Director, Sales Enablement

Posted Yesterday
Be an Early Applicant
4 Locations
In-Office or Remote
92K-133K Annually
Senior level
Insurance
The Role
Leads sales enablement for the level-funded health insurance market by analyzing sales performance, delivering actionable insights, improving productivity, developing onboarding and training programs, coordinating sales and broker events, and supporting change management. Partners cross-functionally with Sales, Client Management, Product, Marketing, Underwriting, and Operations to strengthen sales effectiveness, customer retention, broker engagement, and market competitiveness.
Summary Generated by Built In

Trustmark’s mission is to improve wellbeing – for everyone. It is a mission grounded in a belief in equality and born from our caring culture. It is a culture we can only realize by building trust. Trust established by ensuring associates feel respected, valued and heard. At Trustmark, you’ll work collaboratively to transform lives and help people, communities and businesses thrive. Flourish in a culture of diversity and inclusion where appreciation, mutual respect and trust are constants, not just for our customers but for ourselves. At Trustmark, we have a commitment to welcoming people, no matter their background, identity or experience, to a workplace where they feel safe being their whole, authentic selves. A workplace made up of diverse, empowered individuals that allows ideas to thrive and enables us to bring the best to our colleagues, clients and communities.

About the role

Responsible for equipping the sales organization with the training, tools, insights, and processes needed to drive growth in the level-funded health insurance market. Partners closely with Sales, Client Management, Product, Marketing, Underwriting, and Operations to improve sales effectiveness, execute on strategy, streamline workflows, and ensure the field is prepared to sell and retain business.

Key Accountabilities:

  • Analyze sales performance data and provide reporting to identify trends and opportunities across regions, states, sales consultants, segments, products, and CRM platform. Provide actionable insights as a result of data analysis.
  • Lead or support strategic projects that improve sales productivity, persistency, and customer relationships, broker engagement, or market competitiveness.
  • Assist with developing and maintaining onboarding and training programs for new and existing sales and client management associates.
  • Help coordinate and plan market events, annual Sales Summit, leadership meetings, and broker/MGA councils.
  • Support change management efforts for new systems, processes, or go to market strategies.

Minimum Requirements:

  • 8+ years of experience in sales enablement, sales operations, project management, training, or related roles within health insurance or employee benefits.
  • 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, learning management systems, and data visualization tools.
  • Strategic thinking with strong execution discipline.
  • Data driven decision making.
  • Cross functional collaboration.
  • Strong organizational and project management skills.
  • Ability to influence without authority.

Preferred:

  • Bachelor’s Degree

    The compensation range for this role is (based on the corporate location in Lake Forest, Illinois):

    $92,359.68 - $133,409.90 per year

    The final salary offer will be determined based on factors such as location, qualifications, experience, skill set, and other relevant factors. This position may also be eligible for bonus. We understand that compensation is an important factor when considering a new opportunity, and we strive to provide a competitive salary within the market.

    Brand: Trustmark

    In addition to compensation, we offer a comprehensive benefits package that includes: Health/dental/vision, life insurance, FSA and HSA, 401(k) plan, Employee Assistant Program, Back-up Care for Children, Adults and Elders and many health and wellness initiatives. We also offer a Wellness program that enables employees to participate in health initiatives to reduce their insurance premiums.  For questions about compensation and benefits, please speak to the Recruiter if you decide to apply and are selected for an interview.

    Trustmark is committed to leveraging the talent of a diverse workforce to create great opportunities for our people and our business.  We are an equal opportunity employer, including disability and protected veteran status.

    Skills Required

    • 8+ years of experience in sales enablement, sales operations, project management, training, or related roles within health insurance or employee benefits
    • Experience in a carrier, third-party administrator, 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, learning management systems, and data visualization tools
    • Strategic thinking with strong execution discipline
    • Data-driven decision-making skills
    • Cross-functional collaboration skills
    • Strong organizational and project management skills
    • Ability to influence without authority
    • Bachelor's degree
    Am I A Good Fit?
    beta
    Get Personalized Job Insights.
    Our AI-powered fit analysis compares your resume with a job listing so you know if your skills & experience align.

    The Company
    HQ: Lake Forest, IL
    1,457 Employees

    What We Do

    Trustmark is a national employee benefits company offering specialized expertise in voluntary benefits, self-funded health benefit plan design and administration, and employee health and fitness programs that drive results through human and virtual connection. Trustmark offers employers access to benefit options usually reserved for large companies, combined with the personal service you’d expect from a small company. Trustmark’s commitment to building long-term, trusted relationships helps people and businesses thrive. • Trustmark Voluntary Benefits provides valuable life, hospital, accident, disability and critical illness insurance designed to fit changing needs based on life stage or financial priorities. Trustmark helps educate employees and provides resources to help communicate the value of benefits and other important company initiatives. To learn more, visit TrustmarkVB.com. • Trustmark Health Benefits is a total benefits solution for mid-sized and large self-funded employers. As one of the nation’s largest independent benefits administrators, we help our clients manage costs without compromising care by offering innovative solutions, flexibility, and complete data transparency for our clients. To learn more, visit TrustmarkHB.com. • Trustmark Small Business Benefits® level-funded solutions allow small to mid-size employers to provide affordable health benefits to employees. Available to groups with five or more employees along with simplified underwriting for 51 or more enrolled employees, our comprehensive self-funded plan designs and services help empower clients to be smarter healthcare consumers. To learn more, visit TrustmarkSB.com. • HealthFitness is a comprehensive wellbeing provider that delivers wellness, fitness and injury prevention programs. To learn more, visit Healthfitness.com.

    Similar Jobs

    Remote
    USA
    22 Employees

    Microsoft Logo Microsoft

    Senior Director, Sales Strategy Enablement

    Software • Quantum Computing • Metaverse • Infrastructure as a Service (IaaS)
    In-Office or Remote
    2 Locations
    206870 Employees
    156K-304K Annually

    Microsoft Logo Microsoft

    Director Of Sales

    Software • Quantum Computing • Metaverse • Infrastructure as a Service (IaaS)
    Remote
    United States
    206870 Employees
    131K-272K Annually

    o9 Solutions Logo o9 Solutions

    Senior Director, Sales Enablement

    Digital Media • Software • Analytics
    In-Office or Remote
    50 Locations
    920 Employees
    170K-233K Annually

    Similar Companies Hiring

    Alaffia Health Thumbnail
    Payments • Machine Learning • Insurance • Healthtech • Artificial Intelligence
    New York, NY
    59 Employees
    MassMutual India Thumbnail
    Big Data • Fintech • Information Technology • Insurance • Financial Services
    Hyderabad, Telangana
    Granted Thumbnail
    Artificial Intelligence • Healthtech • Insurance • Mobile • Financial Services
    New York, New York
    23 Employees

    Sign up now Access later

    Create Free Account

    Please log in or sign up to report this job.

    Create Free Account