Regional Sales Director, NYC & Metro Leadership

About the Role

The Regional Sales Leader plays a critical role in advancing Trustmark’s growth vision by leading, developing, and challenging Regional Sales Directors and/or Regional Sales Representatives, while also personally producing within an assigned territory. This role is responsible for executing the annual sales plan in alignment with Trustmark’s broader business strategy and for helping shape a high‑performing, consultative sales organization built for long‑term success.

Trustmark is intentionally evolving—expanding its product portfolio, strengthening its distribution capabilities, and investing in the people, processes, and partnerships that will fuel sustainable growth. As a result, this role goes beyond managing results; it is about building leaders, elevating performance standards, and creating the conditions for consistent excellence across the region.

This position is designed for a hands‑on, growth‑minded leader who leads by example, believes in coaching and accountability, and takes pride in helping others become the best version of themselves. Success in this role comes from the ability to inspire trust, teach consultative selling skills, challenge assumptions, and create a culture where high expectations are matched with strong support and development.

Increases new business sales through establishing strong, consultative partnerships with major worksite and voluntary benefit distributors to include brokers, agents, financial planners, consultants, and employees within Trustmark. Customers typically include hospitals, medical centers, manufacturing, public entities, services, warehousing, and wholesale trade who want to offer their stable workforce a comprehensive benefit solution. Activities will include learning and staying informed on health care trends, market intelligence and product information for all product solutions within voluntary benefits;

establishing, updating and managing target account lists and pipeline management; following a comprehensive sales process that will include marketing programs, educational seminars, customer needs analysis meetings, presentations to develop new and expand existing accounts; managing both external and internal stakeholders throughout the sales process and contributing to sales planning, forecasting and product development.

• Achieve annual new business sales, net growth & reenrollment objectives as assigned:
• Demonstrate the value proposition to distribution partners.
• Direct and manage the acquisition process by establishing priorities with sales support team and serving as a liaison between producers and customers to maximize sales efforts.
• Proactively develop and maintain an effective relationship with Sales Implementation, Key Account Managers, Case Underwriting & Marketing.
• Prospecting:
• Generate new business opportunities by leveraging existing relationships, prospecting new relationships, conducting market analysis and cold calling channel distributors.
• Partner with marketing and product development in developing programs to educate the network channel on Trustmark value proposition to create demand in the marketplace.
• Partner with distribution channel to identify new sales opportunities, influence the RFP design, and develop solutions that will secure new business.
• Reporting & Analytics
• Monitor and report on competition to evaluate Trustmark’s position in the marketplace.
• Actively utilize  for activity reporting, forecasting, business requests, workflow management, travel bookings and expense reporting.
• Provide monthly reports of pipeline, forecasts and metrics using Salesforce automation tool.
• Other duties as needed/assigned.

• 5 years of Voluntary product sales or equivalent work experience
• Consultative sales experience required.
• Experience generating and analyzing reports to enhance sales or customer experience.
• Excellent oral & written communication skills; persistent and patient in endeavoring to fully understand customer/producer needs and offer valuable information and solutions.
• Ability to work independently, make good decisions consistent with divisional objectives and in a timely manner,…