Lake Forest, Illinois, United States · Hybrid
$80k–$100k/yr
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 e…
Skills: Sales, Negotiation, Consultative Selling, Broker Relationships, Market Expertise
Russells Point, Ohio, United States · On-site
$50k–$56k/yr
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Injury prevention, Exercise physiology, Kinesiology, Athletic training, Physical therapy assistance
San Antonio, Texas, United States · Remote OK
$80k–$100k/yr
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 e…
Skills: Consultative Selling, Broker Relationship Management, Negotiation, Product Presentation, Market Analysis
Anna, Ohio, United States · On-site
$14/hr–$15/hr
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Lifeguarding, CPR, AED, First Aid, Customer service
East Liberty, Ohio, United States · On-site
$17/hr–$22/hr
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Personal training, Group exercise instruction, Fitness assessment, Exercise prescription, Facility supervision
Bloomfield, Connecticut, United States · On-site
$19/hr–$23/hr
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Fitness coaching, Exercise instruction, Fitness assessment, Wellness programming, Customer service
Spencer, Indiana, United States · On-site
$13/hr–$15/hr
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Customer service, Communication, CPR, AED, First aid
Juno Beach, Florida, United States · On-site
$13/hr–$15/hr
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Exercise Floor Supervision, Customer Service, Facility Maintenance, Emergency Medical Procedures, Equipment Instruction
Richmond, Virginia, United States · On-site
$25/hr–$30/hr
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Group exercise instruction, Dance, Kickboxing, Step aerobics, Boot camp
Burlington, Wisconsin, United States · On-site
$15/hr–$16/hr
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Customer service, Sales, Relationship building, Communication skills, Lead generation
McLean, Virginia, United States · On-site
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Massage therapy, Sports massage, Chair massage, Body treatments, Communication skills
Clermont, Florida, United States · On-site
$20/hr–$22/hr
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Group exercise instruction, HIIT, Dance, Kickboxing, Step aerobics
Rochester Hills, Michigan, United States · On-site
$30/hr–$35/hr
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Group exercise instruction, Aquatic fitness, Dance, Kickboxing, Step aerobics
Bentonville, Arkansas, United States · On-site
$16/hr–$17/hr
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Fitness instruction, Customer service, Equipment maintenance, Safety monitoring, Interpersonal communication
Chicago, Illinois, United States · On-site
$17/hr–$19/hr
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Fitness floor supervision, Customer service, Equipment safety, Facility maintenance, Emergency medical procedures
Alexandria, Virginia, United States · On-site
$14/hr–$16/hr
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Fitness instruction, Exercise prescription, Fitness testing, Customer service, Interpersonal communication
Delhi, Minnesota, United States · On-site
$11/hr–$15/hr
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Cleaning, Sanitation, Maintenance, Laundry, Customer service
Burlington, Wisconsin, United States · On-site
$12/hr–$14/hr
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Child care, Customer service, CPR, AED, First aid
Bath, Maine, United States · On-site
$64k–$68k/yr
HealthFitness, a Trustmark company, is a proven leader in providing fitness solutions that engage and connect people both on-site and online, to create a strong community of health. Our work focuses on creating meaningfu…
Skills: Athletic training, Ergonomic evaluation, Injury prevention, Musculoskeletal assessment, Movement efficiency
Lake Forest, Illinois, United States · Hybrid
$19/hr–$27/hr
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 e…
Skills: Proposal preparation, Case file management, Data accuracy, Reporting, Underwriting support
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The Regional Sales Executive is responsible for driving new business growth and strengthening broker relationships within the small business segment. This role involves regular field visits, joint selling, and delivering product presentations to brokers and employers.
Candidates must have 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 is required within 90 days of hire, along with a demonstrated record of sales success in small group health plans.
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 driving new business growth and strengthening broker relationships within the small business segment (typically 5 - 100 employees) in a designated territory. Has high visibility and consistent presence in the market to build and grow broker relationships and drive sales. Combines market expertise, consultative selling, and strong field presence to position our medical insurance solutions as the preferred choice for brokers and their employer clients.Develop and grow broker relationships through regular field visits, joint selling, and ongoing engagement to increase quoting activity and new business submissions. Deliver compelling 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 deep market expertise, including competitor positioning, pricing trends, and regulatory changes impacting the small‑group segment.
Prospect and close new small‑business medical groups, leveraging product knowledge, competitive insights, and a consultative sales approach.
Track and report pipeline activity in CRM; analyze sales performance, and market insights to inform strategy and forecasting.
Partner with underwriting, client management, and marketing to ensure a seamless experience from quote to implementation.
Education & Licensure:
Bachelor’s Degree with 4 - 6 years relevant sales experience OR High School Diploma/GED with 6 - 8 years relevant sales experience.
Active health and life license within 90 days of hire.
Sales Record & Approach
Demonstrated record of sales success in small group or level-funded health plans.
Excellent negotiation skills.
Strategic and consultative sales approach with proven ability to build and maintain trusted broker relationships.
Ability to travel up to 50% of the time, primarily but not exclusively local.
Other Skills:
Communication: excellent interpersonal and presentation skills, including the ability to comfortably and confidently deliver information to large groups.
Time Management: Ability to prioritize and manage time efficiently to ensure all key job accountabilities are completed.
Dynamics CRM experience.
The total compensation for this role is $150,000 - $200,000 plus 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 commission. 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
Come join a team at Trustmark that will not only utilize your current skills but will enhance them as well. Trustmark benefits include 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.
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.
HealthFitness designs and manages fitness solutions for leading companies and organizations.
HealthFitness, a Trustmark company, designs and manages comprehensive fitness solutions for leading companies and organizations. With a nationwide team of more than 3,000 professionals, we focus on building trusted relationships, meaningful connections, and active communities of health and fitness within each client’s population. We engage and connect people both on-site and online, creating a strong community and sense of belonging. We serve more than 180 clients at 400 sites nationwide, spanning corporate employers, commercial real estate, medical fitness facilities, community organizations and colleges. For 51 years, we have been committed to supporting the health and wellbeing of organizations and their people. With a 94% client satisfaction rate, a 95% client retention rate and an average client tenure of 10 years, we take pride in our lasting partnerships. Today, we have the privilege of caring for more than 1 million participants, empowering them on their personal health journeys. Parent company Trustmark provides a full spectrum of employee benefits to improve wellbeing through better health and greater financial security. For more information on HealthFitness, visit www.healthfitness.com.
Offices: 400 Field Drive, Lake Forest, IL 60045, US
HealthFitness designs and manages fitness solutions for leading companies and organizations.
HealthFitness, a Trustmark company, designs and manages comprehensive fitness solutions for leading companies and organizations. With a nationwide team of more than 3,000 professionals, we focus on building trusted relationships, meaningful connections, and active communities of health and fitness within each client’s population. We engage and connect people both on-site and online, creating a strong community and sense of belonging. We serve more than 180 clients at 400 sites nationwide, spanning corporate employers, commercial real estate, medical fitness facilities, community organizations and colleges. For 51 years, we have been committed to supporting the health and wellbeing of organizations and their people. With a 94% client satisfaction rate, a 95% client retention rate and an average client tenure of 10 years, we take pride in our lasting partnerships. Today, we have the privilege of caring for more than 1 million participants, empowering them on their personal health journeys. Parent company Trustmark provides a full spectrum of employee benefits to improve wellbeing through better health and greater financial security. For more information on HealthFitness, visit www.healthfitness.com.
Offices: 400 Field Drive, Lake Forest, IL 60045, US
