Insurance Sales Agent
Janesville, WI · On-site
Insurance Sales Agent Insurance Sales Agent Location: Janesville, Wisconsin Job Number HM2025-0835 Date posted 02/02/2025 Join Us HealthMarkets Overview If you're looking for an exciting opportunity ...
Insurance Sales Agent
Janesville, WI · On-site
Insurance Sales Agent Insurance Sales Agent Location: Janesville, Wisconsin Job Number HM2025-0835 Date posted 02/02/2025 Join Us HealthMarkets Overview If you're looking for an exciting opportunity ...
Insurance Sales Associate
Milwaukee, WI · On-site
As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to ...
Insurance Sales Associate
Milwaukee, WI · On-site
As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to ...
Insurance Sales Associate
Madison, WI · On-site
As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to ...
Insurance Sales Associate
Madison, WI · On-site
As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to ...
Insurance Sales Specialist
Brookfield, WI · On-site
$65K - $85K/yr
Work alongside experienced agents to learn insurance products and processes * Participate in client conversations, policy reviews, and sales activities * Learn how to analyze coverage needs and ...
Quick apply
Insurance Sales Specialist
Brookfield, WI · On-site
$65K - $85K/yr
Work alongside experienced agents to learn insurance products and processes * Participate in client conversations, policy reviews, and sales activities * Learn how to analyze coverage needs and ...
Insurance Sales Associate
Appleton, WI · On-site
$46K - $70K/yr
As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to ...
Insurance Sales Associate
Appleton, WI · On-site
$46K - $70K/yr
As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to ...
Insurance Sales Associate
Wausau, WI · On-site
As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to ...
Insurance Sales Associate
Wausau, WI · On-site
As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to ...
Insurance Sales Agent
Ashland, WI · On-site
The Opportunity As a Financed Agent with Rural Mutual Insurance, you will build and grow a book of business across Wisconsin. This is not a traditional sales job with a quota and a manager looking ...
Insurance Sales Agent
Ashland, WI · On-site
The Opportunity As a Financed Agent with Rural Mutual Insurance, you will build and grow a book of business across Wisconsin. This is not a traditional sales job with a quota and a manager looking ...
Insurance Sales Agent
Sun Prairie, WI · On-site
The Opportunity As a Financed Agent with Rural Mutual Insurance, you will build and grow a book of business across Wisconsin. This is not a traditional sales job with a quota and a manager looking ...
Insurance Sales Agent
Sun Prairie, WI · On-site
The Opportunity As a Financed Agent with Rural Mutual Insurance, you will build and grow a book of business across Wisconsin. This is not a traditional sales job with a quota and a manager looking ...
Insurance Sales Associate
Appleton, WI · On-site
As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to ...
Insurance Sales Associate
Appleton, WI · On-site
As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to ...
Insurance Sales Agent
Milwaukee, WI · On-site
Insurance Sales Agent Insurance Sales Agent Location: Milwaukee, Wisconsin Job Number HM2025-0839 Date posted 02/02/2025 Join Us HealthMarkets Overview If you're looking for an exciting opportunity ...
Insurance Sales Agent
Milwaukee, WI · On-site
Insurance Sales Agent Insurance Sales Agent Location: Milwaukee, Wisconsin Job Number HM2025-0839 Date posted 02/02/2025 Join Us HealthMarkets Overview If you're looking for an exciting opportunity ...
Insurance Sales Agent
Eau Claire, WI · On-site
Insurance Sales Agent Insurance Sales Agent Location: Eau Claire, Wisconsin Job Number HM2025-0831 Date posted 02/02/2025 Join Us HealthMarkets Overview If you're looking for an exciting opportunity ...
Insurance Sales Agent
Eau Claire, WI · On-site
Insurance Sales Agent Insurance Sales Agent Location: Eau Claire, Wisconsin Job Number HM2025-0831 Date posted 02/02/2025 Join Us HealthMarkets Overview If you're looking for an exciting opportunity ...
Insurance Sales Agent
Wausau, WI · On-site
Insurance Sales Agent Insurance Sales Agent Location: Wausau, Wisconsin Job Number HM2025-0843 Date posted 02/02/2025 Join Us HealthMarkets Overview If you're looking for an exciting opportunity ...
Insurance Sales Agent
Wausau, WI · On-site
Insurance Sales Agent Insurance Sales Agent Location: Wausau, Wisconsin Job Number HM2025-0843 Date posted 02/02/2025 Join Us HealthMarkets Overview If you're looking for an exciting opportunity ...
Insurance Sales Agent
Madison, WI · On-site
$85K/yr (+ commission)
The Opportunity As a Financed Agent with Rural Mutual Insurance, you will build and grow a book of business across Wisconsin. This is not a traditional sales job with a quota and a manager looking ...
Quick apply
Insurance Sales Agent
Madison, WI · On-site
$85K/yr (+ commission)
The Opportunity As a Financed Agent with Rural Mutual Insurance, you will build and grow a book of business across Wisconsin. This is not a traditional sales job with a quota and a manager looking ...
Insurance Sales Agent
Oshkosh, WI · On-site
Insurance Sales Agent Insurance Sales Agent Location: Oshkosh, Wisconsin Job Number HM2025-0841 Date posted 02/02/2025 Join Us HealthMarkets Overview If you're looking for an exciting opportunity ...
Insurance Sales Agent
Oshkosh, WI · On-site
Insurance Sales Agent Insurance Sales Agent Location: Oshkosh, Wisconsin Job Number HM2025-0841 Date posted 02/02/2025 Join Us HealthMarkets Overview If you're looking for an exciting opportunity ...
Insurance Sales Agent
Madison, WI · On-site
$85K/yr (+ commission)
The Opportunity As a Financed Agent with Rural Mutual Insurance, you will build and grow a book of business across Wisconsin. This is not a traditional sales job with a quota and a manager looking ...
Quick apply
Insurance Sales Agent
Madison, WI · On-site
$85K/yr (+ commission)
The Opportunity As a Financed Agent with Rural Mutual Insurance, you will build and grow a book of business across Wisconsin. This is not a traditional sales job with a quota and a manager looking ...
Insurance Sales Agent
Madison, WI · On-site
Insurance Sales Agent Insurance Sales Agent Location: Madison, Wisconsin Job Number HM2025-0837 Date posted 02/02/2025 Join Us HealthMarkets Overview If you're looking for an exciting opportunity ...
Insurance Sales Agent
Madison, WI · On-site
Insurance Sales Agent Insurance Sales Agent Location: Madison, Wisconsin Job Number HM2025-0837 Date posted 02/02/2025 Join Us HealthMarkets Overview If you're looking for an exciting opportunity ...
Insurance Sales Agent
Madison, WI · On-site
$85K/yr (+ commission)
The Opportunity As a Financed Agent with Rural Mutual Insurance, you will build and grow a book of business across Wisconsin. This is not a traditional sales job with a quota and a manager looking ...
Quick apply
Insurance Sales Agent
Madison, WI · On-site
$85K/yr (+ commission)
The Opportunity As a Financed Agent with Rural Mutual Insurance, you will build and grow a book of business across Wisconsin. This is not a traditional sales job with a quota and a manager looking ...
Insurance Sales Agent
Green Bay, WI · On-site
Insurance Sales Agent Insurance Sales Agent Location: Green Bay, Wisconsin Job Number HM2025-0833 Date posted 02/02/2025 Join Us HealthMarkets Overview If you're looking for an exciting opportunity ...
Insurance Sales Agent
Green Bay, WI · On-site
Insurance Sales Agent Insurance Sales Agent Location: Green Bay, Wisconsin Job Number HM2025-0833 Date posted 02/02/2025 Join Us HealthMarkets Overview If you're looking for an exciting opportunity ...
Insurance Sales Agent
Racine, WI · On-site
The Opportunity As a Financed Agent with Rural Mutual Insurance, you will build and grow a book of business across Wisconsin. This is not a traditional sales job with a quota and a manager looking ...
Insurance Sales Agent
Racine, WI · On-site
The Opportunity As a Financed Agent with Rural Mutual Insurance, you will build and grow a book of business across Wisconsin. This is not a traditional sales job with a quota and a manager looking ...
Insurance Sales Agent
Stevens Point, WI · On-site
The Opportunity As a Financed Agent with Rural Mutual Insurance, you will build and grow a book of business across Wisconsin. This is not a traditional sales job with a quota and a manager looking ...
Insurance Sales Agent
Stevens Point, WI · On-site
The Opportunity As a Financed Agent with Rural Mutual Insurance, you will build and grow a book of business across Wisconsin. This is not a traditional sales job with a quota and a manager looking ...
Insurance Sales Weekend information
What is an insurance sales weekend job?
Insurance Sales Weekend jobs involve selling insurance policies—such as auto, health, life, or home insurance—primarily during weekends. These roles may suit individuals seeking part-time or flexible work schedules, such as students or those supplementing existing income. Weekend insurance sales agents engage with potential clients, assess their insurance needs, explain policy options, and help customers choose the best coverage. The role often includes a mix of phone, online, and in-person interactions, and may involve meeting sales targets or earning commission.
What are the key skills and qualifications needed to thrive as an insurance sales professional working weekends?
To thrive as an Insurance Sales professional on weekends, you need strong sales abilities, knowledge of insurance products, and typically a state-specific insurance license. Familiarity with CRM software, online quoting tools, and digital communication platforms is often required. Excellent interpersonal skills, self-motivation, and the ability to build trust quickly help you stand out in this customer-facing role. These skills ensure you can effectively engage clients, close sales, and maintain compliance in a competitive, time-sensitive environment.
What are some common challenges faced by insurance sales professionals working on weekends, and how can they be addressed?
Insurance sales professionals working on weekends often face challenges such as reaching decision-makers who may be unavailable or less willing to discuss policies outside regular business hours. However, weekends can also provide opportunities to connect with clients who are too busy during the week. Successful agents typically adapt by being flexible with their scheduling, offering virtual consultations, and focusing on relationship-building. Proactive communication and clear follow-ups are key strategies to overcome these challenges and maximize weekend productivity.
What is the difference between Insurance Sales Weekend vs Insurance Agent?
| Aspect | Insurance Sales Weekend | Insurance Agent |
|---|---|---|
| Certifications | Often no formal certifications required, but some knowledge of insurance products helps | Requires state licensing and certifications to sell insurance |
| Work Environment | Temporary, event-based, often part-time or seasonal | Full-time or part-time, office or client-facing settings |
| Employer & Industry Usage | Used by insurance companies for promotional or sales events | Employed directly by insurance companies or agencies to sell policies |
| Search & Comparison Intent | People looking for short-term sales opportunities or event-based roles | Individuals seeking ongoing sales careers in insurance |
Insurance Sales Weekend roles are typically short-term, event-based sales opportunities that may not require formal licensing, whereas Insurance Agents are licensed professionals who sell insurance policies on a regular basis. The roles differ mainly in duration, certification requirements, and employment structure, with Insurance Agents pursuing continuous careers in the industry.
Can I do insurance sales as a side hustle?
Insurance sales can often be pursued as a side hustle, as many agents work part-time or freelance to supplement their income. Success typically requires obtaining relevant licenses, such as a state insurance license, and managing flexible schedules to accommodate client appointments outside of full-time work hours.
Why do most insurance sales weekend agents quit?
Most insurance sales weekend agents quit due to the challenging nature of the job, which often involves high rejection rates, inconsistent income, and the need for strong sales skills. The part-time schedule and pressure to meet sales targets can also lead to burnout and turnover.
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 cities in Wisconsin are hiring for Insurance Sales Weekend jobs?
Cities in Wisconsin with the most Insurance Sales Weekend job openings:
Job description
Insurance Sales Agent
Insurance Sales Agent
Location: Janesville, Wisconsin
Job Number HM2025-0835 Date posted 02/02/2025 Join Us
HealthMarkets Overview
If you're looking for an exciting opportunity where you can change people's lives and achieve financial success as an independent insurance agent, you've come to the right place. Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in the industry, all while making a difference in people's lives.
And who are we? HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized health and supplemental insurance solutions to individuals, families and small businesses. Millions of Americans depend on us to help explore their coverage options - and we're looking for independent insurance agents like you to help us continue that mission.
So, whether you're an experienced insurance agent looking for your next opportunity or are just starting out and looking for an opportunity to demonstrate your talents, HealthMarkets is the career move that can help change your life.
Job description
Never worked in the health insurance industry before? It's no problem. If you've got an entrepreneurial spirit and drive and are ready to start your own business, we want you. At HealthMarkets, independent agents are given the opportunity to achieve financial success on their own time and schedule. Need to coach your child's soccer game? Or show up to a family event? You've got the time because you work for yourself.
Plus, the opportunities for growth are endless. We provide you with the support, training, and resources you need to succeed on your terms. Get started today and watch your career take off to new heights.
48640-HM-0523
Disclaimer: Licensed Insurance Agents with HealthMarkets Insurance Agency are self-employed acting as independent contractors and not as employees. HealthMarkets independent licensed insurance agents shall for all purposes be deemed to be independent contractors and shall have no authority to act or represent themselves as an employee or partner of HealthMarkets Insurance Agency. An Independent licensed insurance agent with HealthMarkets is a commission only opportunity. HealthMarkets Insurance Agency, Inc., is licensed as an insurance agency nationwide except in MA. Not all agents are licensed to sell all products. Service and product availability may vary by state. 51934-HM-0326
Insurance Sales Agent
Location: Janesville, Wisconsin
Job Number HM2025-0835 Date posted 02/02/2025 Join Us
HealthMarkets Overview
If you're looking for an exciting opportunity where you can change people's lives and achieve financial success as an independent insurance agent, you've come to the right place. Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in the industry, all while making a difference in people's lives.
And who are we? HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized health and supplemental insurance solutions to individuals, families and small businesses. Millions of Americans depend on us to help explore their coverage options - and we're looking for independent insurance agents like you to help us continue that mission.
So, whether you're an experienced insurance agent looking for your next opportunity or are just starting out and looking for an opportunity to demonstrate your talents, HealthMarkets is the career move that can help change your life.
Job description
Never worked in the health insurance industry before? It's no problem. If you've got an entrepreneurial spirit and drive and are ready to start your own business, we want you. At HealthMarkets, independent agents are given the opportunity to achieve financial success on their own time and schedule. Need to coach your child's soccer game? Or show up to a family event? You've got the time because you work for yourself.
Plus, the opportunities for growth are endless. We provide you with the support, training, and resources you need to succeed on your terms. Get started today and watch your career take off to new heights.
48640-HM-0523
Disclaimer: Licensed Insurance Agents with HealthMarkets Insurance Agency are self-employed acting as independent contractors and not as employees. HealthMarkets independent licensed insurance agents shall for all purposes be deemed to be independent contractors and shall have no authority to act or represent themselves as an employee or partner of HealthMarkets Insurance Agency. An Independent licensed insurance agent with HealthMarkets is a commission only opportunity. HealthMarkets Insurance Agency, Inc., is licensed as an insurance agency nationwide except in MA. Not all agents are licensed to sell all products. Service and product availability may vary by state. 51934-HM-0326