InsurancePond.com
  • Home
  • Post a Job
  • Resume Search
  • Job Seeker Products
  • Search Employers
  • Popular Job Searches
    • Remote
    • Hybrid
    • Internship
    • Trainee
    • Leadership Development
    • Underwriting
    • Workers' Compensation
    • I.T.
    • Risk Management
  • Blog
  • Sign in
  • Sign up
  • Home
  • Post a Job
  • Resume Search
  • Job Seeker Products
  • Search Employers
  • Popular Job Searches
    • Remote
    • Hybrid
    • Internship
    • Trainee
    • Leadership Development
    • Underwriting
    • Workers' Compensation
    • I.T.
    • Risk Management
  • Blog

Email me jobs like this

Email me jobs like this
Refine Search
Refine by City
Madison 13 Neenah 3 Port Washington 3 Sheboygan 3 Stevens Point 3 Waukesha 3
De Pere 2 Milwaukee 2 Chetek 1 Green Bay 1 New Berlin 1
More
Full Time leadership development Wisconsin

39 leadership development jobs found

Ansay & Associates
08/21/2026  
Director of Integration
Job Description Summary  Lead the successful integration of newly acquired agencies to drive value realization, operational alignment, and achievement of strategic business objectives. Responsibilities include developing and executing integration strategies, leading cross-functional teams, overseeing project plans and performance metrics, managing risks, coordinating Day One readiness activities, fostering cultural integration, and serving as a key liaison between Ansay and acquired organizations.   Essential Duties & Responsibilities Post Closing Integration Strategy & Planning  Lead and coordinate all post-close integration activities for newly acquired agencies.   Define post-close integration strategies that align with the transaction’s strategic intent, deal structure, earn-out framework, and long-term partnership approach.   Develop and maintain a repeatable integration playbook, timeline, checklist, communication cadence, milestones,...
Ansay & Associates WI Full Time
Sentry
07/29/2026  
Human Resources Specialist
Sentry’s HR Specialists serve as the key HR representative in the field office in which they are located. This role will be located at our Middleton, WI office location in a hybrid work model. The HR Specialist provides support and guidance to Sentry managers and associates across a range of areas such as associate relations and talent acquisition. What You'll Do As an HR Specialist, you will: Coach and guide managers in assessing need for and developing associate-related communications, including corrective action documentation. Engage and meet with business unit leaders and associates developing relationships, trust and engagement.  Serve as an on-site conduit for multiple HR and Corporate departments.  Coordinate the termination process and serve as a point of contact for terminated associates. Coordinate the employee exit process, conduct exit interviews, and provide critical information and input into termination decisions.  Review initial complaints,...
Sentry Madison, WI Full Time
Sentry
07/09/2026  
HR Business Consultant
As an HR Business Consultant, you will provide a broad range of strategic human resources consulting services to leaders. Our HR Business Consultants are thought leaders who balance business and associate needs when problem-solving and creating integrated solutions. They utilize a deep understanding of our business model to proactively translate the area’s strategies into HR solutions that best enable the business teams to meet its strategic objectives. What You'll Do As an HR Business Consultant, you will: Build strategic relationships with business leaders and develop trust and business acumen to deliver on business needs. Partner with HR centers of excellence to execute on key processes related to employee relations, staffing, training, performance management, succession planning, compensation and benefits for business partners. Identify, define and recommend solutions to address the needs of the business while taking account of the broad impact on the...
Sentry Stevens Point, WI Full Time
TruStage
08/22/2026  
Tax Analyst (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 compliance with tax laws and/or implementing tax planning strategies. The incumbent will operate with a reasonable degree of autonomy in their discharge of duties performing, organizing, supervising and controlling tax processes and work product. Analyst Helps implement solutions by reviewing data, determining the requirements...
TruStage Madison, WI Full Time
Acrisure
08/22/2026  
Sr. Transportation Claims Consultant
Job Description About Acrisure A global fintech leader, Acrisure empowers millions of ambitious businesses and individuals with the right solutions to grow boldly forward. Bringing cutting-edge technology and top-tier human support together, we connect clients with customized solutions across a range of insurance, reinsurance, payroll, benefits, cybersecurity, mortgage services – and more.  In the last twelve years, Acrisure has grown in revenue from $38 million to almost $5 billion and employs over 19,000 colleagues in more than 20 countries. Acrisure was built on entrepreneurial spirit. Prioritizing leadership, accountability, and collaboration, we equip our teams to work at the highest levels possible. Job Summary: Acrisure is seeking a Senior Claims Consultant with Transportation experience to join our growing team. This role is a strategic partner and risk advisor for all clients and service teams through a high level of service and analysis of claims data...
Acrisure New Berlin, WI Full Time
Markel
08/21/2026  
Manager, Product & Analytics
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 Manager, Product & Analytics leads the MPL data analytics team, owning team delivery, people development, and stakeholder relationships. This role is responsible for hiring, coaching, and developing data analysts; setting priorities and managing the intake of analytics requests; and ensuring the team delivers high-quality, timely analytical solutions that support business objectives. This position will also be responsible for operational initiatives for the MPL Product and Analytics department....
Markel Milwaukee, WI Full Time
Ansay & Associates
08/20/2026  
Assistant Account Manager - Commercial Lines
Position Summary The Assistant Account Manager is an entry-level, training-focused role designed to support the Commercial Lines team. This position provides hands-on experience and development opportunities, with a typical progression toward an Account Manager or Internal Service Center role. Essential Responsibilities Support Account Managers with daily service and administrative tasks Process basic Certificates of Insurance Submit simple policy changes and process endorsements Assist with limited customer service inquiries Perform data entry and maintain accurate records in the agency system Shadow team members to build knowledge and skills Complete scanning, documentation, and clean-up projects Review renewal spreadsheets and assist with documentation processing Manage incoming and outgoing mail and related materials Complete additional tasks and projects as assigned Primarily non-client-facing responsibilities while in training Learn and...
Ansay & Associates Port Washington, WI Full Time
Sentry
08/18/2026  
Retirement Plan Analyst
In this role, you will provide technical knowledge & support during the sales of 401(k) products to achieve growth, retention & profitability among Sentry Direct Writer sales producers. This position can be filled as a Retirement Plan Analyst or Senior Retirement Plan Analyst based on the selected candidate’s related skills and experience. This position will be located at our office in Stevens Point, WI or Madison, 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 Retirement Plan Analyst , you’ll leverage your technical retirement plan knowledge and experience in the development and marketing of 401(k) products. Along with this responsibility you will: Provide project coordination and support including, but not limited to tracking and coordination of various projects and initiatives ensuring the on-time and in-scope...
Sentry Stevens Point, WI Full Time
Ansay & Associates
08/12/2026  
Assistant Account Manager - Commercial Lines
Position Summary The Assistant Account Manager is an entry-level, training-focused role designed to support the Commercial Lines team. This position provides hands-on experience and development opportunities, with a typical progression toward an Account Manager or Internal Service Center role. Essential Responsibilities Support Account Managers with daily service and administrative tasks Process basic Certificates of Insurance Submit simple policy changes and process endorsements Assist with limited customer service inquiries Perform data entry and maintain accurate records in the agency system Shadow team members to build knowledge and skills Complete scanning, documentation, and clean-up projects Review renewal spreadsheets and assist with documentation processing Manage incoming and outgoing mail and related materials Complete additional tasks and projects as assigned Primarily non-client-facing responsibilities while in training Learn and...
Ansay & Associates De Pere, 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
Jewelers Mutual
08/11/2026  
Account Manager - Jeweler Solutions
Summary: This role serves as the primary relationship liaison between Jewelers Mutual and our jeweler partners. The Account Manager is responsible for developing personalized approaches to drive results across the entire suite of solutions offered to the jeweler from Jewelers Mutual. This includes insurance referral programs, care plan, shipping solution, appraisal solution, asset protection, and any new solutions that are developed. Critical functions within this role include onboarding new partners efficiently while complying with all contractual agreements, cultivating strong relationships to drive new business growth, training best practices at all levels of partner organizations to ensure regulatory compliance and improve sales. This position works closely with P&L leadership, Business Development, and Operations to appropriately steer the direction of the product(s)/program(s). Why Jewelers Mutual: Since 1913 we’ve been committed to supporting the Jewelry...
Jewelers Mutual Neenah, WI Full Time
NGL - National Guardian Life Insurance Company
08/06/2026  
Agent Solutions Coordinator (Hybrid - In Office 10 days/Month)
We are adding an Agent Solutions Coordinator !  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 Groups for...
NGL - National Guardian Life Insurance Company Madison, WI Full Time
Ansay & Associates
08/05/2026  
Chief Technology Officer
**This position is located in Wisconsin  Role, Function & Position Summary   Under the direction of the CEO and in partnership with the executive leadership team, the Chief Technology Officer (CTO) is responsible for defining and executing the agency's enterprise technology, AI, digital transformations and data strategy. This role is accountable for aligning technology investments with business outcomes, with a specific focus on deploying AI-driven capabilities, strengthening the agency's cybersecurity posture, and driving measurable improvements in operational efficiency, client experience, and revenue per FTE.   Major Accountabilities Enterprise Technology Strategy & Leadership  Define and execute a multi-year enterprise technology roadmap aligned with agency growth and scalability objectives.   Serve as a strategic advisor to the CEO and executive leadership team on technology investments and priorities.   Establish technology as a...
Ansay & Associates WI Full Time
Sentry
08/04/2026  
Underwriting Manager - Middle Market
Manages a group of associates who have underwriting responsibility for all middle market lines, responsibly growing strategy, talent, and business. This position will be located in our Madison, WI Regional office under a hybrid work model. What You’ll Do: As an Underwriting Manager - Commercial Lines, you will oversee and guide the implementation and successful execution of our business strategy and uphold continuous improvement through leadership focused on process, problem solving, performance, partnering, purpose and people. In addition, you will: Manage the day-to-day underwriting operations while providing technical guidance to a team of underwriters. Recommend and implement changes to improve productivity, growth, profitability, and quality, as well as monitor effectiveness of these policies and procedures. Interpret underwriting guidelines for larger or more complex files. Handle difficult underwriting inquiries through direct personal action....
Sentry Madison, WI Full Time
Jewelers Mutual
08/04/2026  
Key Account Manager - Jeweler Solutions
Summary: This role serves as the primary relationship liaison between Jewelers Mutual and our large scale jeweler partners. The Key Account Manager is responsible for developing personalized approaches to drive results across the entire portfolio of jeweler offerings; insurance referral programs, care plan, asset protection, shipping solution, and all other programs. Critical functions within this role include onboarding new partners efficiently while complying with all contractual agreements, cultivating strong relationships to drive new business growth, training best practices at all levels of partner organizations to ensure regulatory compliance and improve sales. This position works closely with P&L leadership, Business Development, and Operations to appropriately steer the direction of the product(s)/program(s). 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...
Jewelers Mutual Neenah, WI Full Time
Sun Life
07/31/2026  
Director, Customer Service, DentaQuest
Sun Life U.S. is one of the largest providers of employee and government benefits, helping approximately 50 million Americans access the care and coverage they need. Through employers, industry partners and government programs, Sun Life U.S. offers a portfolio of benefits and services, including dental, vision, disability, absence management, life, supplemental health, medical stop-loss insurance, and healthcare navigation. We have more than 6,400 employees and associates in our partner dental practices and operate nationwide....
Sun Life Milwaukee, WI Full Time
Acuity Insurance
07/29/2026  
Senior Employee Success Specialist (Employee Relations)
Acuity is seeking a Senior Employee Success Specialist to partner with department leaders and managers to facilitate employee relations matters, including performance management, recordkeeping, employee engagement initiatives, investigations, and terminations. In collaboration with Talent Acquisition colleagues, this role serves as a strategic HR business partner, while also working closely with Learning & Development and the Benefits team as needed, along with supporting additional responsibilities as assigned.   This role is hybrid and will be expected to work onsite at our Sheboygan headquarters approximately 2 days per week.    ESSENTIAL RESPONSIBILITIES:   Support the ongoing facilitation of employee success and retention initiatives at the direction of the Director – Employee Success and HR leadership. In partnership with Talent Acquisition colleagues, act as business partner within HR, helping own the HR relationship with assigned departments....
Acuity Insurance Sheboygan, WI Full Time
Ansay & Associates
07/23/2026  
Future Career Openings at Ansay & Associates
Overview At Ansay & Associates, we are always looking to connect with talented professionals who are interested in building a long-term career with a growing, relationship-driven organization. While we may not have a current opening that matches your background today, we encourage you to apply to this evergreen opportunity so we can stay connected as new roles become available across our organization. Who We Are Ansay & Associates is a best-in-class insurance agency committed to helping our clients secure, protect, and grow their version of the American Dream. We pride ourselves on a culture built around strong relationships, continuous improvement, and investing in our people. Our team operates under core values that guide everything we do: Integrity Respect Accountability Passion Positive “Can-Do” Mentality Excellence & Professionalism Areas of Opportunity We frequently hire across a variety of roles and experience levels, including...
Ansay & Associates Port Washington, WI Full Time
R&R Insurance
07/17/2026  
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
07/14/2026  
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

 

  • Home
  • Contact
  • About Us
  • Terms & Conditions
  • OUR PROMISE TO GIVE BACK!
  • Employer
  • Post a Job
  • Search Resumes
  • Sign in
  • Advertise with Us!
  • Job Seeker
  • Find Jobs
  • Create Candidate Profile
  • Sign in
© 2026 Powered by InsurancePond.com                        Privacy Policy