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benefits specialist Wisconsin

45 benefits specialist jobs found

Sentry
09/24/2026  
Transition Services Specialist - 401K
Our 401K team is looking for a Transition Service Specialist to help aide the cancellation or discontinuance of plans. This individual will coordinate the cancellation or discontinuance to a new provider of plans following established procedures and contractual provisions while maintaining compliance with applicable IRS and/or DOL regulations. What You'll Do    Process the cancellation of plans for contracts, including investment-only contracts. Communicate with employers throughout the plan termination process Ensure that contract and service agreement requirements are met and that assets are distributed in a timely manner as elected by the contract-holder, plan participants, and the contract Makes the system needed changes to ensure that sales credits, contract counts, and service commitments are properly completed or closed out   Additionally, you will:   Work closely with Client Services Team Check for complex processes such as 5500 fund preparation,...
Sentry Stevens Point, WI Full Time
Sentry
09/24/2026  
Executive Assistant
Our Executive Assistants work closely with our executives to ensure that day-to-day operations run smoothly. In this role, you will oversee impactful projects and become deeply involved in the business. This role performs anticipatory and comprehensive administrative and executive support related tasks for assigned executive(s). What You'll Do As an Executive Assistant, you will: Develop and maintain a superior level knowledge of the business area(s) you support. Leverage knowledge of the business unit strategic plans in supporting assigned executive(s).   Proactively manage complex calendars, coordinate travel, and handle end-to-end meeting logistics—ranging from routine scheduling, room reservations and catering to large-scale, multi-day events. Relieve assigned leadership of routine and administrative details by maintaining a thorough knowledge of the leader’s work and anticipating the needs and priorities of the assigned leader. Partner with the executives...
Sentry Stevens Point, WI Full Time
Sentry
09/23/2026  
Business Product Analyst-Personal Lines
In this role, you will work hand in hand with Business partners to document and file our products with state DOIs, as well as to help build systematic underwriting rules. As one of the largest mutual insurance companies in the US, Sentry is committed to offering coverage at a competitive price and providing outstanding service and support. To offer our customers competitive products and outstanding service it takes an effective team. This is a great opportunity to start or grow your career, while taking on new challenges to develop professionally. Bring your strong curiosity, multi-tasking skills and a “can do” attitude to this opportunity. This position can be filled as a Product Analyst or Associate Product Analyst based on the selected candidate’s related skills and experience. For this position, Sentry does not offer employment to holders of F-1, J-1, and H-1 Visas. What You'll Do As an  Associate Product Analyst,  you’ll support our business through the...
Sentry Madison, WI Full Time
Brown & Brown
09/23/2026  
Commercial Lines Account Specialist
Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers. Bridge Specialty Group is seeking a Commercial Lines Account Specialist to join our growing team in Madison, WI.   The Commercial Lines Account Specialist is an integral position in the production and service team. In this role, you will provide support for your production team and perform hands-on work with each account to ensure your team’s success. Your organization, tasks, and personal presentation have a direct impact on your team’s performance. Your team will count on you for accuracy, efficiency, and composure.   How You Will Contribute: Supports Account Managers, Producers, and other internal employees to ensure ARMR client expectations and standards are upheld  Processes changes, as needed, checking for consistency and documenting in ARMR’s management system (Applied Epic)  Builds...
Brown & Brown Madison, WI Full Time
Bridge Specialty Group
09/22/2026  
Commercial Lines Account Specialist
Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers. Bridge Specialty Group is seeking a Commercial Lines Account Specialist to join our growing team in Madison, WI.   The Commercial Lines Account Specialist is an integral position in the production and service team. In this role, you will provide support for your production team and perform hands-on work with each account to ensure your team’s success. Your organization, tasks, and personal presentation have a direct impact on your team’s performance. Your team will count on you for accuracy, efficiency, and composure.   How You Will Contribute: Supports Account Managers, Producers, and other internal employees to ensure ARMR client expectations and standards are upheld  Processes changes, as needed, checking for consistency and documenting in ARMR’s management system (Applied Epic)  Builds...
Bridge Specialty Group Madison, WI Full Time
Sentry
09/21/2026  
Workplace Technology Engineer (Hybrid Work Model)
Workplace Technology Engineers are responsible for leading the design, implementation, and maintenance of innovative technology solutions. At Sentry, we’re more than just insurance—and we can offer you more than just a job. We want you to enjoy a career with us, where you’re in the driver’s seat of your career path with access to resources to help you succeed personally and professionally. What You’ll Do You’ll be a valuable contributor to our team. As a Sentry associate, we believe in your skills and knowledge. Your input and participation matters. You’ll have the opportunity to: Innovate: . Through use of emerging technologies, tools, and vendors you’ll have the ability to identify opportunities for innovation and improvement within the workplace technology environment. Learn: Sentry provides several resources to help you further your career and continue your personal development, including Sentry University, LinkedIn Learning, and peer-led educational sessions...
Sentry Stevens Point, WI Full Time
Sentry
09/21/2026  
Front Desk Attendant
In this role, you will provide exceptional service to all guests by assisting them in a friendly, efficient, courteous and professional manner. At The Inn at SentryWorld, our business is about people and the relationships we build. Our atmosphere is welcoming and our team is genuine, dedicated, and insightful when it comes to delivering excellent service. If you enjoy forming long-lasting connections join our Front Desk team. As our Full-time Front Desk Attendant, we’ll count on you to create an exceptional first impression and luxury experience for all our guests What You’ll Do As a Front Desk Attendant, you will: Provide guests with a friendly and efficient check-in confirming guest information, verifying room rate, selecting room, coding electronic keys, providing welcome packet, and providing directions to room. Provide detailed and accurate information in person or over the phone regarding hotel policies, services, amenities, and special promotions. Assist...
Sentry Stevens Point, WI Full Time
Sentry
09/17/2026  
Event & Meeting Planner
Our Event and Meeting Planners provide effective project management support of meetings and events. What You'll Do   Develop and implements all aspects of small to medium-size events and meeting planning requirements.  Work directly with a Lead Planner on tasks pertaining to the event. Ensure timely and effective implementation of all operational aspects of a meeting or event. Create program documentation to include agendas, event portfolios, overviews, budgets and proposals. Meet with business leadership to understand specific events and meeting needs. Presents basic to moderately complex event plans and outcomes to the business, including executives, ensuring a clear understanding on how their vision is being supported. Provide regular updates to business stakeholders on event progress Researches and responds to event related issues as they arise. Participate in planning and scheduling to establish deadlines and ensure the timely completion of independent tasks, short...
Sentry Stevens Point, WI Full Time
Sentry
09/17/2026  
Host/Hostess at PJ's
The Host/Hostess is responsible for greeting, welcoming and seating all guests on a timely and courteous basis PJ's at SentryWorld is seeking an energetic and enthusiastic Hosts (Less Than 20 hours and On-call) to join our team. We work as a small team and have very high standards of service, meaning we work hard and with precision, while delivering on our hospitality standards of customer service.    Apply today and come work at one of the most popular restaurants in central Wisconsin!   What You’ll Do   As a Host/ Hostess , you will:   Graciously greet guests, escort them to their table and provide menus    Manage seating chart and monitor restaurant activity to determine seating and dining flow   Manage restaurant waiting list during high volumes to accurately establish waiting time estimates for guests   Address any issues/complaints from guests and offer...
Sentry Stevens Point, WI Part Time
Sentry
09/16/2026  
Line/Grill Cook II at PJ's
Our PJ's team is looking to add a Full-time Line/Grill Cook II to our culinary department. We are looking for people like you who are curious, hardworking, and always looking to improve At SentryWorld, the best parts of our business come from our very own backyard. All across our organization, we work to cultivate homegrown talent; people like you are curious, hardworking, and always looking to improve. Our friendly team at SentryWorld -PJ’s is looking for a Line/Grill Cook for our culinary team and we want you to join us.     What You’ll Do   As a Line/Grill Cook II , you will:   Prepare foods specific to prescribed recipes.   Responsible for setting up food preparation lines including grill, sauté, Fry cook, desert, pastry and salad lines.   Set up stations and collect all necessary supplies to prepare menu items.   Prepare a variety of foods, meats, seafood, poultry, vegetables , and cold...
Sentry Stevens Point, WI Full Time
Sentry
09/16/2026  
Direct Writer-Program Specialist
Administer specialty insurance programs, service insureds, process requests, and coordinate monthly updates with John Deere. The role will be staffed at our Sentry Home Office in Stevens Point, WI following the hybrid work model. This role is NOT available for remote work.     What You'll Do   Respond to a variety of customer calls including, but not limited to coverage questions, quotes for new/additional coverages, policy change, cancellation and loss run requests and billing questions. Maintain agent appointments, distributes agent materials and generates agent commission reports. Create, analyze & distribute statistical spreadsheets for John Deere programs. Reports are provided to Direct Writer management for the purposes of review and evaluation of supported programs. Maintain applicable systems to support the dealer programs and products by monitoring and collaborating with the appropriate areas when issues arise. Reconcile and balance financials between John...
Sentry Stevens Point, WI Full Time
Allstate
09/15/2026  
Direct Sales Agent Specialist (1504)
National General is a part of The Allstate Corporation, which means we have the same innovative drive that keeps us a step ahead of our customers’ evolving needs. We offer home, auto and accident and health insurance, as well as other specialty niche insurance products, through a large network of independent insurance agents, as well as directly to consumers.  Job Description The Direct Sales Agent Specialist is responsible for driving profitable growth by generating new business, cross-selling existing customers, and building lasting relationships. This role focuses on understanding customer needs, delivering tailored solutions, and maintaining a strong book of business. This role sells to local customers both in person and over the phone, while driving growth through community involvement, relationship building, and outside marketing efforts. If you are ready to start working in a fun & exciting environment  while making a difference, then apply to join our team...
Allstate Winter, WI Full Time
Sentry
09/14/2026  
Advanced Analytics Modeler (Hybrid Work Model)
The Advanced Analytics Modeler translates raw data into actionable business information. This role, in the Advanced Analytics Department, applies economic, quantitative, and statistical skills in the development of pricing, underwriting, sales, and claims models to achieve profitable growth and make sound business decisions across all areas of Sentry Insurance. This position can be filled as an Advanced Analytics Modeler I or Advanced Analytics Modeler II based on the qualifications and experience of the selected candidate. This position will be located at our Office in Stevens Point, WI in a hybrid work model and is not a fully remote opportunity. For this position, Sentry does not offer employment to holders of F-1, J-1, and H-1 Visas. What You’ll Do Build comprehensive analytics solutions to improve business outcomes such as pricing accuracy, resource efficiencies, business workflows, and identification of trends and opportunities. Identify data...
Sentry Stevens Point, WI Full Time
Sentry
09/11/2026  
Line/Grill Cook I - Library Restaurant
The Library is looking to add an On-call Line/Grill Cook to the team. We are looking for people like you who are curious, hardworking, and always looking to improve. The Inn at SentryWor ld, is seeking an experienced and enthusiastic On-call Line /Grill Cook I to join our team . In this role, you will be responsible for preparing and serving our restaurant and room service guests, maintaining cleanliness in assigned kitchen space and partnering with other team members to deliver exceptional service .   Our culinary team strives to combine modern techniques with local and seasonal products . If you have a passion for the culinary arts and an interest in growing your career in the culinary field, we invite you to submit your application!   What You’ll Do   As a Line/Grill Cook I, we entrust in you to be a leader in the operation and have a passion for training other...
Sentry Stevens Point, WI Part Time
Sentry
09/10/2026  
Internal Auditor
We’re seeking a self-motivated professional with technical and analytical skills to join the Internal Audit team as an Internal Auditor. You’ve got a passion for helping others and our goal is to turn that passion into action.  At Sentry, we care about delivering long-term results. Our associates embody this same future-focused approach – meeting challenges head-on and offering solutions and pricing that keeps customers coming back down the line. This position will be located at our Office in Stevens Point, WI in a hybrid work model and is not a fully remote opportunity. For this position, Sentry does not offer employment to holders of F-1, J-1, and H-1 Visas. Based on the qualifications and experience of the selected candidate, this position can be filled as an Associate Financial Analyst or an Internal Auditor. What You’ll Do As an Internal Auditor, you will Conduct testing for risk-based audits by analyzing and evaluating the adequacy and...
Sentry Stevens Point, WI Full Time
Sentry
09/09/2026  
Outfitter Attendant
Oversees outfitter desk providing guests with rentals and recommendations on recreational activities, services, dining, and other local amenities. At the Inn at SentryWorld, we focus on the guest experience. We’re looking for a Full-time Outfitter Attendant, who’ll assist guests with rentals and suggestions on recreational activities, dining, and local events. You’ll be the premier person to connect our guests with a great local experience. What You’ll Do   As a n Outfitter Attendant , you will:   Greet every guest and server as the primary contacts for guests interested in learning more about our SentryWorld facilities while exhibiting courteous manners in accordance with Sentry Services Standards   Increase guest utilization of SentryWorld facilities by promoting our services, activities, and amenities.    Assist guests in the Outfitter and answer questions regarding...
Sentry Stevens Point, WI Full Time
Sentry
09/09/2026  
Door Attendant
Responsible for greeting and opening doors for guest upon their arrival and departure from the Inn At the Inn at SentryWorld , we focus on the guest experience .   As the Door Attendant, you’ll be the first person our guests meet. With a welcoming demeanor, you’ll welcome and escort our guests and help transport their luggage to and from their accommodations .      What You'll Do   Gre e t and open doors for guests upon their arrival to The Inn at SentryWorld.   T ransport guest’s luggage to and from their vehicles, rooms, and bell attendant station upon arrival/departure.    Promote SentryWorld amenities to help e nsure a positive guest experience.   Maintains working knowledge of Sentry Services facilities and hours of operation, as well as local information to respond to guest questions     What it Takes   Age requirement of 18+...
Sentry Stevens Point, WI Part Time
NGL - National Guardian Life Insurance Company
09/02/2026  
Customer Solutions Specialist I (Hybrid - In Office 10 days/Month)
We are adding a Customer Solutions Specialist I  to our team!  This is a hybrid position requiring individuals to work in office 10 days per month; or as needed for business needs.   Who We Are: Since 1909, National Guardian Life Insurance Company (NGL) has been one of America’s most successful and highly rated independent life insurance companies. We specialize in a suite of innovative products for life’s journey, giving people the financial stability, careful guidance and peace of mind to lead a life filled with confidence, dignity and grace.   NGL's Core Values – integrity, dependability, collaboration, compassion and growth are a foundation of our company and help to build on the interactions we have with our policyholders, partners, funeral homes and each other. We believe in creating an inclusive, welcoming environment for all where diversity is celebrated, and everyone is encouraged to live their best, most authentic self. We offer  Employee Resource...
NGL - National Guardian Life Insurance Company Madison, WI Full Time
Sentry
08/31/2026  
Director of Casualty Claims - Commercial Lines
Lead claims associates to drive compliant, timely resolutions, expense control, and superior customer service. Govern settlement authority and direct staff training. What You’ll Do: As the  Director of Casualty Claims - Commercial Lines , you’ll serve as a leader of leaders, providing strategic and operational direction to a large team of leaders and claim associates within our casualty claim environment. In this critical role, you will drive comprehensive claim strategies for complex exposures—including Commercial Auto, Transportation Trucking, General Liability (premises and product liability), and other commercial liability scenarios—with a sharp focus on bodily injury evaluation, effective negotiation and settlement, and robust litigation strategies to serve and defend our policyholders. In addition, you will… Lead and Develop Leaders:  Provide strategic oversight and mentorship to your management team, fostering a high-performing culture centered on continuous...
Sentry Stevens Point, WI Full Time
Acuity Insurance
08/27/2026  
Legal Support Specialist (Paralegal)
Join Acuity's Legal Department as a Legal Support Specialist, where you'll help support corporate governance, regulatory compliance, and legal operations. You'll help maintain corporate records and filings, conduct research, support audit, and regulatory response efforts, and collaborate with internal partners to ensure compliance with legal and regulatory requirements. You will support business and regulatory matters rather than claims handling or claims litigation activities. You will report to the Director - House Counsel. Internal Deadline to Apply: Thursday, September 10th What you'll do: Support legal and compliance functions by maintaining regulatory inventories, compliance matrices, and internal tracking tools to support adherence to laws and regulations. Support corporate governance efforts by coordinating and submitting required filings and notices, annual reports, biographical affidavits, fingerprinting requests and other similar items. Assist in...
Acuity Insurance Sheboygan, WI Full Time

 

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