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Entry Level Insurance Sales Jobs in Milwaukee, WI

Nexera

Entry Level Remote Insurance Sales

Milwaukee, WI · Remote

$1.5K - $3.2K/wk

About this role We're hiring entry-level Financial Sales Consultants for our remote team. You'll ... No finance or insurance background needed. We'll train you and get you licensed. Why recent grads ...

Nexera

Entry Level Remote Sales Role

Milwaukee, WI · Remote

$1.5K - $5.3K/wk

About this role We are hiring entry-level Financial Sales Consultants to join our remote team. In ... No prior experience in finance or insurance is required. We provide full training and licensing ...

Lake Auto Group

Be Seen First

Entry Level Automotive Sales Consultant

Milwaukee, WI · On-site

$60K - $80K/yr

Entry-Level Automotive Sales Consultant Paid Training (No Experience Needed!) Lake Chevrolet & Lake ... Anthem Blue Cross/Blue Shield Health Insurance (Lake Auto Group pays over 60% of your premium ...

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

Entry Level Insurance Sales information

See Milwaukee, WI salary details

$21.7K

$44.3K

$64K

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

As of Aug 9, 2026, the average yearly pay for entry level insurance sales in Milwaukee, WI is $44,343.00, according to ZipRecruiter salary data. Most workers in this role earn between $36,400.00 and $49,200.00 per year, depending on experience, location, and employer.

What skills and qualifications are needed for entry level insurance sales?

To thrive as an Entry Level Insurance Sales representative, you need a high school diploma (or equivalent), basic sales knowledge, and an active state insurance license. Familiarity with CRM software, sales tracking tools, and online quoting systems is often required. Strong interpersonal skills, resilience, and persuasive communication help build client relationships and overcome objections. These skills and qualities are essential for meeting sales targets, ensuring regulatory compliance, and providing excellent customer service.

What do entry level insurance sales agents do?

Entry level insurance sales agents identify potential clients, explain insurance products, and help customers select appropriate coverage. They often work in an office or retail environment, use sales techniques, and may need to obtain licensing or certifications before selling policies. The role involves customer service, communication skills, and understanding insurance policies.

Why do most entry level insurance sales quit?

Many entry-level insurance sales representatives quit due to high rejection rates, low initial commissions, and the need to develop strong sales skills. The job often requires persistence, self-motivation, and the ability to handle rejection, which can be challenging for new agents. Additionally, the lack of immediate income and the competitive environment contribute to high turnover.

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

Entry-level insurance sales professionals often encounter challenges such as building a client base from scratch, handling rejections, and staying motivated in a commission-driven environment. To overcome these, it's helpful to actively network, seek mentorship from experienced colleagues, and consistently follow up with leads. Developing strong product knowledge and refining communication skills also boost confidence and credibility with potential clients. Many organizations offer training and support to help new agents succeed, so taking advantage of these resources is key.

What is an entry level insurance sales job?

Entry level insurance sales jobs are positions designed for individuals who are new to the insurance industry and have little to no prior experience in sales. These roles typically involve helping clients understand and purchase various types of insurance policies, such as auto, home, life, or health insurance. Employees receive training in sales techniques, product knowledge, and regulatory requirements. The goal is to build strong customer relationships, meet sales targets, and grow a client base while learning the fundamentals of the insurance business.

Is entry level insurance sales hard?

Entry level insurance sales can be challenging as it requires developing sales skills, understanding insurance products, and building client relationships. Success often depends on communication abilities, persistence, and gaining industry knowledge through training and certifications. The job typically involves a commission-based structure and a learning curve for new representatives.

How to get a job in insurance sales with no experience?

Entry level insurance sales positions often do not require prior experience; instead, employers look for strong communication skills, a customer-focused attitude, and a willingness to learn. Candidates can improve their chances by obtaining relevant certifications, such as insurance licenses, and demonstrating a proactive attitude during interviews. Training programs are typically provided by employers to help new hires develop product knowledge and sales techniques.

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

AspectEntry Level Insurance SalesInsurance Agent
Required CredentialsBasic licensing, sales trainingLicensing, certifications, ongoing education
Work EnvironmentOffice, remote, or field salesOffice, client meetings, fieldwork
Employer & Industry UsageInsurance companies, agenciesIndependent agents, agencies, companies
Search & Comparison IntentEntry-level roles, sales trainingExperienced sales, licensing, career growth

Entry Level Insurance Sales typically refers to individuals starting in sales roles with basic licensing and training, often working under supervision. Insurance Agents usually have more experience, licensing, and may operate independently or own agencies. While both roles involve selling insurance products, the key differences lie in experience, independence, and responsibilities.

What are the most commonly searched types of Insurance Sales jobs in Milwaukee, WI? The most popular types of Insurance Sales jobs in Milwaukee, WI are:
What are popular job titles related to Entry Level Insurance Sales jobs in Milwaukee, WI? For Entry Level Insurance Sales jobs in Milwaukee, WI, the most frequently searched job titles are:
What job categories do people searching Entry Level Insurance Sales jobs in Milwaukee, WI look for? The top searched job categories for Entry Level Insurance Sales jobs in Milwaukee, WI are:
Entry Level Insurance Sales jobs near you
Infographic showing various Entry Level Insurance Sales job openings in Milwaukee, WI as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $44,343 per year, or $21.3 per hour.

Entry Level Remote Insurance Sales

Nexera

Milwaukee, WI • Remote

$1.5K - $3.2K/wk

Full-time

Posted 15 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