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Insurance Vice President Jobs in Wisconsin (NOW HIRING)

Illuminus

Vice President of Sales

Milwaukee, WI · On-site

Job Type Full-time Description The Vice President of Sales provides strategic leadership for ... Basic Life Insurance & AD&D - Company Paid * Short and Long Term Disability - Company Paid

Illuminus

Vice President of Sales

Madison, WI · On-site

Job Type Full-time Description The Vice President of Sales provides strategic leadership for ... Basic Life Insurance & AD&D - Company Paid * Short and Long Term Disability - Company Paid

Illuminus

Vice President of Sales

Madison, WI · On-site

Description The Vice President of Sales provides strategic leadership for enterprise sales ... Basic Life Insurance & AD&D - Company Paid * Short and Long Term Disability - Company Paid

Illuminus

Vice President of Sales

Milwaukee, WI · On-site

Description The Vice President of Sales provides strategic leadership for enterprise sales ... Basic Life Insurance & AD&D - Company Paid * Short and Long Term Disability - Company Paid

Illuminus

Vice President of Sales

Milwaukee, WI · On-site

The Vice President of Sales provides strategic leadership for enterprise sales initiatives ... Basic Life Insurance & AD&D - Company Paid * Short and Long Term Disability - Company Paid

Illuminus

Vice President of Sales

Madison, WI · On-site

The Vice President of Sales provides strategic leadership for enterprise sales initiatives ... Basic Life Insurance & AD&D - Company Paid * Short and Long Term Disability - Company Paid

Illuminus

Vice President of Marketing

Fitchburg, WI · On-site

Description The VP of Marketing provides strategic leadership for enterprise marketing, brand ... Basic Life Insurance & AD&D - Company Paid * Short and Long Term Disability - Company Paid

Illuminus

Vice President of Marketing

Madison, WI · On-site

Description: The VP of Marketing provides strategic leadership for enterprise marketing, brand ... Basic Life Insurance & AD&D - Company Paid * Short and Long Term Disability - Company Paid

Illuminus

Vice President of Marketing

Fitchburg, WI · On-site

Job Type Full-time Description The VP of Marketing provides strategic leadership for enterprise ... Basic Life Insurance & AD&D - Company Paid * Short and Long Term Disability - Company Paid

ULINE

Vice President of Logistics

Kenosha, WI · On-site

Vice President of Logistics Corporate Headquarters 12575 Uline Drive, Pleasant Prairie, WI 53158 ... Complete health insurance coverage and 401(k) with 6% employer match that starts day one!

SpecSys

Vice President of Operations

Prentice, WI

$108K - $162K/yr

Term Life Insurance; Employee Assistance Program; RITALKA University; Employee Luncheons; Company Picnic; Community Volunteering. The Vice President of Operations is responsible for overseeing and ...

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All JobsInsurance Vice President JobsInsurance Vice President Jobs in Wisconsin

Insurance Vice President information

See Wisconsin salary details

$43.9K

$159K

$280.1K

How much do insurance vice president jobs pay per year?

As of Jul 31, 2026, the average yearly pay for insurance vice president in Wisconsin is $159,005.00, according to ZipRecruiter salary data. Most workers in this role earn between $116,100.00 and $191,800.00 per year, depending on experience, location, and employer.

What are the typical responsibilities of an Insurance Vice President on a day-to-day basis?

An Insurance Vice President typically oversees a range of activities, such as developing and implementing business strategies, managing underwriting and claims teams, and ensuring compliance with industry regulations. You may be responsible for analyzing large-scale risk portfolios, driving revenue growth, meeting with major clients, and reporting performance to executive leadership. Collaboration with departments like sales, legal, and product development is common to align goals and maintain operational efficiency. The role often involves mentoring senior managers, setting departmental KPIs, and representing the organization at industry events or with regulatory bodies. This multifaceted leadership position offers a dynamic work environment and significant influence over the company's direction.

What does an Insurance Vice President do?

An Insurance Vice President is a senior executive responsible for overseeing an insurance company's operations, strategy, and financial performance. They develop business plans, manage risk, and ensure regulatory compliance. Additionally, they lead teams, build client relationships, and drive growth through sales and underwriting strategies. Their role is critical in shaping company policies and maintaining profitability in a competitive market.

What are the key skills and qualifications needed to thrive in the Insurance Vice President position, and why are they important?

To excel as an Insurance Vice President, you need deep expertise in insurance underwriting, risk management, financial analysis, and a proven track record in senior leadership roles, often supported by a bachelor’s or master’s degree in business, finance, or a related field. Familiarity with industry-specific software such as insurance policy administration systems, CRM tools, and financial modeling platforms is vital, and certifications like CPCU or CLU are highly valued. Superior strategic thinking, negotiation abilities, and exceptional communication skills help drive organizational goals and foster key relationships. These competencies are essential for making high-level decisions, navigating complex regulatory environments, and leading teams to achieve business growth and profitability.

What are the most commonly searched types of Insurance jobs in Wisconsin? The most popular types of Insurance jobs in Wisconsin are:
What are popular job titles related to Insurance Vice President jobs in Wisconsin? For Insurance Vice President jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Insurance Vice President jobs in Wisconsin look for? The top searched job categories for Insurance Vice President jobs in Wisconsin are:
What cities in Wisconsin are hiring for Insurance Vice President jobs? Cities in Wisconsin with the most Insurance Vice President job openings:
Insurance Vice President jobs near you
Infographic showing various Insurance Vice President job openings in Wisconsin as of July 2026, with employment types broken down into 1% As Needed, 69% Full Time, 25% Part Time, and 5% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $159,005 per year, or $76.4 per hour.

Vice President, Finance

Old Republic Risk Management

Brookfield, WI • On-site

$140K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 6 days ago

Job description

Description
Position at Old Republic Risk Management
Vice President, Finance
Brookfield, WI (Onsite) Target Salary $140,000 + Annual Company Bonus Opportunity
Lead People. Drive Change. Shape What's Next.
Old Republic Risk Management (ORRM) is seeking a strategic and people-focused Vice President, Finance to lead our financial reporting team and help shape the future of our finance organization.
This newly created leadership role is ideal for an accomplished accounting professional who enjoys building relationships, developing teams, and leading organizations through change. Reporting to the Senior Vice President, Chief Financial Officer, this position will partner closely with the CFO, Deputy CFO, VP Controller, and parent company finance leaders to strengthen financial reporting processes, challenge traditional thinking, and identify opportunities to improve how work gets done.
Based in our Brookfield, Wisconsin headquarters, this position will travel at least once per month for two to three days to Pennsylvania to collaborate with finance team members and business partners.
What You'll Do
Lead and Develop a High-Performing Team
  • Provide leadership, coaching, and development to the financial reporting team, fostering an environment of accountability, collaboration, and continuous learning.
  • Build trust and engagement while leading teams through change and process evolution.
  • Mentor team members and create opportunities for professional growth and succession planning.

Lead Financial Reporting Excellence
  • Oversee the preparation, review, and submission of monthly, quarterly, and annual financial statements, management reports, statutory filings, and regulatory reporting requirements.
  • Direct the preparation and filing of insurance-related statutory reporting, annual statements, Risk-Based Capital (RBC) reports, and other required regulatory submissions.
  • Partner across finance leadership to ensure the integrity, accuracy, and timeliness of financial reporting and compliance activities.
  • Support both statutory and GAAP financial reporting activities and contribute to the continued enhancement of reporting capabilities.

Drive Transformation and Continuous Improvement
  • Evaluate existing processes, identify opportunities to modernize and streamline reporting activities, and implement sustainable improvements.
  • Bring fresh perspectives and innovative thinking to long-standing processes and challenges.
  • Lead change initiatives with a focus on communication, engagement, and successful adoption.
  • Partner with finance leadership and the parent company to strengthen processes, controls, and reporting practices.

Serve as a Strategic Business Partner
  • Collaborate with executive leadership, finance partners, auditors, regulators, and parent company stakeholders on financial reporting matters and strategic initiatives.
  • Translate complex accounting and reporting concepts into practical business insights and recommendations.
  • Build strong cross-functional relationships that enable effective decision-making and organizational success.

What We're Looking For
Required Qualifications
  • Active CPA designation preferred; candidates who have successfully completed CPA requirements and are eligible for licensure will also be considered.
  • Bachelor's degree in Accounting, Finance, or a related field.
  • Minimum of 10 years of progressive accounting and financial reporting experience.
  • At least 5 years of people leadership experience with demonstrated success developing teams and leading through change.
  • Proven ability to influence, collaborate, and communicate effectively across all levels of an organization.
  • Self-starter with the ability to thrive in a newly created role and bring structure, vision, and forward-thinking ideas to the organization.

Preferred Qualifications
  • Insurance industry experience, including knowledge of Statutory Accounting Principles (SAP), insurance regulatory reporting, and financial statement preparation.
  • Strong GAAP financial reporting experience.
  • Master's degree or MBA preferred.

Insurance experience is strongly preferred but not required. We welcome experienced accounting leaders from other industries who bring exceptional people leadership capabilities, a strong technical accounting foundation, and a demonstrated ability to lead teams and organizations through change.
Why Join ORRM?
  • Newly created leadership role with the opportunity to make a meaningful impact
  • Collaborative executive team and strong partnership across finance leadership
  • Ability to influence and modernize financial reporting processes and practices
  • Opportunity to lead and develop a talented team while helping shape the future of the finance organization
  • Competitive target salary of $140,000, based on experience and qualifications
  • Eligible for our annual company bonus program

COMPANY BENEFITS
Financial:
  • Competitive target salary of $140,000
  • Lucrative annual bonus based upon performance
  • 401k Savings & Profit-Sharing Plan, including company match contribution
  • Roth investment options
  • 529 Education Savings Plan
  • Employee Referral Bonus Program

Health:
  • Health Insurance
  • Dental Insurance
  • Flexible Spending & Health Savings Account options
  • Life Insurance
  • Vision Insurance
  • Supplement Life Insurance
  • Long-Term Disability Insurance
  • Permanent Life Insurance & Long Term Care
  • Paid Leave of Absence Benefits
  • Accident & Critical Illness Insurance
  • Pet Insurance

Work-Life Balance:
  • 37.5 hour standard work week
  • Hybrid work opportunities available upon completion of training
  • Casual business attire
  • Generous paid time-off (PTO)
  • Paid holidays
  • Volunteer opportunities
  • Company-sponsored events and outings

Interested? Click 'apply' and follow some very simple steps to get your resume in front of the Talent Acquisition Team.
#LI-VG1
Old Republic Risk Management is an Equal Opportunity Employer and is committed to maintaining a diverse workplace.

Apply