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