Director, Learning & Development

About GAINSCO

Founded in 1978, GAINSCO offers property and casualty insurance with an emphasis on non-standard personal auto policies. It serves drivers nationwide by providing minimum-limits personal auto coverage, making insurance more accessible to a broader market. In 2020, State Farm Mutual Automobile Insurance Company acquired GAINSCO, Inc. and its subsidiaries, making a significant milestone that strengthened GAINSCO’s ability to grow and expand its reach in the personal auto industry market while continuing to build on its decades of specialized expertise.

Join a team that is dedicated to supporting your professional growth and long-term success.

Who We Are

At GAINSCO, we are a team driven by passion, creativity, and a commitment to excellence. We celebrate achievements, encourage innovative thinking, and recognize the unique strengths each person brings. Our people truly set us apart.

GAINSCO is seeking a Director of Learning & Development (L&D) to lead enterprise-wide learning strategy and execution. This is a strategic leadership role responsible for building scalable leadership development, professional development, and organizational development programs that drive performance, engagement, and growth. You’ll serve as a trusted advisor to senior leaders while championing a culture of continuous learning across the company.

What does the Director, Leadership Development do at GAINSCO?

• Build and execute a company-wide L&D strategy aligned to business priorities and talent needs.
• Design and scale leadership development programs for front-line, mid-level, and senior leaders.
• Oversee content creation and curation across digital, in-person, and blended learning experiences.
• Evaluate and implement learning technologies and platforms to improve delivery and measurement.
• Lead, develop, and coach a high-performing L&D team through clear goals, mentorship, and growth planning.
• Partner with executives to identify leadership capability gaps and develop targeted learning solutions.
• Collaborate across HR and business teams to support succession planning, internal mobility, and career pathing.
• Serve as a thought leader in change management, engagement, and culture-building.
• Establish learning metrics and KPIs that demonstrate effectiveness, impact, and ROI.
• Manage relationships with vendors, consultants, and content providers.
• Own the L&D budget, ensuring cost-effective delivery, resourcing, and investment decisions.
• Ensure enterprise compliance training requirements are met (including annual compliance training).
• Lead internal communications related to learning programs and development opportunities.
• Support company-wide engagement initiatives (e.g., culture committee, engagement surveys).

What is required?

Education:

• Bachelor's degree is required, Instructional Design, Organizational Development, HR, or related field preferred.

Certifications:

• Certification in leadership coaching, facilitation, or assessments is preferred.

Experience:

• 12+ years of progressive experience in Learning & Development.
• 5+ years of experience leading, managing, and developing teams.
• Experience using talent assessment tools such as Korn Ferry, 360 assessments, or similar instruments to support development strategies.
• Demonstrated success leading enterprise-wide skills transformation efforts, embedding learning into business strategy, and strengthening leadership capability across the organization.
• Proven experience in executive-level facilitation, leadership development, and delivering measurable business impact through learning initiatives.

Other skills and abilities:

• Strong strategic mindset and business acumen—aligns learning solutions to organizational goals.
• Deep expertise in adult learning principles, instructional design, and leadership development.
• Strong people leadership—builds capability through coaching, mentoring, and performance management.
• Executive-level communication and facilitation skills; strong stakeholder management.
• Proficiency with learning systems and tools (e.g., LMS platforms like UKG Pro or Absorb, eLearning tools, MS Teams).

What else do you need to know?

• Hybrid
• Excellent benefits package: medical & dental, vision insurance, life insurance, short-term and long-term disability insurance
• Parental Leave Policy
• 401K + Company Match
• PTO Plan + Paid Company determined Holidays

**Applicants are required to be eligible to lawfully work in the U.S. immediately; employer will not sponsor applicants for U.S. work authorization (e.g. H-1B visa) for this opportunity**

All offers are contingent upon a successful background investigation (including employment, education, criminal and DMV verification- when applicable) and a pre-employment drug test with results satisfactory to GAINSCO.

GAINSCO is an Equal Employment Opportunity Employer

Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights notice from the Department of Labor.