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75 expert jobs found

TruStage
10/24/2026  
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
TruStage
10/24/2026  
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. Strong preference for candidates in the Madison area or for those who are open to relocation (relocation assistance offered). Job Purpose: This position is accountable for the derivatives management function supporting the firm’s insurance general account, with derivative trading and...
TruStage Madison, WI Full Time
TruStage
10/24/2026  
Annuity Product Analyst
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: Brief and in a few sentences statement of the reason the job exists. This position is responsible for supporting business decisions through the analysis of internal and external data including ongoing and ad-hoc reporting and serving as a project resource on departmental or cross functional initiatives. Job Responsibilities: List of general activities, duties...
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
Cottingham & Butler
10/21/2026  
Experienced Sales Executive - Risk Management
We are seeking an experienced Risk Management Insurance Broker with at least 3 years' experience of B2B sales in the P&C space. This role will be responsible for providing expert advice and guidance to clients in navigating the complex landscape of insurance and connected programs. Individuals who apply should possess: Proven experience and success as an insurance broker, with a focus on property & casualty sales. A strong understanding of insurance and risk management products to evaluate complex policies and identify cost-saving opportunities.  Ability to work with C-Suite Executives to develop the best risk management solution for their insurance program. Excellent communication and interpersonal skills and the ability to build rapport and trust with clients. Join a Winning Team: The individual in this role will joining a team with a solid track record of success in the insurance industry. We have a high concentration of clients in Construction,...
Cottingham & Butler Madison, WI
Cottingham & Butler
10/21/2026  
Experienced Sales Executive - Employee Benefits
We are seeking an experienced Employee Benefits Insurance Broker with at least 3 years' experience of B2B sales in the employee benefits space. This role will be responsible for providing expert advice and guidance to clients in navigating the complex landscape of employee benefits insurance and programs. Individuals who apply should possess: Proven experience and success as an insurance broker, with a focus on employee benefits A strong understanding of employee benefits products Detail-oriented with strong analytical skills, capable of evaluating complex insurance plans and identifying cost-saving opportunities.  Excellent communication and interpersonal skills, with the ability to build rapport and trust with clients. Join a Winning Team: The individual in this role will joining a team with a solid track record of success in the employee benefits insurance industry. Over the years, our team has experienced significant growth of 18% (driven organically) and a...
Cottingham & Butler Madison, WI
Sentry
10/20/2026  
Claims Appraiser-Agricultural Equipment
As an agriculture equipment claims expert, you’ll oversee physical damage claims to control loss expenses and ensure quality and cost-effectiveness This position will be staffed at our Stevens Point, WI office following the hybrid work model. This role is NOT available for remote work. What You'll Do Supervise and/or manage complex material damage appraisals for claims specific to agricultural equipment that typically have high loss exposures. Adhere to state-specific compliance issues for assigned jurisdictions. Evaluate losses and prepare or audit a damage appraisal, estimating the repairs needed for items such as labor costs, actual cash value, calculations, parts, and repairs prices. Conduct equipment damage re-inspections of staff and independent appraisers to ensure accuracy and resolve any conflicts arising from the original inspection. Review documentation of total loss estimates to determine if equipment is repairable. Review, monitor, and control...
Sentry Stevens Point, WI Full Time
Jewelers Mutual
10/08/2026  
PL Underwriting Assistant
Summary Provides excellent service to policyholders, agents, adjusters, and coworkers over the phone and through written communication. Researches, reviews, prepares initial gathering of information for the Underwriting team to review and determine acceptable risk.  Provides follow-up as necessary.  Consistently meets expectations for quality, accuracy, and timeliness.  Works closely with Personal Lines Underwriters, jewelers, agents and policyholders to fulfill customer and business requests. Why Jewelers Mutual: Since 1913 we’ve been committed to supporting the Jewelry industry and putting customers at the center of everything we do. With over a century of trusted expertise, we’re financially strong, forward-thinking, and driven by curiosity. Guided by our core values of Agility, Accountability, and Relevancy, we lead through innovation. As a technology focused organization, we embrace cutting-edge tools and data-driven insights to continuously improve our products,...
Jewelers Mutual Neenah, WI Full Time
TruStage
10/02/2026  
Consultant III, Privacy Program 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 serves as a senior Privacy compliance lead responsible for supporting the continued maturity of TruStage's Privacy program. Working closely with Compliance leadership, this role helps shape and operationalize strategic program priorities, drives complex initiatives and ensures effective integration of privacy and records management requirements across the...
TruStage Madison, WI Full Time
Sentry
10/01/2026  
Senior Financial Analyst-Financial Analysis and Planning
You will have a primary role in assisting corporate areas with staff planning, expense budgeting & tracking, reporting of actual to plan variances, & additional FP&A tasks as assigned. We’re seeking a self-motivated professional with technical and analytical skills to join our Financial Planning and Analysis team as a Senior Financial Analyst. If you’ve got a passion for helping others, 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.   What You'll Do   As a Senior Financial Analyst, you will:  Review financial...
Sentry Stevens Point, WI Full Time
R&R Insurance
09/16/2026  
Insurance Sales Executive
Commercial Lines Sales Executive – Unlock Your Potential at R&R Insurance Services Whether you’re an experienced Commercial Insurance professional or a proven sales professional ready to bring your skills into the insurance industry, this is your opportunity to build a successful book of business with one of the largest independent insurance agencies in the Midwest. What You’ll Do: Build and cultivate meaningful relationships with new prospects and referral sources, fostering long-term trust and credibility. Drive business growth by prospecting, networking, and generating leads in your target market. Deliver tailored, consultative insurance solutions that align with client needs and long-term goals. Manage and expand your book of business with a focus on building sustainable, trust-based client relationships. Develop and present customized insurance and risk management strategies for clients, collaborating with internal teams to ensure exceptional service...
R&R Insurance Waukesha, WI Full Time
Acuity Insurance
09/16/2026  
General Manager - Corporate Compliance & Regulatory Affairs
Acuity is seeking a General Manager - Corporate Compliance & Regulatory Affairs to lead the Corporate Compliance and Regulatory Affairs functions and oversee compliance efforts across the organization. This role supervises a manager and additional professionals while maintaining governance practices and ensuring adherence to applicable laws, regulations, and internal policies. The GM will collaborate with departments across the enterprise to support effective compliance processes and ensure they remain current and operational. The position also requires monitoring property and casualty insurance regulations and industry trends, while building relationships with insurance departments, regulatory agencies, and industry associations to support Acuity's compliance and regulatory objectives. Internal Deadline to Apply:  October 7th, 2026 This role is hybrid and will be expected to work onsite at our Sheboygan headquarters approximately 3 days per week.  ESSENTIAL...
Acuity Insurance Sheboygan, WI Full Time
Allstate
09/16/2026  
Property Adjuster - Field Estimating - Milwaukee, WI
At Allstate, great things happen when our people work together to protect families and their belongings from life’s uncertainties. And for more than 90 years, our innovative drive has kept us a step ahead of our customers’ evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.  Job Description This is a field adjuster role in Milwaukee, Wi area. A day in the life of a Field Property Adjuster, and what it takes to do the job!   As a Field Property Adjuster, you will provide exceptional service to our policyholders. Your primary responsibility will involve traveling to our customers' homes to conduct on-site inspections, investigate coverage, prepare estimates, and settle claims promptly and efficiently. Additionally, you will handle virtual claims countrywide, leveraging various platforms and software such as...
Allstate WI Full Time
TruStage
09/12/2026  
Senior Counsel, 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: The role of Senior Counsel is for a legal professional who will be responsible for utilizing legal expertise to advise the activities of all levels of management, including all those who are conducting company business. A successful individual filling this Senior Counsel role will effectively build partnerships with business customers, have solid leadership skills and...
TruStage Madison, WI Full Time
TruStage
09/05/2026  
Senior Business System Consultant, ITS - 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 provides expert-level professional and technical support in the development, installation and maintenance of business systems solutions. Assist management in solution development and system activities. Act as leader on multiple concurrent initiatives of any size, including mentoring staff as needed. Provide a breadth of technical and business expertise,...
TruStage Madison, WI Full Time
SECURA Insurance Companies
08/26/2026  
Sr Infrastructure Engineer
This position serves as a senior technical contributor within the IT Infrastructure team, responsible for designing, implementing, and evolving enterprise infrastructure platforms that support the organization's strategic objectives. The role balances architecture, automation, operational excellence, and modernization initiatives to ensure technology services remain secure, scalable, resilient, and reliable. This role is expected to independently lead infrastructure initiatives, drive technical designs, oversee disaster recovery readiness, mentor peers, and contribute to long-term infrastructure strategy.    As a Senior Infrastructure Engineer, you will provide expert-level leadership across cloud and hybrid infrastructure environments, with a primary focus on Microsoft Azure, Infrastructure as Code, and automation. You will solve complex technical challenges with minimal direction, influence architectural decisions, and partner with technical and business stakeholders to...
SECURA Insurance Companies Neenah, WI Full Time
Acuity Insurance
08/19/2026  
Senior Risk Control Consultant - Wisconsin (Green Bay & Fox Valley area)
Acuity is seeking a Senior Risk Control Consultant to conduct risk assessments and surveys for the Commercial Underwriting Department, preparing detailed survey reports and providing expert risk control guidance to policyholders and agents. In this role, you will identify loss exposures and recommend strategies to reduce the frequency and severity of claims, while partnering with policyholders to develop and implement customized safety and training programs. The Consultant will build and maintain strong relationships with key stakeholders and deliver a variety of risk management services, including accident investigations, industrial hygiene surveys such as noise mapping, supervisory safety training, and participation in employee safety meetings to promote safe workplace practices. We are looking for someone to cover the Green Bay and Fox Valley/Appleton areas.  ESSENTIAL RESPONSIBILITIES:   Collects appropriate information on prospects and policyholders regarding the...
Acuity Insurance WI Full Time
Ansay & Associates
08/11/2026  
Commercial Lines Trainer
Position Summary The Commercial Lines Trainer is responsible for developing, delivering, and continuously improving training for Commercial Lines team members to ensure consistent best practices in servicing, maintaining, expanding, and retaining Commercial Lines accounts. This role serves as a subject matter expert for coverages, workflows, and systems, with a strong emphasis on onboarding, EPIC system training, and integration of newly acquired offices. The Commercial Lines Trainer works closely with Regional Commercial Lines Leadership and cross-functionally with Mergers & Acquisitions, Operations, and other internal partners to ensure seamless integration, adoption of standards, and a high-quality customer experience. We are hiring for one position, but this position can be based out of any of our Ansay locations in Wisconsin.  Essential Duties & Responsibilities Training & Development Train and onboard Commercial Lines Account Managers, Account...
Ansay & Associates Port Washington, WI Full Time
Acuity Insurance
10/22/2026  
Business Training & Development Program Manager
Acuity is seeking a Business Training & Development Program Manager to lead the design and coordination of role-based training and development programs that build the technical knowledge, skills, and capabilities employees need to succeed in their roles. This role serves as the enterprise program and integration owner for learning, continuing education, professional development, and capability-building initiatives across Claims, Commercial Lines, Personal Lines, Distribution, and other business areas. Internal Deadline to Apply: November 4, 2026 ESSENTIAL RESPONSIBILITIES:   Manage the design, coordination, execution, and continuous improvement of role-based training and development programs that support employee readiness, technical knowledge, job effectiveness, operational excellence, and business performance. Coordinate Staff Functions learning and development initiatives, ensuring effective planning, communication, stakeholder alignment, change management,...
Acuity Insurance Sheboygan, WI Full Time
Seek Now
10/21/2026  
Field Inspector 1099 Contractor
Our Company: Established in 2012, Seek Now captures robust property data to meet the needs of customers across the insurance and real estate industries. With more than 2 million property inspections completed to date while currently servicing 3,000 properties per day, Seek Now is the leading data capture and inspection services firm serving 240+ customers. Our mission is to help our customers make faster decisions and improve economic outcomes, all while providing a stellar customer experience. We accomplish this through continuously reimagining how information is captured, transformed, and transmitted across all the industries we serve. Our vision is to be the leading provider of on-demand, ground truth property data solutions. We do this while creating individual growth opportunities for our employees, expanding network of Seekers, and value add partners. Summary: Seek Now is searching for capable 1099 independent sub-contractors to provide accurate,...
Seek Now Wausau, WI

 

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