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Entry Level Insurance Broker Jobs in Wisconsin (NOW HIRING)

Paramark Corp.

Associate Regional Manager

New Richmond, WI · On-site

$79K - $107K/yr

... brokerage services for private investors, institutions, corporations, not-for-profits, homeowner ... This is a developmental, entrylevel regional role designed to build leadership, budgeting, and ...

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Entry Level Insurance Broker information

See Wisconsin salary details

$39.4K

$88K

$120.1K

How much do entry level insurance broker jobs pay per year?

As of Aug 20, 2026, the average yearly pay for entry level insurance broker in Wisconsin is $88,039.00, according to ZipRecruiter salary data. Most workers in this role earn between $76,700.00 and $100,900.00 per year, depending on experience, location, and employer.

What does an entry level insurance broker do?

An Entry Level Insurance Broker helps clients find and purchase insurance policies that best fit their needs. They typically work under the supervision of experienced brokers, learning about different types of insurance such as life, health, auto, and property. Their daily tasks often include assessing client needs, researching policy options, preparing quotes, and assisting with paperwork. Entry level brokers also spend time building client relationships and learning sales strategies. This role is a stepping stone to more advanced positions within the insurance industry.

What are the key skills and qualifications needed to thrive as an entry level insurance broker?

To thrive as an Entry Level Insurance Broker, you need a basic understanding of insurance products, sales principles, and often a relevant state-issued insurance license. Familiarity with CRM software, quoting tools, and underwriting systems is typically required. Strong interpersonal skills, active listening, and resilience help you build client relationships and handle rejections effectively. These skills are essential for building trust with clients, meeting sales targets, and ensuring regulatory compliance in a competitive industry.

What are some of the main challenges faced by entry level insurance brokers, and how can they overcome them?

Entry-level insurance brokers often face challenges such as building a client base from scratch, understanding complex insurance products, and meeting sales targets. To overcome these challenges, new brokers should actively seek mentorship from experienced colleagues, invest time in learning about different insurance products, and develop strong networking and communication skills. Regular training, persistence, and leveraging CRM tools can also help streamline client management and improve sales performance.

What is the difference between Entry Level Insurance Broker vs Insurance Agent?

AspectEntry Level Insurance BrokerInsurance Agent
CertificationsLicensing required, often entry-levelLicensing required, similar requirements
Work EnvironmentOffice, client meetings, independent workOffice, client interactions, agency setting
Industry UsageCommonly used for those starting in insurance sales and brokerageWidely used for sales and policy servicing roles

Both roles require licensing and involve client interactions, but insurance brokers often work independently to find policies across multiple providers, while insurance agents typically represent specific companies. The roles overlap in certifications and work environment, making them closely related but distinct in scope and independence.

How difficult is it to be an entry level insurance broker?

Becoming an entry-level insurance broker typically involves obtaining a license, which requires passing a state exam and completing pre-licensing education. The role often involves developing sales skills, understanding insurance products, and building client relationships, but it generally has low entry barriers and offers on-the-job training.

How much do entry level insurance brokers get paid?

Entry-level insurance brokers typically earn a starting salary ranging from $30,000 to $50,000 annually, often supplemented by commissions based on sales. Compensation can vary depending on location, employer, and individual performance, with some earning higher through successful client acquisition and sales skills.

Is entry level insurance broker a stressful job?

Entry level insurance brokers often face stress related to meeting sales targets, managing client relationships, and understanding complex policies. The job can involve a fast-paced environment and requires strong communication and organizational skills, but stress levels vary depending on individual workload and support systems.

Why do most entry level insurance brokers quit?

Many entry-level insurance brokers quit due to high rejection rates, challenging sales targets, and the pressure to build a client base quickly. The job often involves commission-based pay, which can lead to financial instability and stress, especially without prior experience or strong sales skills.

What are the most commonly searched types of Insurance Broker jobs in Wisconsin?

The most popular types of Insurance Broker jobs in Wisconsin are:

What are popular job titles related to Entry Level Insurance Broker jobs in Wisconsin?

For Entry Level Insurance Broker jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Entry Level Insurance Broker jobs in Wisconsin look for?

The top searched job categories for Entry Level Insurance Broker jobs in Wisconsin are:

Entry Level Insurance Broker jobs near you
Infographic showing various Entry Level Insurance Broker job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 76% Full Time, 19% Part Time, and 4% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $88,039 per year, or $42.3 per hour.

Associate Regional Manager

Paramark Corp.

New Richmond, WI • On-site

$79K - $107K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 25 days ago

Job description

Description

Paramark Corporation is seeking a dedicated professional to join our team in our Western Wisconsin Territory as a full-time Associate Regional Manager.

About Paramark

Founded in 1971 and headquartered in Rochester, Minnesota, Paramark Real Estate Services offers premium property management, facility management, and commercial brokerage services for private investors, institutions, corporations, not-for-profits, homeowner associations, and cooperatives. Since its inception, Paramark Corporation has experienced rapid growth, managing properties across Minnesota, Wisconsin, Iowa, Illinois, Colorado, Texas, Kansas, Florida, and North Dakota.

About You

You are passionate about your work and driven to succeed. You are always there to help the team when needed and aren't afraid to ask for assistance. You embody our corporate values: being customer-focused, maintaining a positive attitude, demonstrating a great work ethic, showing dedication, and being a team player.

Responsibilities

The Associate Regional Manager supports the Regional Property Manager in overseeing the operational, financial, and physical performance of assigned properties in accordance with the Company's mission, vision, and objectives. This is a developmental, entrylevel regional role designed to build leadership, budgeting, and multisite management skills.

In addition to supporting multiple properties, the Associate Regional Manager may be assigned to directly manage a property (or serve as interim Property Manager) on a limited or temporary basis. This role involves handson property management responsibilities, as well as regional support, training, and oversight duties.

The Associate Regional Manager works closely with onsite teams, vendors, and internal departments, serving as a bridge between propertylevel operations and regional leadership.

Key Responsibilities

Property Operations & Physical Asset Oversight

  • Assist with oversight of the physical condition of assigned properties.
  • Conduct routine site inspections of building interiors and exteriors, documenting findings and followup items.
  • Support maintenance staff and contractors in meeting company standards and safety requirements.
  • Make recommendations for routine repairs, capital needs, and preventative maintenance.
  • Ensure compliance with safety regulations and company operational standards.

Direct Property Management (Limited Assignment)

  • Serve as Property Manager for an assigned property as needed, including during transitions, vacations, or staffing shortages.
  • Oversee daytoday property operations, including leasing, resident relations, maintenance coordination, and rent collection when directly assigned.
  • Ensure proper execution of leases, resident notices, and property files in accordance with company policies.

Leasing, Marketing & Resident Relations

  • Support leasing and marketing efforts across assigned properties.
  • Assist with evaluating market conditions and property comparables.
  • Help implement marketing plans and recommend improvements to leasing performance.
  • Review rental applications and lease documentation for accuracy and compliance when assigned.
  • Assist onsite staff with resolving resident concerns and service issues.

Financial Oversight & Reporting

  • Assist in preparing and reviewing annual budgets and property management plans.
  • Review monthly financial reports with the Regional Property Manager and identify variances.
  • Monitor expenses, invoices, and payroll for accuracy and policy compliance.
  • Support rent rate recommendations for new leases and renewals based on market data.

Staff Support & Development

  • Provide guidance, coaching, and daytoday support to onsite staff.
  • Assist with onboarding and training of new property managers and onsite employees.
  • Support performance management by reinforcing company policies and procedures.
  • Serve as a leadership presence at assigned properties and model professional standards.

Administration & Professional Development

  • Assist with maintaining accurate property records and files.
  • Coordinate with internal departments and outside professionals as directed (legal, accounting, insurance, etc.).
  • Build knowledge of company systems, procedures, and compliance requirements.
  • Continually develop management, leadership, and technical skills.
  • Spend time building market knowledge, community awareness, and operational understanding.

Qualifications (PREFERRED)

  • Two to four years of experience in property management or related housing/real estate roles.
  • Prior experience as a Property Manager, Assistant Property Manager, or similar role preferred.
  • College degree in business, real estate, or related field preferred but not required.
  • A real estate license is required by the state or property type.
  • Strong organizational and followthrough skills.
  • Developing leadership abilities and a desire to grow into a regional role.
  • Strong written and verbal communication skills.
  • Detailoriented with the ability to manage multiple priorities.

This position is ideal for an experienced Property Manager or Assistant Property Manager seeking growth into a regional leadership role. It provides exposure to multiproperty operations while maintaining handson property management experience as needed.

This position may require management of some or all of the following property types: market-rate, affordable housing (LIHTC and Section 8), student housing, and HOA/senior cooperative communities.

We're excited to learn more about you! Apply today, and let's start the conversation.

Paramark Corporation is an Equal Opportunity Employer and considers applicants for employment regardless of race, color, religion, sex, sexual orientation, national origin, age, disability, genetics, or any other basis prohibited by federal, provincial, or local law.

Candidates will be required to pass a criminal background check. Paramark participates in E-Verify.

Available Benefits: Health, Dental, Vision, 401k, 401k matching, life insurance, Short Term Disability, PTO, Paid Holidays, and more.

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