Director of Sales Enablement - Remote Growth Leader

Trustmark; Hartford (CT); Remote; USD 92,000 - 133,000; Full time

Benefits offered by this job

Health/dental/vision

Life insurance

FSA and HSA

401(k) plan

Employee Assistance Program

Back-up Care for Children

Adults and Elders

Wellness initiatives

Wellness program

Job summary

Trustmark is seeking an experienced Sales Enablement Leader to equip the sales organization with training, tools, insights, and processes to drive growth in the level-funded health insurance market. You will partner with Sales, Client Management, Product, Marketing, Underwriting, and Operations to improve sales effectiveness and streamline workflows.

The role requires 8+ years in sales enablement or related fields within health insurance, strong communication and data analysis skills, and

Qualifications

• 8+ years in sales enablement, sales operations, project management, training, or related roles in health insurance.
• Experience in a carrier, TPA, or benefits consulting environment.
• Background in project management or process improvement including data analysis.
• Experience working with brokers, employer groups, or carrier sales teams.
• Excellent communication, facilitation, and presentation skills.
• Proficiency with CRM systems, LMS, and data visualization tools.

Responsibilities

• Analyze sales performance data and report trends across regions, segments, and CRM.
• Lead or support projects to improve sales productivity, persistency, and broker engagement.
• Develop and maintain onboarding and training programs for sales and client management.
• Coordinate market events including Sales Summit and leadership meetings.
• Support change management for new systems, processes, or GTM strategies.

Skills

Communication

Facilitation

Presentation skills

Strategic thinking

Execution discipline

Data-driven decisions

Cross-functional collaboration

Organizational skills

Project management

Influence without authority

Education

Bachelor’s Degree

Tools

CRM systems

Learning Management Systems

Data visualization tools

Job description

Trustmark is seeking an experienced Sales Enablement Leader to equip the sales organization with training, tools, insights, and processes to drive growth in the level-funded health insurance market. You will partner with Sales, Client Management, Product, Marketing, Underwriting, and Operations to improve sales effectiveness and streamline workflows.

The role requires 8+ years in sales enablement or related fields within health insurance, strong communication and data analysis skills, and