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Senior Trainer, Service Learning & Development

Job in Pittsburgh, Allegheny County, Pennsylvania, 15201, USA
Listing for: New York Life
Full Time position
Listed on 2026-07-01
Job specializations:
  • Education / Teaching
    Learning & Development Specialist, Training Instructor / Specialist
Salary/Wage Range or Industry Benchmark: 66400 - 104000 USD Yearly USD 66400.00 104000.00 YEAR
Job Description & How to Apply Below

Service Learning & Development Senior Trainer

Location Designation:
Hybrid - 3 days per week

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.

Role Overview:

The Service Learning & Development Senior Trainer is responsible for designing, facilitating, and continuously improving performance-based learning programs that support organizational service excellence. This role focuses on new hire onboarding, skill development and strategic learning initiatives for service team members, ensuring alignment with business goals and compliance standards.

Position Locations:

  • Pittsburgh, PA
  • Dallas, TX

What You'll Do:

  • Lead the development and delivery of role specific training programs for service teams, including onboarding, upskilling, and project learning needs.
  • Collaborate with legal, compliance, and operational teams to integrate regulatory updates and best practices into training content.
  • Maintain curriculum design, ensuring materials are current, engaging, and effective for both in-person and virtual environments.
  • Analyze audit outputs and performance trends to identify skill gaps; develop targeted learning solutions to address these gaps.
  • Serve as a subject matter expert (SME) for service processes, systems, and client experience standards.
  • Mentor and coach trainers and team members, fostering a culture of collaboration and continuous improvement.
  • Manage classroom and virtual training environments, monitoring learner engagement and performance.
  • Evaluate training effectiveness through existing feedback, assessments, and business impact metrics.
  • Partner with business leaders to assess training needs and align learning initiatives with strategic objectives.
  • Drive innovation in learning methods, leveraging technology and new approaches to enhance service delivery.

What You'll Bring:

  • Advanced facilitation and presentation skills; able to lead role-specific training sessions independently.
  • Deep functional and technical knowledge of Group Benefit Service Operations, systems, and client experience management.
  • Strong mentoring and coaching abilities, with a track record of developing others.
  • Excellent communication and interpersonal skills, both verbal and written.
  • Ability to manage ambiguity, prioritize tasks, and drive accountability.
  • Action-oriented, nimble learner, and effective collaborator across all organizational levels.
  • Proficient in Microsoft Office, SharePoint, MSTeams, and other learning platforms.
  • Growth mindset in supporting AI within Service Operations.

Minimum Qualifications:

  • Bachelor's degree in education or related field preferred.
  • 5+ years of experience in training, coaching, curriculum development, or service operations.
  • Certification in training and development or facilitation (preferred).
  • Demonstrated success in designing and delivering impactful learning.
  • Experience with Knowledge Management development and governance.

Preferred Qualifications:

  • Experience in Group Benefits learning, employee development, and change management.
  • Proven ability to innovate and implement new learning strategies.
  • Strong analytical skills for evaluating training effectiveness and business impact.
  • Experience in Lean Six Sigma Continuous Improvement organization.

Competencies:

  • Manages Ambiguity
  • Communicates Effectively
  • Interpersonal Savvy
  • Nimble Learning
  • Ensures Accountability
  • Action Oriented
  • Collaborative Team Member

It is recommended that all qualified candidates apply to this posting as soon as possible. Residents of Colorado are hereby notified that the Final date to receive applications is two weeks from the Posting Date listed above.

Pay Transparency

Salary range: $66,400-$104,000

Overtime eligible:
Exempt

Discretionary bonus eligible:
Yes

Sales bonus eligible:
No

Actual base salary will be determined based on several factors but not limited to individual's experience, skills, qualifications, and job location. Additionally, employees are eligible for an annual discretionary bonus. In addition to base salary, employees may also be eligible to participate in an incentive program.

Our Benefits

We provide a full package of benefits for employees – and have unique offerings for a modern workforce, including leave programs, adoption assistance, and student loan repayment programs. Based on feedback from our employees, we continue to refine and add benefits to our offering, so that you can flourish both inside and outside of work.

Our Diversity Promise

We believe in a diverse workforce because it is our mission to advocate for the financial security and success of people in every community. This is why…

Position Requirements
10+ Years work experience
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