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Insurance Sales Associate Jobs in Wisconsin (NOW HIRING)

Understory

Sales Associate (P&C Insurance)

Madison, WI · On-site

Understory is looking for a Sales Associate to support new business development and client relationships across our growing P&C insurance portfolio. This is an individual contributor role focused on ...

Bering & Associate's

Be Seen First

Insurance - Executive Service Support

Wauwatosa, WI · On-site

$42K - $80K/yr

Represent Bering & Associates professionally within the community Qualifications * 2+ years of sales experience preferred (insurance sales strongly preferred) * American Family Insurance systems ...

Trek Bicycle

Sales Associate

Madison, WI · On-site

$400K/yr

Job Location Trek Store Madison East Summary Our DOTS Sales Associates help to achieve Trek ... insurance • Flexible Spending Accounts (FSA) • Free life insurance & optional term life ...

Fuel Powersports

Sales Associate

West Bend, WI · On-site

$13.75 - $18.50/hr

As a Sales Associate, you will play a vital role in delivering exceptional service to our customers ... Health, Dental, Vision & Life Insurance. * 2 weeks paid vacation upon hire. * 401(k) with company ...

Fuel Powersports

Sales Associate

West Bend, WI

$14.25 - $19.25/hr

As a Sales Associate, you will play a vital role in delivering exceptional service to our customers ... Health, Dental, Vision & Life Insurance. * 2 weeks paid vacation upon hire. * 401(k) with company ...

Fuel Powersports

Sales Associate

West Bend, WI

$13.75 - $18.50/hr

As a Sales Associate, you will play a vital role in delivering exceptional service to our customers ... Health, Dental, Vision & Life Insurance. * 2 weeks paid vacation upon hire. * 401(k) with company ...

Fuel Powersports

Sales Associate

West Bend, WI · On-site

$13.75 - $18.50/hr

As a Sales Associate, you will play a vital role in delivering exceptional service to our customers ... Health, Dental, Vision & Life Insurance. * 2 weeks paid vacation upon hire. * 401(k) with company ...

Allure Intimate Apparel

Sales Associate

Madison, WI · On-site

$18 - $23/hr

We are seeking a Sales Associate to become an integral part of our team. You will be responsible ... Vision insurance * Paid time off * Employee discount * Simple IRA Retirement plan

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Insurance Sales Associate information

See Wisconsin salary details

$18.7K

$64.6K

$138.3K

How much do insurance sales associate jobs pay per year?

As of May 28, 2026, the average yearly pay for insurance sales associate in Wisconsin is $64,552.00, according to ZipRecruiter salary data. Most workers in this role earn between $44,400.00 and $80,700.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as an Insurance Sales Associate, and why are they important?

To thrive as an Insurance Sales Associate, you need strong sales skills, product knowledge, and often a state insurance license. Familiarity with CRM software, quoting tools, and underwriting systems is typically required. Outstanding communication, active listening, and relationship-building abilities help you connect with clients and close sales. These skills are essential for meeting sales targets, ensuring customer satisfaction, and complying with industry regulations.

What are some common challenges faced by Insurance Sales Associates, and how can they be overcome?

Insurance Sales Associates often encounter challenges such as building a steady client base, handling rejections, and keeping up with changing insurance products. Success in this role requires persistence, strong interpersonal skills, and continuous learning. Many associates find it helpful to develop effective networking strategies, leverage CRM tools, and participate in ongoing training offered by their agency or company. Collaboration with experienced team members and seeking mentorship can also provide valuable support and insight.

What does an Insurance Sales Associate do?

An Insurance Sales Associate helps clients understand and purchase insurance policies that best fit their needs, such as auto, home, health, or life insurance. They explain policy options, answer questions, and process applications. Additionally, they may follow up with clients to review coverage and assist with claims or policy updates. Their role combines customer service, product knowledge, and sales skills to build lasting client relationships.

What is the difference between Insurance Sales Associate vs Insurance Agent?

AspectInsurance Sales AssociateInsurance Agent
CredentialsTypically requires a license, sometimes a certification depending on stateRequires a state license to sell insurance products
Work EnvironmentOften works in insurance offices, call centers, or retail locationsWorks independently or with agencies, meeting clients in person or remotely
Employer & Industry UsageEmployed by insurance companies or agencies, focusing on sales supportRepresents insurance companies or agencies, selling policies directly to clients
Common Search & ComparisonOften compared for entry-level roles or sales positions in insuranceCompared for licensed professionals selling insurance policies

In summary, Insurance Sales Associates typically support sales efforts and may require licensing, but their role is more focused on assisting and customer service. Insurance Agents are licensed professionals who directly sell insurance policies and represent insurance companies or agencies. Both roles are essential in the insurance industry but differ mainly in responsibilities and licensing requirements.

What are the most commonly searched types of Insurance Sales jobs in Wisconsin? The most popular types of Insurance Sales jobs in Wisconsin are:
What are popular job titles related to Insurance Sales Associate jobs in Wisconsin? For Insurance Sales Associate jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Insurance Sales Associate jobs in Wisconsin look for? The top searched job categories for Insurance Sales Associate jobs in Wisconsin are:
What cities in Wisconsin are hiring for Insurance Sales Associate jobs? Cities in Wisconsin with the most Insurance Sales Associate job openings:
Insurance Sales Associate jobs near you
Infographic showing various Insurance Sales Associate job openings in Wisconsin as of May 2026, with employment types broken down into 64% Full Time, 35% Part Time, and 1% Contract. Highlights an 96% Physical, and 4% Remote job distribution, with an average salary of $64,552 per year, or $31 per hour.
Sales Associate (P&C Insurance)

Sales Associate (P&C Insurance)

Understory

Madison, WI • On-site

Full-time

Posted 24 days ago

Job description

Are you early in your insurance sales career and excited to sell deep expertise in property & casualty products? Do you enjoy working directly with brokers and clients, learning how deals get done, and supporting complex insurance solutions from first conversation through bind and renewal?
Understory is looking for a Sales Associate to support new business development and client relationships across our growing P&C insurance portfolio. This is an individual contributor role focused on learning the fundamentals of insurance sales, driving deal execution, and developing the skills needed to grow into a more senior commercial role over time.
This role is ideal for someone with early insurance or insurtech experience who wants hands-on exposure to broker relationships, underwriting collaboration, and consultative sales in a fast-growing, mission-driven company.
Your Main Responsibilities Will Include
  • Support new business sales efforts across P&C insurance products, including prospect research, outreach, meeting preparation, and follow-up.
  • Work closely with senior sales, underwriting, and product leaders to help move deals through the pipeline.
  • Assist with broker and client communications, including scheduling meetings, preparing materials, and responding to inbound questions.
  • Drive the end-to-end sales process, from initial introduction through quote, bind, and renewal.
  • Maintain accurate pipeline tracking and documentation in CRM systems (Salesforce).
  • Learn how underwriting considerations, pricing, and risk structures translate into client-facing solutions.
  • Support renewal and expansion efforts by helping prepare performance summaries, coverage updates, and renewal materials.
  • Develop a strong foundational understanding of Understory's products, value proposition, and target customer segments.
  • Grow over time into more independent ownership of smaller deals or defined segments of the sales process.
You're Exactly the Person We're Looking For If You
  • Are willing and able to work a Hybrid schedule (2-3 days per week) in our Madison, WI office. We are not currently open to F/T remote or relo candidates for this role.
  • Have 2-3 years of experience in insurance, insurtech, or a client facing brokerage role
  • Have exposure to property & casualty insurance concepts (through sales, underwriting support, account management, or brokerage).
  • Are interested in building a long-term career in insurance sales and learning consultative, complex deal cycles.
  • Are organized, detail-oriented, and comfortable managing multiple deals or accounts at once.
  • Communicate clearly and professionally with brokers, clients, and internal teams.
  • Are eager to learn, ask questions, and take feedback.
  • Are comfortable working in a fast-moving startup environment with evolving processes.
  • Have experience using CRM tools or sales systems (or are excited to learn).
Compensation Includes
  • Base salary commensurate with experience
  • Variable compensation tied to sales performance
  • Full-time benefits package
  • Equity package
About Understory
Understory is a leading provider of insurance solutions built for the era of climate change. The company's global network of Dot weather stations powers the world's most sophisticated weather risk model. By combining mutualized, optimized risk structures with precision weather technology and modeling, Understory develops affordable, stable property insurance solutions.
Traditional insurance is no longer fit for purpose. Natural catastrophes driven by the volatility of climate change are increasing rates and restricting coverage. Insurance and reinsurance companies are pulling out and leaving vast portions of the world's assets unprotected. Transformation is inevitable - and Understory is building what comes next.

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