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Part Time Insurance Sales Jobs in Milwaukee, WI (NOW HIRING)

Sales Associate - Part-Time

Kenosha, WI · On-site

$13.75 - $18.50/hr

We are looking for a passionate Sales Associate who can deliver a top-notch customer experience and ... Insurance: best in class medical insurance, vision insurance, dental insurance, life insurance ...

Sales Associate - Part-Time

Kenosha, WI · On-site

$13.75 - $18.50/hr

Are you ready to lead the sales floor by showcasing and promoting our iconic brand? You will ... Insurance: best in class medical insurance, vision insurance, dental insurance, life insurance ...

Sales Associate - Part-Time

Kenosha, WI · On-site

$13.75 - $18.50/hr

Are you ready to lead the sales floor by showcasing and promoting our iconic brand? You will ... Insurance: best in class medical insurance, vision insurance, dental insurance, life insurance ...

Sales Support Rep Part-Time

Hartford, WI · On-site

$20.75 - $28.25/hr

As a part-time Victra Sales Support Representative, you'll have the chance to shape your career in ... or insurance policy. Sales Support Representatives work a flexible schedule ranging from 8 to 25 ...

New

Retail Sales Associate - Part Time

West Bend, WI · On-site

$14.50 - $16.75/hr

They play a vital role in driving sales, maintaining store operations, and fostering a positive ... Life, and short- and long-term disability insurance options * Health Savings and Flexible Spending ...

Retail Sales Associate - Part Time

Racine, WI · On-site

$14 - $16.25/hr

They play a vital role in driving sales, maintaining store operations, and fostering a positive ... Life, and short- and long-term disability insurance options * Health Savings and Flexible Spending ...

Retail Sales Associate - Part Time

Cudahy, WI · On-site

$14.75 - $17/hr

They play a vital role in driving sales, maintaining store operations, and fostering a positive ... Life, and short- and long-term disability insurance options * Health Savings and Flexible Spending ...

Retail Sales Associate - Part Time

Hales Corners, WI · On-site

$14.50 - $16.75/hr

They play a vital role in driving sales, maintaining store operations, and fostering a positive ... Life, and short- and long-term disability insurance options * Health Savings and Flexible Spending ...

Retail Sales Associate - Part Time

Waukesha, WI · On-site

$15 - $17.25/hr

They play a vital role in driving sales, maintaining store operations, and fostering a positive ... Life, and short- and long-term disability insurance options * Health Savings and Flexible Spending ...

Retail Sales Associate - Part Time

Milwaukee, WI · On-site

$14.75 - $17/hr

They play a vital role in driving sales, maintaining store operations, and fostering a positive ... Life, and short- and long-term disability insurance options * Health Savings and Flexible Spending ...

Retail Sales Associate - Part Time

Milwaukee, WI · On-site

$14.75 - $17/hr

They play a vital role in driving sales, maintaining store operations, and fostering a positive ... Life, and short- and long-term disability insurance options * Health Savings and Flexible Spending ...

Retail Sales Associate - Part Time

Milwaukee, WI · On-site

$13.75 - $15.75/hr

They play a vital role in driving sales, maintaining store operations, and fostering a positive ... Life, and short- and long-term disability insurance options * Health Savings and Flexible Spending ...

Retail Sales Associate - Part Time

Oak Creek, WI · On-site

$14.25 - $16.50/hr

They play a vital role in driving sales, maintaining store operations, and fostering a positive ... Life, and short- and long-term disability insurance options * Health Savings and Flexible Spending ...

Retail Sales Associate - Part Time

Milwaukee, WI · On-site

$14.75 - $17/hr

They play a vital role in driving sales, maintaining store operations, and fostering a positive ... Life, and short- and long-term disability insurance options * Health Savings and Flexible Spending ...

Retail Sales Associate - Part Time

Milwaukee, WI · On-site +1

$14.75 - $17/hr

They play a vital role in driving sales, maintaining store operations, and fostering a positive ... Life, and short- and long-term disability insurance options * Health Savings and Flexible Spending ...

Showing results 41-60

Part Time Insurance Sales information

See Milwaukee, WI salary details

$27.6K

$45K

$63.5K

How much do part time insurance sales jobs pay per year?

As of Sep 4, 2026, the average yearly pay for part time insurance sales in Milwaukee, WI is $44,987.00, according to ZipRecruiter salary data. Most workers in this role earn between $37,400.00 and $50,700.00 per year, depending on experience, location, and employer.

What is a part time insurance sales job?

Part time insurance sales jobs involve selling insurance policies—such as life, health, auto, or home insurance—while working fewer hours than a standard full-time schedule. These roles typically include tasks like contacting potential clients, explaining different insurance products, and assisting clients with applications and claims. Part time agents may work for insurance companies, brokers, or as independent contractors, and often have flexible working hours, making it a good option for people seeking work-life balance or supplemental income.

What are the key skills and qualifications needed to thrive as a part time insurance sales representative?

To thrive as a Part Time Insurance Sales representative, you need basic knowledge of insurance products, strong sales acumen, and often a state-specific insurance license. Familiarity with customer relationship management (CRM) software and digital communication tools is typically required. Excellent interpersonal skills, persistence, and self-motivation help build client trust and close sales. These skills are essential for effectively meeting sales targets, ensuring customer satisfaction, and maintaining compliance in a competitive, regulatory-driven industry.

What are some common challenges faced by part-time insurance sales representatives, and how can they be addressed?

Part-time insurance sales representatives often face challenges such as building a client base with limited hours, staying updated on product offerings, and managing follow-ups outside traditional business hours. To address these challenges, it helps to leverage digital tools for client management, prioritize time for ongoing product training, and establish a consistent communication schedule. Networking within your community and asking for referrals can also help expand your reach and build lasting client relationships, even with a part-time commitment.

Can I do part time insurance sales as a side hustle?

Part time insurance sales is often suitable as a side hustle since it typically offers flexible hours and commission-based pay. Sales agents usually need to obtain relevant licenses and can work independently or with agencies, making it feasible to balance with other commitments.

Can part time insurance sales be a side hustle?

Part time insurance sales can often be pursued as a side hustle since the role typically offers flexible hours and commission-based pay. However, it may require obtaining specific licenses and balancing time commitments with other employment or personal 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 Part Time Insurance Sales jobs in Milwaukee, WI?

For Part Time Insurance Sales jobs in Milwaukee, WI, the most frequently searched job titles are:

Infographic showing various Part Time Insurance Sales job openings in Milwaukee, WI as of August 2026, with employment types broken down into 100% Part Time. Highlights an 89% In-person, and 11% Remote job distribution, with an average salary of $44,987 per year, or $21.6 per hour.

Sales Associate - Part-Time

PVH Corp.

Kenosha, WI • On-site

$13.75 - $18.50/hr

Part-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 7 days ago


PVH Corp. rating

6.3

Company rating: 6.3 out of 10

Based on 7 frontline employees who took The Breakroom Quiz


Job description

Be part of an iconic story.
TOMMY HILFIGER is one of the world's most recognized global lifestyle brands, confidently welcoming and inspiring consumers since 1985. Originally established in New York City and infused with the vibrant spirit of Americana, to create the modern uniform of accessible luxury. The TOMMY HILFIGER brands consist of TOMMY HILFIGER and TOMMY JEANS, complemented by a range of licensed product categories that extend the brand lifestyle across generations, geographies, activities and occasions. Tommy Hilfiger's global marketing approach and communications strategy taps into culture through the world of F.A.M.E.S.: the people, organizations and ideas boldly driving the future of Fashion, Art, Music, Entertainment and Sport. Major global campaigns, sponsorship platforms, and disruptive activations with world-class athletes, musicians and entertainers bring a constant source of energy and inspiration to the brand. Immerse yourself in TOMMY HILFIGER here! (YouTube, Instagram, TikTok)
About the Role:
Welcome to the classic, American cool world of TOMMY HILFIGER. We are looking for a passionate Sales Associate who can deliver a top-notch customer experience and rock the sales floor (and the behind-the-scenes) while promoting and upholding the standards of our iconic brand, all under the guidance of our amazing Store Management team. Let's break it down.
Who You Are:
  • Customer Experience Expert: Energize every customer interaction with a warm and helpful vibe, sparking conversation that inspires sales and builds brand love.
  • Brand Ambassador: Stay connected to our newest campaigns and product launches and promote our brand vision to our customers, winning us fans for life.
  • Proactive Team Player: Work the sales floor by processing new inventory, restocking shelves, cashiering and more.
  • Social Influencer: Radiate pride, commitment and passion for our brand and customers.

What You'll Bring:
  • Friendliness, organization and excellent time-management skills
  • Energy and excitement around our brand goals and values
  • Prior retail experience preferred (but not required)
  • Ability to walk, stand, bend, reach and squat for prolonged periods, and carry up to 20 pounds

What You'll Get:
  • Flexible schedule including nights, weekends and holiday availability
  • Competitive pay
  • Brand discount - Up to 75% off
  • Training and career development
  • Retirement Savings Plan
  • Your daily 10,000 steps!

Your Wellbeing is Our Priority
At PVH, we offer competitive, cost-effective, and comprehensive benefit packages. We strive to provide options when it comes to your health, finances, and work-life balance. This includes:
  • Insurance: best in class medical insurance, vision insurance, dental insurance, life insurance, disability insurance, and more.
  • 401(k): An above-market 401(k) contribution to help our eligible associates save for retirement.
  • Flexible Workplace: Company-paid holidays, paid time off, seasonal hours, and flexible work schedules.
  • Wellbeing Support: A variety of wellbeing tools and programs.
  • Care.com Services: Access to services for childcare, elder care, adoption preparation, pet care, plus reimbursement for backup care when your regular plans fall through.
  • Education Assistance: Receive support for continued education including tuition reimbursement.
  • Associate Discount: Shop at our company outlets and e-commerce sites at a discount.

Please note, eligibility depends on employment status, location and length of time employed with PVH and our benefits may be subject to change. Applications will be accepted on a rolling basis until the position is filled.
About PVH:
We are brand builders who focus our passion and creativity to build Calvin Klein and TOMMY HILFIGER into the most desirable lifestyle brands in the world and at the same time position PVH as one of the best-performing brand groups in our sector. Guided by our values and enabled by our scale and global reach, we are driving fashion forward for good, as one team with one vision and one plan. That's the Power of Us, that's the Power of PVH+.
One of PVH's greatest strengths is our people. Our collective desire is to create a workplace environment where every individual is valued, and every voice is heard, and we are committed to fostering an inclusive and diverse community of associates with a strong sense of belonging. Learn more about Inclusion & Diversity at PVH here.
PVH Corp. or its subsidiary ("PVH") is an equal opportunity employer and considers all applicants for employment on the basis of their individual capabilities and qualifications without regard to race, ethnicity, color, sex, gender identity or expression, age, religion, national origin, citizenship status, sexual orientation, genetic information, physical or mental disability, military status or any other characteristic protected under federal, state or local law. In addition to complying with all applicable laws, PVH is also committed to ensuring that all current and future PVH associates are compensated solely on job-related factors such as skill, ability, educational background, work quality, experience and potential.
To achieve these goals, across the United States and its territories, PVH prohibits any PVH employee, agent or representative from requesting or otherwise considering any job applicant's current or prior wages, salary or other compensation information in connection with the hiring process. Accordingly, applicants are asked not to disclose this salary history information to PVH.

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