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lead health benefits consultant Wisconsin

7 lead health benefits consultant jobs found

TruStage
09/19/2026  
Consultant I, Compliance (Hybrid)
At TruStage, we’re on a mission to make a brighter financial future accessible to everyone.  We put people first, and work hand in hand with employees and customers to create a diverse and inclusive environment. Passionate about building insurance and financial services solutions, we push the boundaries of what’s possible. We need you to help us shape what’s next. You’ll be encouraged to share your experiences, ideas and skills to help others take control of their financial future. Join a team that has received numerous awards for being a top place to work: TruStage awards and recognition Job Purpose:   This position is responsible for delivering high quality compliance services to clients. Services include research, analysis and training/education on compliance issues in order to meet our business objectives. This role is also responsible for collaborating, educating and advising our business partners on risk identification and mitigation strategies....
TruStage Madison, WI Full Time
R&R Insurance
10/21/2026  
Employee Benefits Sales Executive
What You’ll Do Build and grow a profitable Employee Benefits book of business through consultative, relationship-based selling Develop trusted advisor relationships with business owners, HR leaders, and executive decision-makers Prospect strategically through networking, referrals, centers of influence, and targeted outreach Deliver customized benefit strategies across medical, dental, vision, life, disability, and ancillary lines Lead client conversations around plan design, cost containment, compliance, and employee engagement Collaborate closely with internal service, analytics, and consulting teams to deliver a high-touch client experience Represent R&R in the marketplace as a knowledgeable, credible Employee Benefits expert What Sets You Apart Experience selling Employee Benefits in an agency, brokerage, or consulting environment Strong sales instincts paired with a consultative, relationship-first approach Ability to communicate complex...
R&R Insurance Waukesha, WI Full Time
R&R Insurance
10/21/2026  
Account Manager - Employee Benefits
Employee Benefits Account Manager (Experienced) What You'll Do As an Experienced Employee Benefits Account Manager, you'll serve as the primary day-to-day partner for your clients, helping them navigate renewals, resolve complex service needs, and better understand their benefit plans. Working closely with consultants, carriers, and internal teams, you'll build trusted relationships through proactive communication, dependable follow-through, and the high-touch service experience R&R is known for.   This is an opportunity to join a collaborative team where experienced professionals are empowered to build lasting client relationships, solve complex challenges, and deliver exceptional service every day. Client Relationship & Service Management Independently manage a book of fully insured and self-funded employee benefits clients. Serve as the primary point of contact for assigned clients, building trusted relationships and delivering responsive,...
R&R Insurance Waukesha, WI Full Time
R&R Insurance
10/21/2026  
Account Manager - Employee Benefits
Employee Benefits Account Manager (Experienced) What You'll Do As an Experienced Employee Benefits Account Manager, you'll serve as the primary day-to-day partner for your clients, helping them navigate renewals, resolve complex service needs, and better understand their benefit plans. Working closely with consultants, carriers, and internal teams, you'll build trusted relationships through proactive communication, dependable follow-through, and the high-touch service experience R&R is known for.   This is an opportunity to join a collaborative team where experienced professionals are empowered to build lasting client relationships, solve complex challenges, and deliver exceptional service every day. Client Relationship & Service Management Independently manage a book of fully insured and self-funded employee benefits clients. Serve as the primary point of contact for assigned clients, building trusted relationships and delivering responsive,...
R&R Insurance Waukesha, WI Full Time
Sentry
10/12/2026  
Powersports and Motorcycle Sales Manager
We're seeking a high performing, goal driven Powersports and Motorcycle Sales Manager to lead new business growth in our Powersports division. This role focuses on developing and managing relationships with specialty and independent insurance agents as well as affinity groups, driving profitable growth and expanding market presence.   The ideal candidate is a competitive self-starter who thrives working independently, consistently exceeds sales goals, and knows how to build strategic partnerships that deliver results. The exact territory for this role will be decided based on the location of the individual selected for the opportunity.   What You’ll Do   As the Powersports and Motorcycle Sales Manager, you will prospect, develop and maintain motorcycle focused accounts for new business production.  Additionally, you will:   Manage the assigned US territory and/or have areas of responsibility assigned that are countrywide such as new business development of...
Sentry Madison, WI Full Time
Sentry
09/14/2026  
Occupational Safety Internship Summer 2027
In this internship, you'll gain hands-on experience and work with a mentor to learn all about Risk Control/Occupational Safety, and network with leadership at social events. Here at Sentry, we value real work experience for our interns. We offer not only an internship, but an experience for students to get a head start on their careers, early on. With the safety services internship, you will work with a mentor to learn how safety services play a vital role in the company’s success. You will also get opportunities to network by attending diverse social events and meeting leadership in multiple areas.  What You’ll Do As a Risk Control/Occupational Safety intern, you’ll gain hands-on safety and insurance experience. Here’s a look at what you’ll be doing: Partner with experienced safety consultants across multiple Sentry business units to learn the ropes of risk control. Conduct safety walkthroughs and facility inspections across diverse industries, including property,...
Sentry Stevens Point, WI Full Time
Markel
09/12/2026  
Associate Underwriter
What part will you play? If you’re looking for a place where you can make a meaningful difference, you’ve found it. The work we do at Markel gives people the confidence to move forward and seize opportunities, and you’ll find your fit amongst our global community of optimists and problem-solvers. We’re always pushing each other to go further because we believe that when we realize our potential, we can help others reach theirs. Join us and play your part in something special! Come join our growing team, underwriting E&S Homeowners business countrywide! Seeking a candidate who enjoys providing creative solutions for our partners, embraces technology and is constantly thinking of a better way to do things. The ideal applicant works well in a team-oriented environment, is able to manage their time appropriately to ensure all deadlines and expectations are met, can work efficiently through tasks, can effectively build and maintain relationships by utilizing a strong set of soft...
Markel Milwaukee, WI Full Time

 

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