Full-Time

Lead Trainer

Updated on 9/3/2026

Deadline 8/1/27
Crum & Forster Insurance

Crum & Forster Insurance

Specialty insurance and risk solutions

Compensation Overview

$71.3k - $134k/yr

Glastonbury, CT, USA

Hybrid

Hybrid preferred with 1–2 office days; 100% remote candidates may work on an Eastern Time schedule. Requires travel to Connecticut and New Jersey offices at least quarterly.

Bachelor's

Category
Training (2)
,
Required Skills
SharePoint
Microsoft Office
Workday HRIS
Public Speaking
Data Analysis
PowerPoint/Keynote/Slides
Requirements
  • A bachelor's degree or equivalent work experience is required.
  • At least 6 years of experience in a Learning and Development and/or Training role, including development and delivery in self-paced, instructor-led, and blended learning formats, is required.
  • Experience implementing artificial intelligence coaching programs is required.
  • Proficiency in using artificial intelligence to create and design training for creation and development efficiencies is required.
  • Advanced proficiency with eLearning software such as Vyond, Camtasia, and/or Articulate is required.
  • Advanced proficiency in Microsoft Office, especially PowerPoint, Microsoft Teams, Zoom, SharePoint, and learning management system platforms is required.
  • Ability to travel is required, including 30% travel and travel to Connecticut and New Jersey offices at least once per quarter.
  • Experience with instructional design is required.
  • Experience consulting with subject matter experts and stakeholders to assess and design comprehensive and targeted learning solutions is required.
  • Experience delivering leadership programs to upskill managers and aspiring leaders, as well as ongoing training aligned with company strategy and initiatives, is required.
  • Understanding of effective adult learning methodologies and tools is required.
  • Ability to think critically and make decisions in a fast-paced, dynamic environment is required.
  • Ability to track and maintain accountability for achieving goals and use data to inform decision-making is required.
  • Openness to new ways of thinking and acquiring new skills and processes is required.
Responsibilities
  • Lead development of the Tools, Operating Routines, Products, Skills learning strategy with subject matter experts and key stakeholders, incorporating blended learning, training simulations, eLearning, and instructor-led training.
  • Use company-approved artificial intelligence platforms to improve learning creation efficiencies and evolve artificial intelligence coaching tools for hands-on learning creation.
  • Consult with subject matter experts and stakeholders to determine training needs and align formats to provide a blended hands-on learning environment.
  • Implement ways to continuously improve the learning process.
  • Design, develop, and deliver skills-based training aligned with organizational competencies and strategic goals.
  • Coordinate and conduct seminars, workshops, and training sessions for leaders and individual contributors.
  • Prepare training materials, including branded PowerPoint presentations, job aids, videos, and scripts, for training initiatives.
  • Conduct evaluations to identify areas for improvement and proficiency, and provide performance feedback to class and individual training participants.
  • Partner with managers to assess the performance over time of employees who completed new-hire and ongoing training programs.
  • Deliver training programs to other areas of the Accident & Health Division.
  • Perform other related duties as needed to fulfill the Human Resources team's mission and goals.
Desired Qualifications
  • Prior experience with Workday or Sana learning management systems is preferred.
  • Prior experience in the insurance or financial industry is preferred.
Crum & Forster Insurance

Crum & Forster Insurance

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Crum & Forster is a property, casualty, accident and health insurer offering specialty coverage and related risk services. Its businesses underwrite products for organizations, industries and individuals with needs that may not fit standard insurance markets, supported by claims and loss-control teams. The company distributes through brokers, agents and program relationships and is part of Fairfax Financial Holdings. Its operating identity spans specialized underwriting, policy administration and claims rather than functioning as an insurance comparison site or retail agency.

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