Senior Leadership Development Specialist

Crum & Forster Company Overview

Crum & Forster (C&F), with a proud history dating to 1822, provides specialty and standard commercial lines insurance products through our admitted and surplus lines insurance companies. C&F enjoys a financial strength rating of "A" (Excellent) by AM Best and is proud of our superior customer service platform. Our claims and risk engineering services are recognized as among the best in the industry.

Our most valuable asset is our people: more than 2000 employees in locations throughout the United States. The company is increasingly winning recognition as a great place to work, earning several workplace and wellness awards, including the 2024 Great Place to Work Award for our employee-first focus and our steadfast commitment to diversity, equity and Inclusion.

C&F is part of Fairfax Financial Holdings, a global, billion dollar organization. For more information about Crum & Forster, please visit our website:

Reporting to the Senior Manager of Leadership Development, this role plays a pivotal part in shaping the leadership and talent development landscape at Crum & Forster (C&F).

As a Senior Leadership Development Specialist, you will be responsible for creating, running, and improving development programs that help employees grow, build strong leadership skills, and support C&F’s overall talent development goals. We’re looking for a team player who takes action and can enhance company-wide development efforts to boost employee engagement, performance, and business success.

This is an exciting opportunity for someone with a passion for talent development to make a tangible impact within a culture that champions innovation, collaboration, and continuous learning. C&F offers a dynamic hybrid work environment that blends flexibility with in-person collaboration—empowering you to thrive while fostering strong, meaningful connections with your team.

What you will do for C&F:

• Help design and improve leadership programs across the company. Work with the Senior Manager of Leadership Development to create programs that help mid- to senior-level leaders.
• Take the lead on improving our employee development and mentoring programs. Make changes that boost their impact, improve how we track results, and help us see what’s working.
• Create and share tools like training guides, toolkits, and communication materials that help employees and managers use our performance management system more effectively.
• Collaborate with leaders from different teams to build and launch a training series that teaches employees how our business works and how they can grow their careers here.
• Team up with the LMS (Learning Management System) group to manage programs like mentoring, onboarding for new leaders, job shadowing, and internships.
• Use data to measure how well our programs are working. Create reports and work with the Talent & Org Development and HR teams to keep making things better.

What you will bring to C&F:

• 3+ required/5+ years of professional experience preferred in leadership development, talent management, learning & development, project/program management, or a related HR function.
• Strong project management and organizational skills, with the ability to drive multiple initiatives simultaneously.
• Ability to influence and engage stakeholders across all levels of the organization, leveraging strong verbal and written communication skills.
• A collaborative mindset and problem-solving skills to develop innovative, scalable leadership development solutions.
• Proficiency in learning technologies, instructional design, and performance management processes is highly preferred.
• Demonstrated success in program design and implementation of enterprise-wide development initiatives is preferred.
• A Bachelor’s degree is required; an advanced degree or relevant certification (e.g., CPTD, SHRM-CP/SCP) is a plus.

• Competitive compensation package
• Generous 401K employer match
• Employee Stock Purchase plan with employer matching
• Generous Paid Time Off
• Excellent benefits that go beyond health, dental & vision. Our programs are focused on your whole family’s wellness, including your…