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Insurance Sales Associate Jobs in Readstown, WI (NOW HIRING)

Customer Service Associate I

Boscobel, WI · On-site

$14.50 - $20/hr

Manage sales transactions while working assigned cash register * Maintain security of cash and ... In addition to medical, pharmacy, dental, and vision insurance, we offer: * Employee Assistance ...

... point-of-sale (POS) system to accurately scan and process customer purchases and informs store ... Voluntary Term Life Insurance *Full-time employees average 30 or more hours per week within an ...

... point-of-sale (POS) system to accurately scan and process customer purchases and informs store ... Voluntary Term Life Insurance *Full-time employees average 30 or more hours per week within an ...

Customer Service Associate I

Richland Center, WI · On-site

$15 - $20.75/hr

Manage sales transactions while working assigned cash register * Maintain security of cash and ... In addition to medical, pharmacy, dental, and vision insurance, we offer: * Employee Assistance ...

Customer Service Associate I

Boscobel, WI

$14.50 - $20/hr

Manage sales transactions while working assigned cash register * Maintain security of cash and ... In addition to medical, pharmacy, dental, and vision insurance, we offer: * Employee Assistance ...

Customer Service Associate I

Viroqua, WI · On-site

$13.25 - $18.25/hr

Manage sales transactions while working assigned cash register * Maintain security of cash and ... In addition to medical, pharmacy, dental, and vision insurance, we offer: * Employee Assistance ...

Customer Service Associate I

Boscobel, WI · On-site

$14.50 - $20/hr

Manage sales transactions while working assigned cash register * Maintain security of cash and ... In addition to medical, pharmacy, dental, and vision insurance, we offer: * Employee Assistance ...

Customer Service Associate I

Prairie Du Chien, WI · On-site

$13.50 - $18.50/hr

Manage sales transactions while working assigned cash register * Maintain security of cash and ... In addition to medical, pharmacy, dental, and vision insurance, we offer: * Employee Assistance ...

Showing results 21-40

Insurance Sales Associate information

See Readstown, WI salary details

$16.8K

$58.1K

$124.5K

How much do insurance sales associate jobs pay per year?

As of Aug 6, 2026, the average yearly pay for insurance sales associate in Readstown, WI is $58,102.00, according to ZipRecruiter salary data. Most workers in this role earn between $40,000.00 and $72,700.00 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.

Is it hard to make money in insurance sales?

Insurance sales associates can earn varying income levels based on commissions, sales skills, and client base. Success often depends on building relationships, product knowledge, and persistence, with income potentially increasing as experience and sales volume grow.

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 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 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 cities near Readstown, WI are hiring for Insurance Sales Associate jobs? Cities near Readstown, WI with the most Insurance Sales Associate job openings:
Infographic showing various Insurance Sales Associate job openings in Readstown, WI as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 21% Part Time, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $58,102 per year, or $27.9 per hour.

Wireless Retail Sales Associate - W1007

OSL Retail Services Inc

Richland Center, WI • On-site

$30/hr

Other

Retirement

Re-posted 14 days ago


OSL Retail Services rating

4.4

Company rating: 4.4 out of 10

Based on 58 frontline employees who took The Breakroom Quiz

27th of 30 rated technology retailers


Job description

Overview
Ready to unlock unlimited earning potential? You will have unlimited earning potential with $15/hour base pay and uncapped commission! Employees earn $18/hour just hitting minimum expectations and top performers earn $30+/hour!
As a Mobile Expert you'll deliver personalized wireless solutions and sales excellence. This role is perfect for outgoing tech enthusiasts who thrive on exceptional customer experiences and selling cutting-edge mobile technology.
  • Enjoy a competitive salary, monthly bonuses, comprehensive insurance, and a 401K plan.
  • Benefit from sales incentives, career development opportunities, and an employee referral program.
  • Experience the impact of OSL's commitment to diversity and inclusion through programs like OSL Cares and WE@OSL, empowering women and fostering social change.

We're innovating retail sales- join us and experience the OSL difference!
Our Commitment to You
We're a dynamic, people-centric company excelling in outsourced sales for North America's top Fortune 500 firms. Proudly recognized by Deloitte as a Best Managed Company for the last 7 consecutive years, we attract passionate individuals eager to advance their careers in a supportive and growth-oriented environment. Join us at OSL, where we offer unmatched opportunities to learn, grow, and thrive.
What You Can Expect Day-to-Day
  • Deliver a five-star customer service, finding the perfect solutions for every customer
  • Process new activations, upgrades, and sales of wireless devices and accessories
  • Merchandise and handle inventory, opening and closing the store
  • Strive to hit sales goals operating as both an individual contributor and team member

What it Takes
  • 18+ years of age
  • Exceptional customer service and communication skills with a high-energy, positive attitude
  • Fundamental working knowledge of wireless technology and trends
  • Full-time flexible availability
  • Solid sales or retail experience preferred

What You Bring to The Team
  • You naturally build relationships and connect with people in every interaction.
  • Your passion for sales, pursuit of excellence and strategic insight set you apart.
  • You're adept at establishing sales targets and knocking them out of the park.
  • Your can-do attitude and growth mindset ensures you're ready for success every time.

This position is for an existing vacancy within our sales team.
Let's start a conversation - apply today at careers@oslrs.com.
We are committed to employing a diverse workforce and are an equal-opportunity employer. Qualified applicants will receive consideration regarding race, color, religion, sex, national origin, age, sexual orientation, gender identity, gender expression.
As part of our recruitment process, we utilize artificial intelligence (AI)-based tools to assist with certain stages, including initial resume screening and skills-matching assessments. These tools are designed to help our hiring team identify candidates whose experience and qualifications align closely with the requirements of the role. Please note that all final hiring decisions are made by our recruitment and/or hiring manager team. If you have questions or concerns about this process, please feel free to contact us at info@oslrs.com.

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