Senior Learning and Development Specialist

Plymouth Rock AssuranceBoston, MA
31d$84,000 - $110,000

About The Position

We're seeking an experienced and skilled Senior Learning and Development Specialist to join our Human Resources team in Boston. In this role, you will be a key facilitator for our company-wide training programs that enhance the knowledge, behaviors, and skills of our new hires and existing employees. These training programs include New Hire Orientation, manager training, and employee workshops. You will assist with the design, development, and measurement of engaging training materials, including live classroom training, workshops, activities, and instructional guides. This role is essential to driving exceptional outcomes for our customers and our businesses.

Requirements

  • Bachelor's degree or 3+ years of relevant training experience; industry certifications (e.g., CPLP, ATD, AIC, or similar) preferred but not required.
  • Minimum 3 years of experience in learning and development
  • Experience in customer service and/or insurance preferred, either with a state P&C license or a willingness to become licensed.
  • Excellent adult learning facilitation skills.
  • Application of concepts used in instructional design, adult learning theory, and facilitation of both technical and behavioral training.
  • Proficiency in instructional tools such as Microsoft PowerPoint, Adobe Creative Cloud, SnagIT, LMS Platforms, Articulate RISE, or similar.
  • Data analysis skills to identify trends and drive continuous improvement.
  • Strong communication, collaboration, and stakeholder engagement skills.
  • Demonstrated ability to lead projects, manage multiple priorities, and influence without authority across cross-functional teams.
  • Travel up to 25% in the Northeast (MA, NH, CT, PA, NY, NJ) to deliver training programs.

Responsibilities

  • Facilitate engaging instructor-led training sessions tailored for adult learners with varied experience and job functions.
  • Develop the end-to-end design and deployment of training programs, including classroom instruction, virtual delivery, e-learning, and learning support tools like case studies, simulations, knowledge checks, and assessments.
  • Stay ahead of industry trends, regulatory updates, and learning design and delivery innovations to ensure current-state training remains relevant.
  • Assist with initiatives to embed continuous learning into the company culture, including knowledge sharing, refresher programs, and learning communities.
  • Collaborate with HR partners and business leaders to communicate clear expectations ahead of, during, and after cohort training programs.

Benefits

  • Paid time off
  • Free onsite gym at our Boston location
  • Tuition reimbursement
  • Low cost and excellent health insurance coverage options that start on Day 1 (medical, dental, vision)
  • Robust health and wellness programs
  • Auto and home insurance discounts
  • Matching donation opportunities
  • Annual 401(k) employer contribution
  • Various Paid Family leave options including Paid Parental Leave
  • Resources to promote professional development
  • Convenient locations and pre-tax commuter benefits
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