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Markel
06/24/2026  
Underwriting Support Specialist
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! The primary purpose of this position is to act as a resource and serve as an integral member of the underwriting team able to overcome obstacles in the workload and meet timelines by fulfilling basic underwriting support responsibilities. This position will handle day-to- day client servicing including managing workflow and reinforcing the ease of doing business with Markel by meeting or exceeding agents/brokers expectations and providing quality service on a consistent basis. Job Responsibilities...
Markel Milwaukee, WI Full Time
TruStage
06/24/2026  
IT Software Engineering Manager
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 Responsibilities: Team Leadership & Management Lead and mentor multiple development teams, fostering a culture of collaboration, innovation, and continuous improvement. Develop and improve team capabilities through mentoring, training, and performance management. Work closely with senior leadership to develop and execute the application development strategy, aligning...
TruStage Madison, WI Full Time
TruStage
06/24/2026  
Technology Vulnerability Remediation Specialist
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 Responsibilities: Vulnerability Management Strategy & Governance Lead the development, implementation, and refinement of IT’s vulnerability management strategy and remediation processes. Establish and manage governance frameworks to ensure accountability, consistency, and transparency in IT’s vulnerability remediation activities. Vulnerability Identification &...
TruStage Madison, WI Full Time
Liberty Mutual
06/23/2026  
Surety Underwriting Assistant
Description Job Summary   Provides Subcontract Default Insurance underwriting support and technical assistance to underwriters, management, and other staff. Performs duties associated with project issuance and/or broker change, processing activities in SDI/corporate systems, and file maintenance. Provides exceptional customer service and support to internal/external customers. Mentors/trains other underwriting support employees; and research and resolve the most complex processing and bond reconciliation problems.   Liberty Mutual Surety, a business unit of Liberty Mutual Insurance, is the world's largest global Surety, including in the United States. Conducting business worldwide through fronting relationships and Liberty-owned subsidiaries, we provide bonds in over 60 countries for construction firms, manufacturers and suppliers, and commercial enterprises on an account and transactional basis. We are committed to building mutually profitable...
Liberty Mutual Wausau, WI Full Time
Acuity Insurance
06/23/2026  
Staff Claims Workers Compensation Consultant
Acuity is seeking a Claims Consultant to monitor and ensure consistency in claim handling guidelines, applicable laws, regulatory changes, and overall claims practices and philosophy. This role conducts regular audits and communicates findings, supports claims operations through consulting and training, develops training materials, and leads training programs that may include in-field follow‑up visits. The Claims Consultant also serves as a knowledge resource to other departments, enhancing operations through cross‑functional projects and collaboration while contributing to Acuity’s overall strategic direction.   ESSENTIAL FUNCTIONS: Uphold best practices and consistency in claims handling through a variety of audits to ensure uniformity in application of standards, guidelines, and practices; perform individual and special audits as necessary. Analyze new and existing insurance laws, bulletins, and regulatory changes, then explain what those rules mean for underwriting...
Acuity Insurance Sheboygan, WI Full Time
Acuity Insurance
06/23/2026  
Field Claims Representative - Wisconsin (Greater Madison Area)
Acuity is seeking a Field Claims Representative to investigate, record facts, preserve evidence, determine coverage. The representative evaluates liability, exposure, subrogation potential and arrange for the disposition of claims through settlement or denial, including litigation. In this role, duties and responsibilities are to be carried out in the field and in person with a high level of frequency. Candidates must be located in, or be willing to relocate to the greater Madison, WI area for this opportunity. Internal deadline to apply: July 7th, 2026 ESSENTIAL FUNCTIONS: Organizes work and arranges for immediate contact with all pertinent parties surrounding claim assignment. Completes a thorough investigation to determine coverage, assess liability and evaluate damages. Conducts investigations and provides customer follow-up in person. Evaluates, revises or recommends reserve changes. Inspects and determines property damage. Understands basic...
Acuity Insurance WI Full Time
AAA - Auto Club Group (ACG)
06/23/2026  
Insurance Sales Agent - Waukesha
It’s a great time to join AAA The Auto Club Group!   JOIN THE TEAM COMMITTED TO DRIVING YOUR CAREER FORWARD Job Type: Full time   Exempt/Non Exempt:   Hourly Job Description:   Job Description Insurance Sales Agent AAA – The Auto Club Group | Madison, WI Full ‑ time | W ‑ 2 | Base Pay + Incentives + Full Benefits $2,500 Signing Bonus for new hires AAA – The Auto Club Group | Madison, WI Full‑time | W‑2 | Base Pay + Incentives + Full Benefits Looking to build a stable sales career with real benefits? Join America’s most trusted brand with over 100 years of service as an Insurance Sales Agent- no insurance background required   If you enjoy helping people, building relationships, and earning more through performance, we’ll provide the training, tools, and support to help you succeed Why This Role Works for Many Candidates Reliable base pay plus performance incentives —earn more as you grow Full benefits...
AAA - Auto Club Group (ACG) Waukesha, WI Full Time
Sentry
06/23/2026  
Banquet Server
Assists with set-up, breakdown and equipment needs for banquet functions. Provides guests with prompt and efficient service in accordance with Sentry Services policies At Sentry, the best parts of our business come from our very own backyard. Across our organization, we work to cultivate homegrown talent; people like you who are curious, hardworking, and always looking to improve. The SentryWorld Private Events & Banquet team is seeking an On-call Banquet Server to join their team. The team is looking for someone with a passion to deliver on our high standards for customer service, while working as part of a small, cohesive team. A professional and friendly demeanor is required. If you think you’d be a good fit, we’d love to hear from you. What You’ll Do As a Banquet Server you will: Ensure proper set-up of tables and bars in assigned meeting room according to Banquet Event Order Deliver and serve food and beverages, including, but not limited to meals,...
Sentry Stevens Point, WI Part Time
Sentry
06/23/2026  
Underwriting Support Specialist - Commercial Lines
This role can be filled working out of our Milwaukee or Madison, WI offices and will follow Sentry’s hybrid work schedule. As an Underwriting Support Specialist, you will be responsible for specific territories utilizing your talents to support the commercial lines business and underwriting team.   What You’ll Do •Documents and maintains customer information and forms necessary for policies and/or policy changes in various systems. Handles the most complex transactions by gathering all necessary data from various sources, updating applicable systems, reviewing output for accuracy and completeness, and ensuring appropriate resolution. Ensures that data and materials meet company standards for compliance, completeness, and quality •Collaborates with underwriters and agents to prepare new or renewal files for underwriters within an assigned territory, producing risk/exposure reports and compiling information. Compiles underwriting electronic records and forms, sales quotes,...
Sentry Madison, WI Full Time
Sentry
06/23/2026  
Banquet Bartender
Responsible for providing a positive, energetic and friendly bar experience to all guests. At Sentry, the best parts of our business come from our very own backyard. Across our organization, we work to cultivate homegrown talent; people like you who are curious, hardworking, and always looking to improve.       The SentryWorld Private Events & Banquet team is seeking   an   On-Call   B artender   to join their team. The team is looking for someone with a passion to deliver on our high standards for customer service, while working as part of a small, cohesive team. A professional and friendly demeanor is required.       If you think you’d be a good fit, we’d love to hear from you.   What You’ll Do   As a   Banquet Bartender   you will:   Prepare and serve beverages in a high-volume atmosphere.   Maintain a high-level of knowledge in wine, beer, mixed drink recipes, and other beverages....
Sentry Stevens Point, WI Part Time
Sentry
06/23/2026  
Claims Representative Specialist - Litigation
Investigate and resolve litigated claims in an efficient and accurate manner- negotiate settlements, and communicate effectively with policyholders, vendors, and other stakeholders. This position will be located in our Stevens Point, WI; Davenport, IA; Goldsboro, NC; Nashville, TN; or Madison, WI office locations under a hybrid work model. What You'll Do: As a Claims Representative Specialist on our PL – Litigation team, you’ll provide prompt claim investigation, evaluation, and settlement or denial of litigated claims. In addition, you’ll: Verify coverages through investigation and reviewing policy terms, conditions, and language. This may require working with coverage counsel in filing declaratory/summary judgements. Evaluate liability by taking recorded statements from involved parties and witnesses and reviewing police reports accident scene photos and other pertinent evidence. Negotiate claims settlements with claimants and their legal representation within...
Sentry Stevens Point, WI Full Time
Voya Financial
06/23/2026  
Client Relationship Manager
Together we fight for everyone’s opportunity for a better financial future. We will do this together — with customers, partners and colleagues. We will fight for others, not against: We will stand up for and champion everyone’s access to opportunities. The status quo is not good enough … we believe every individual and every community deserves access to financial opportunities. We are determined to support both individuals and communities in reaching a better financial future.  We know that reaching this future depends on our actions today. Like our Purpose Statement, Voya believes in being bold and committed to action.  We are committed to a work environment where the differences that we are born with — and those we acquire throughout our lives — are understood, valued and intentionally pursued. We believe that our employees own our culture and have a responsibility to foster an environment where we all feel comfortable bringing our whole selves to work. Purposefully...
Voya Financial Milwaukee, WI Full Time
TruStage
06/23/2026  
Counsel, Commercial Transactions (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 has responsibility for completing assigned legal work for the business of TruStage, focusing primarily on drafting and negotiating commercial transactions documents with strategic vendors and partners. This Position will develop legal expertise and establish primary responsibility and accountability for identified projects and/or legal work. The position...
TruStage Madison, WI Full Time
EMC Insurance
06/22/2026  
Commercial Underwriter I
At EMC, we’re all about working together to make an impact. As part of our team, you’ll have the opportunity to grow, contribute, and gain experience that matters. We strive to be caring leaders, close partners, and responsive experts—always supporting each other to do our best work. Join us, and let’s improve lives together.    * *This position can be performed remotely for candidates who reside in the Milwaukee, WI area with preference for those able to work one day on-site per week** In this role, you will be able to join a successful underwriting team and direct your own career path! This role completes underwriting trainings including online learning modules, corporate training, and peer training sessions.  You will shadow experienced underwriters to learn company and regional middle market risk appetite, underwriting resources and systems, and gain experience in developing agency relationships. Under supervision, you will evaluate basic accounts for risk...
EMC Insurance WI Full Time
Sentry
06/22/2026  
Auto Claims Appraiser
Lead efficient claim decisions by assessing losses, building estimates, and securing fair settlements while collaborating with repair teams and tracking the latest repair technology. This role will be staffed following the hybrid work model out of our Nashville, TN, Davenport, IA or Stevens Point, WI offices. This role is NOT available fore remote work. What You'll Do   The focus of this role is conducting inspections on auto damage to prepare and review repair estimates. Additionally, you’ll:  Virtually inspect damaged vehicles to assess the extent of structural, body, mechanical, and interior damage. Prepare detailed, accurate, and comprehensive damage reports and repair estimates using specialized software. Maintain detailed records of appraisals, photographs, and communications related to each claim.  Review and interpret insurance policies to determine coverage and liability. Negotiate settlements with repair facilities and clients, ensuring fairness and...
Sentry Stevens Point, WI Full Time
Sentry
06/22/2026  
Social Media Strategist - Digital Reputation
Join Sentry’s team as a Social Media Strategist – Digital Reputation! What You'll Do As a Social Media Strategist – Digital Reputation, you will: Continuously track brand mentions, sentiment, and conversations across social media, forums, blogs, review sites, and search results. Collaborate with departments outside marketing to escalate and resolve digital concerns. Use social listening and reputation tools to detect emerging risks and opportunities. Analyze digital footprint by auditing search engine results to identify negative or irrelevant content to suppress or address. Benchmark competitor reputation performance and strategies sharing insights with SEO, PR, and Digital Content partners. Create dashboards and recurring reports on digital reputation KPIs (sentiment, review trends, search visibility, threat indicators). Assist with the development and enhancements of social media strategies as it relates to digital reputation. Evaluate current use...
Sentry Stevens Point, WI Full Time
TruStage
06/22/2026  
Director, Investments, Derivatives Management and Trading (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 This role is required to maintain a presence in our corporate headquarters in Madison, WI. Stong preference for candidates in the Madison area or for those who are open to relocation. Job Purpose: This position is accountable for the derivatives management function supporting the firm’s insurance general account, with derivative trading and execution serving as a core component...
TruStage Madison, WI Full Time
Sentry
06/19/2026  
Bartender at PJ's
Responsible for providing a positive, energetic and friendly bar experience to all guests at PJ's Restaurant Our friendly team at PJ’s is looking to add energetic and experienced Bartender with knowledge of contemporary cocktails, beer, and wine and we want you to join us.. Apply today to come work at one of the most popular restaurants in central Wisconsin! What You’ll Do To create a positive experience for our guests, you’ll: Provide outstanding customer service to all customers and promote a positive image of Sentry facilities. Prepare and serve beverages in a high-volume atmosphere. Receive and serve food orders taken at the bar. Record all sales and collect money for payment and is responsible for guest checks. Maintain the cleanliness of the bar area. What it Takes   Age requirement of 21+ required High School Diploma or equivalent work experience. Previous bartending experience preferred Must be able to obtain a...
Sentry Stevens Point, WI Part Time
Sentry
06/19/2026  
Digital Media Specialist
Sentry is seeking a highly motivated and results-oriented Digital Paid Media Specialist to join our performance-driven paid media team. In this role, you will play a critical part in driving the success of our B2B e-commerce business line by managing and optimizing paid media campaigns across various digital channels. What You'll Do As a Digital Media Specialist, you will: Lead the launch, execution, and optimization of strategically planned paid media campaigns specifically for our B2B e-commerce business line.  Manage and optimize campaigns across a diverse range of channels, including paid search (e.g., Google Ads, Bing Ads), paid social (e.g., LinkedIn, Facebook, X), and programmatic advertising platforms.  Continuously monitor, analyze, and report on campaign metrics and performance, identifying trends and opportunities for improvement.  Conduct A/B testing and other experimentation to refine campaign strategies and maximize ROI.  Collaborate closely with...
Sentry Stevens Point, WI Full Time
Bridge Specialty Group
06/19/2026  
Environmental and Energy Broker
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 an E nvironmental and Energy Broker . to join our growing team in Madison, WI. The E nvironmental and Energy Broker . drives growth and retention by managing broker and carrier relationships, servicing a current book of business, developing new market opportunities, mentoring team members, and ensuring compliance and confidentiality while delivering exceptional customer service. How You Will Contribute:   Build agent and broker relationships Manage current book of business Provide excellent customer service Seek opportunities to access and cultivate new markets Effectively manage carrier relationships Provide guidance and training to Assistant Broker Review and analyze risks, ensuring all required information is obtained Ensure compliance with government agencies and...
Bridge Specialty Group Madison, WI Full Time

 

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