Full-Time

Field Sales Executive

Trustmark

Trustmark

1,001-5,000 employees

Voluntary benefits and self-funded health plans

Compensation Overview

$150k - $200k/yr

+ Commission

Remote in USA + 1 more

More locations: San Antonio, TX, USA

Remote

Travel up to 50% of the time, primarily but not exclusively local.

Bachelor's

Category
Sales & Account Management (1)
Required Skills
Sales
Forecasting
CRM

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Requirements
  • A bachelor's degree with 4–6 years of relevant sales experience, or a high school diploma/GED with 6–8 years of relevant sales experience.
  • An active health and life license within 90 days of hire.
  • A demonstrated record of sales success in small-group or level-funded health plans.
  • Excellent negotiation skills.
  • A strategic and consultative sales approach with the ability to build and maintain trusted broker relationships.
  • The ability to travel up to 50% of the time, primarily but not exclusively locally.
  • Excellent interpersonal and presentation skills, including the ability to confidently deliver information to large groups.
  • The ability to prioritize and manage time efficiently to complete key job accountabilities.
Responsibilities
  • Develop and grow broker relationships through regular field visits, joint selling, and ongoing engagement to increase quoting activity and new business submissions.
  • Deliver product presentations to brokers, employers, and industry partners, clearly articulating value, differentiation, and cost-containment strategies.
  • Represent the company at industry events, broker meetings, and local market activities to strengthen brand presence and generate new opportunities.
  • Maintain market expertise, including competitor positioning, pricing trends, and regulatory changes affecting the small-group segment.
  • Prospect and close new small-business medical groups using product knowledge, competitive insights, and a consultative sales approach.
  • Track and report pipeline activity in customer relationship management systems, analyze sales performance and market insights, and inform strategy and forecasting.
  • Partner with underwriting, client management, and marketing to ensure a seamless experience from quote to implementation.
Desired Qualifications
  • Experience with Dynamics customer relationship management software.

Trustmark provides employee benefits services nationwide, focusing on voluntary benefits, self-funded health plan design and administration, and wellness programs. Its products include Trustmark Voluntary Benefits (life, hospital, accident, disability, and critical illness) with employee education and communications support; Trustmark Small Business Benefits offering level-funded or self-funded health plans for small to mid-size employers with simplified underwriting; and HealthFitness wellness and prevention programs. It differentiates itself by combining national scale with personalized service and long-term relationships, giving smaller employers access to benefits typically available to large companies, along with education resources to improve understanding and utilization. Its goal is to help people and businesses thrive by providing practical benefit options, comprehensive plan administration, and wellness programs.

Company Size

1,001-5,000

Company Stage

N/A

Total Funding

N/A

Headquarters

Lake Forest, Illinois

Founded

1991

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Simplify Jobs

Simplify's Take

What believers are saying

  • AM Best affirmed Trustmark’s A rating with stable outlook on April 24, 2026.
  • Cariloop access for new life policies began March 1, 2025, improving stickiness.
  • Q1 2026 net income reached $56.1 million, showing operating momentum and capital generation.

What critics are saying

  • Trustmark National Bank’s 2021 redlining consent order ended in May 2025 after penalties.
  • Trustmark’s 2024 insurance-agency sale reduced diversification and concentrated earnings in benefits and banking.
  • Healthcare networks and caregiving add-ons are crowded; Cariloop and Healthcare Highways face faster imitators.

What makes Trustmark unique

  • Trustmark pairs voluntary benefits with small-business health plans and self-funded administration.
  • Its 2025 Healthcare Highways deal broadens regional network access in Texas, Louisiana, Oklahoma.
  • Leadership depth strengthened with Erik Braun, Erich Sternberg, and John Anderson in 2025-2026.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Health Savings Account/Flexible Spending Account

401(k) Retirement Plan

Wellness Program

Company News

Business Wire
Mar 16th, 2026
Erik Braun joins Trustmark as CFO after growing Kuvare premiums from $46M to $7B

Trustmark Mutual Holding Company has appointed Erik Braun as Chief Financial Officer and Treasurer, effective immediately. Braun succeeds Phil Goss, who is retiring after 18 years with the company and will remain through end-2026 to support the transition. Braun brings over 20 years of finance experience in insurance and financial services. He joins from Kuvare Holdings, where he spent nine years, serving as Corporate Controller before becoming CFO in 2024. At Kuvare, he helped grow premiums from $46 million to over $7 billion through acquisitions and integration of multiple carriers. Goss joined Trustmark in 2008 and became CFO in 2010. Under his leadership, the company received an upgraded AM Best rating to A (Excellent) in 2023.

Associated Press
Jan 20th, 2026
Trustmark appoints Nancy Harris and Terry Shaw to board of directors

Trustmark Mutual Holding Company has appointed Nancy Harris and Terry Shaw to its board of directors. Harris is the retired Executive Vice President and Managing Director of North America at Sage Group PLC, where she oversaw a $1 billion revenue business with 2,500 employees across the US and Canada. She currently serves on the board of Intapp, Inc. Shaw is the retired President and CEO of AdventHealth, one of America's largest faith-based healthcare organisations. During his eight-year tenure as CEO, he helped double the organisation's annual revenue and expand its workforce to 97,000 employees. Trustmark Chairman David Weick said the appointments would bring valuable strategic vision and expertise to the board as the company navigates technological change and evolving customer expectations.

Yahoo Finance
Sep 4th, 2025
Erich Sternberg Joins Trustmark as President of Voluntary Benefits and Chief Strategy Officer

Erich Sternberg joins Trustmark as President of Voluntary Benefits and Chief Strategy Officer.

Business Wire
Mar 3rd, 2025
Trustmark Mutual Holding Company Names John Anderson President & CEO, Completing Planned Leadership Transition

Anderson succeeds Kevin Slawin, who has retired after more than six years as Trustmark CEO.

Business Wire
Nov 7th, 2024
Trustmark Acquires Enroll For Life[TM] Technology Platform

Trustmark has successfully partnered with iOpt LLC and used this technology on select permanent life case enrollments since 2022.