behavior change in the field.
• Partner with Distribution leaders and frontline managers to reinforce learning application and ensure skill transfer into day-to-day performance.
• Lead engaging in-person, virtual, and blended learning experiences using simulations, scenario-based learning, and applied practice.
• Lead reinforcement, application, and feedback cycles (including manager-enabled on-the-job appl