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Entry Level Insurance Jobs in Milwaukee, WI (NOW HIRING)

Nexera

Entry Level Remote Insurance Sales

Milwaukee, WI · Remote

$1.5K - $3.2K/wk

No finance or insurance background needed. We'll train you and get you licensed. Why recent grads skip the "traditional job" path Typical entry-level job This role -- year one potential $42K-$55K ...

ULINE

Entry Level Finance Opportunities

Kenosha, WI · On-site

Entry Level Finance Opportunities Corporate Headquarters 12575 Uline Drive, Pleasant Prairie, WI ... Complete health insurance coverage and 401(k) with 6% employer match that starts day one!

Nexera

Entry Level Remote Sales Role

Milwaukee, WI · Remote

$1.5K - $5.3K/wk

No prior experience in finance or insurance is required. We provide full training and licensing support. Why recent grads choose this over a traditional job Typical entry-level job $42K-$55K Fixed ...

Culver's

Entry Level Manager

Menomonee Falls, WI

$15/hr

Culver's Menomone Falls is looking for Entry-Level Managers If you have a passion for restaurant ... Paid time off and insurance benefits for eligible team members And much, much more!

Culver's

Entry Level Manager

Menomonee Falls, WI

$15/hr

Culver's Menomone Falls is looking for Entry-Level Managers If you have a passion for restaurant ... Paid time off and insurance benefits for eligible team members · And much, much more!

Northstar Loans

Loan Officer (Entry Level)

Milwaukee, WI · On-site

$15 - $18/hr

Loan Officer (Entry-Level) We're looking for a dependable, motivated Loan Officer to join our team ... Medical, dental, and vision insurance * Flexible Spending Account (FSA) * 401(k) retirement plan ...

White Lodging

Entry Level Cook

Milwaukee, WI · On-site

$18/hr

This entry-level cook role is ideal for recent culinary school graduates, career changers, or ... Medical, dental, and vision insurance - starting day 1 * Life and disability insurance * Paid ...

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All JobsInsurance JobsEntry Level Insurance JobsEntry Level Insurance Jobs in Milwaukee, WI

Entry Level Insurance information

See Milwaukee, WI salary details

$19.5K

$57.4K

$100K

How much do entry level insurance jobs pay per year?

As of Aug 1, 2026, the average yearly pay for entry level insurance in Milwaukee, WI is $57,353.00, according to ZipRecruiter salary data. Most workers in this role earn between $36,588.00 and $73,176.00 per year, depending on experience, location, and employer.

Is insurance a good first job?

Entry level insurance positions are suitable for those starting their careers, offering opportunities to develop customer service, communication, and sales skills. These roles often require basic computer proficiency and may lead to advancement within the industry. They can provide stable work experience and a foundation for future career growth in insurance or related fields.

Why do most insurance agents quit?

Most insurance agents quit due to high competition, challenging sales targets, and inconsistent income, especially during the initial training period. The job often requires strong communication skills, persistence, and the ability to handle rejection, which can lead to burnout and turnover.

Is insurance a good first job?

Insurance entry-level positions are suitable for those starting their careers, offering opportunities to develop skills in customer service, sales, and policy management. These roles often require basic communication skills and may lead to advancement with experience and additional certifications such as licensing exams.

Why do so many insurance agents quit?

Many insurance agents quit due to the high competition, the need for strong sales skills, and the commission-based pay structure that can lead to income instability. Additionally, the job often requires building a client base and maintaining long hours, which can contribute to burnout and turnover.

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

AspectEntry Level InsuranceInsurance Agent
Required CredentialsHigh school diploma or equivalent; licensing varies by stateHigh school diploma; licensing required
Work EnvironmentOffice settings, call centers, or remoteOffice, client meetings, or remote
Employer & Industry UsageInsurance companies, brokers, agenciesInsurance agencies, brokerages, direct sales
Common Search & ComparisonOften compared for entry-level roles in insuranceRelated role with sales and client interaction focus

Entry Level Insurance roles typically require basic licensing and serve as foundational positions in insurance companies or agencies. Insurance Agents, while also entry-level in many cases, focus more on client sales and service, often requiring licensing and direct interaction with clients. Both roles are essential for starting a career in insurance, but Insurance Agents usually involve more active sales and customer engagement.

What are the key skills and qualifications needed to thrive as an Entry Level Insurance professional, and why are they important?

To thrive as an Entry Level Insurance professional, you typically need foundational knowledge of insurance products, strong analytical skills, and at least a high school diploma or bachelor's degree. Familiarity with customer relationship management (CRM) software, basic data entry systems, and, in some cases, an insurance license are important technical qualifications. Excellent interpersonal skills, attention to detail, and a customer-focused mindset help you build trust and effectively communicate with clients. These skills and qualities are crucial for providing accurate information, ensuring compliance, and delivering exceptional service in a competitive industry.

What is an entry-level insurance agent?

An entry-level insurance agent is a professional who sells insurance policies and provides customer service with minimal prior experience. They typically complete training, obtain necessary licenses, and develop skills in sales, communication, and insurance products. These roles often serve as a starting point for careers in the insurance industry.

What jobs pay 4000 a week without a degree?

Insurance entry-level roles typically do not pay $4,000 a week without experience or advanced skills. High-paying jobs that can reach this level often require specialized skills, certifications, or sales commissions, such as insurance sales agents, real estate brokers, or certain sales positions, which may offer high earnings based on performance. Most roles at this income level without a degree are rare and usually involve commission-based or entrepreneurial work.

What are entry level positions in insurance?

Entry level insurance positions typically include roles such as insurance agent, customer service representative, claims assistant, or underwriter trainee. These roles often require basic knowledge of insurance policies, strong communication skills, and may involve on-the-job training or certification programs. They provide foundational experience for a career in the insurance industry.

What are some typical challenges faced by entry level insurance professionals, and how can they be overcome?

Entry level insurance professionals often encounter challenges such as understanding complex policy details, managing a high volume of client inquiries, and achieving sales or service targets. To overcome these, it's important to proactively seek guidance from experienced colleagues, participate in available training programs, and stay organized with clear documentation. Building strong communication skills and maintaining a customer-focused mindset can also help in managing client relationships and meeting performance goals.

What are entry level insurance jobs?

Entry level insurance jobs are positions within insurance companies or agencies that are designed for individuals who are new to the industry or have limited professional experience. These roles often include positions such as customer service representative, claims processor, sales agent trainee, or underwriting assistant. Entry level insurance jobs provide on-the-job training and opportunities to learn about insurance products, policies, and regulations. They are a great starting point for those interested in building a long-term career in the insurance field.

What jobs pay 4000 a week without a degree?

Entry-level insurance roles typically do not pay $4,000 a week without experience or advanced certifications. High-paying jobs that reach this level often require specialized skills, sales commissions, or entrepreneurial efforts, such as insurance sales agents with strong client networks or independent agents, but these are not strictly entry-level. Most jobs paying this amount without a degree are in sales, real estate, or entrepreneurial ventures that rely on performance and commissions rather than formal education.
What are the most commonly searched types of Insurance jobs in Milwaukee, WI? The most popular types of Insurance jobs in Milwaukee, WI are:
What are popular job titles related to Entry Level Insurance jobs in Milwaukee, WI? For Entry Level Insurance jobs in Milwaukee, WI, the most frequently searched job titles are:
What job categories do people searching Entry Level Insurance jobs in Milwaukee, WI look for? The top searched job categories for Entry Level Insurance jobs in Milwaukee, WI are:
What cities near Milwaukee, WI are hiring for Entry Level Insurance jobs? Cities near Milwaukee, WI with the most Entry Level Insurance job openings:
Entry Level Insurance jobs near you
Infographic showing various Entry Level Insurance job openings in Milwaukee, WI as of July 2026, with employment types broken down into 85% Full Time, 11% Part Time, 1% Temporary, and 3% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $57,353 per year, or $27.6 per hour.

Entry Level Remote Insurance Sales

Nexera

Milwaukee, WI • Remote

$1.5K - $3.2K/wk

Full-time

Posted 6 days ago

Job description

About this role

We're hiring entry-level Financial Sales Consultants for our remote team. You'll help families find the right financial protection for their needs — by phone and Zoom, from wherever you call home. No finance or insurance background needed. We'll train you and get you licensed.

Why recent grads skip the "traditional job" path

Typical entry-level job This role — year one potential $42K–$55K fixed salary $50K–$100K+, no ceiling 2–3% annual raise Your effort sets your pay Income capped from day one Uncapped from day one

What you'll be doing

  • Contacting warm inbound leads — people who've already asked for help protecting their families
  • Running phone and Zoom consultations to understand each client's needs and budget
  • Presenting coverage options from a network of 60+ carriers
  • Following up consistently and managing your own daily activity
  • Attending weekly virtual training with a dedicated mentor
  • Working toward team leadership and override income over time

What you can earn

  • $800–$1,200 commission per closed sale
  • Part-time (~20 hrs/week): typically $50,000–$80,000 in year one with consistent activity
  • Full-time: typically $80,000–$120,000 once established; top performers earn well beyond that
  • Paid weekly
  • Bonuses and incentives available
  • Long-term passive income through team building and overrides

Your path forward

  • Year 1: Get licensed, complete onboarding, land your first sales, build the habit
  • Year 2: Build pipeline consistency, grow activity, reach $80,000–$100,000
  • Year 3: Start building your own team, earn override income on their production
  • Year 5+: Lead a team, generate passive income, work your own schedule

Most of our managers and team leaders started in this exact seat with zero prior experience.

What we provide

  • Full licensing support — we walk you through getting your Life and Health Insurance License (most pass in 2–4 weeks)
  • A dedicated mentor for your first 90 days with weekly one-on-ones
  • Warm inbound leads plus outbound follow-up opportunities (lead structure covered in the interview)
  • Access to 60+ insurance carriers — independent model, never tied to one company
  • A step-by-step training system built specifically for new agents
  • Weekly pay on every closed sale

Backgrounds that do well here

No specific degree required. These backgrounds tend to produce strong first-year agents:

  • Business, marketing, communications, or finance
  • Psychology, sociology, or criminal justice
  • Any customer-facing role — retail, hospitality, food service, tutoring
  • Student athletes or anyone with a competitive, team-driven mindset
  • No degree at all — drive and coachability matter more than credentials

Requirements

  • U.S. citizen or legal resident, currently living in the U.S.
  • Raleigh/Triangle area preferred — fully remote, open to all U.S. locations
  • Able to pass a background check
  • Life and Health Insurance License required before start date (or real willingness to get one — full support provided)
  • Reliable internet and a quiet space for calls
  • Available at least 20 hours per week

Benefits

  • Fully remote — work from anywhere in the U.S.
  • Flexible schedule — full-time or part-time, your call
  • Weekly pay
  • Pay is only 100% commission
  • Licensing and onboarding support
  • Mentorship from day one
  • Leadership path with passive income potential