Sales Trainee Jobs in Wisconsin
Sales Trainee jobs in Wisconsin are concentrated in financial services, insurance, manufacturing equipment, and business-to-business technology, with openings at every level from entry-level college hires to candidates making a lateral move from inside sales. The busiest hiring markets are Milwaukee, Madison, and Green Bay, where established employers like Northwestern Mutual, American Family Insurance, and Uline consistently bring on cohorts of sales trainees. The most in-demand specialties are insurance sales, industrial and capital equipment sales, and software and SaaS sales. Find a role that fits below and apply directly.
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Showing 5 of 10+ Sales Trainee jobs
Join Our Team!
Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From pumps to scaffolding to general construction tools, we aim to be the only call needed to outfit a job site with the proper equipment. Not only do we offer a vast fleet that ranks among the best in the industry, we pair it all with a friendly and knowledgeable staff. Our employees are our greatest asset, and although we present a comprehensive equipment offering, our expertise and service are what truly distinguish us from the competition.
We pride ourselves on investing in our workforce and offer competitive benefits, as well as extensive on-the-job training for all eligible employees.
As a highly successful national company, we are constantly looking for talented individuals to support our growth. If you are interested in pursuing a rewarding career, we invite you to review our opportunities!
Job Description Summary
Are you seeking an entrepreneurial, empowering workplace that allows you to:
- Develop a career track
- Leverage education or experience for a career in outside sales in the fast-growing rental industry
- Work with an incredible team of people that take the extra step and make it happen for the customer
Sunbelt Rentals-the fastest growing rental business in North America-is seekingan Outside Sales Representative Trainee. As a Sales Trainee in our Jumpstart Program, you will be gain hands-on experience during our 9-month training course encompassing all aspects of the Sunbelt Rentals sales process. Each individual will get trained on the vast array of products and services we offer and the resources that equip our sales team for success. Our goal is to blend class room training, job shadowing and hands-on activities as the trainee rotates throughout the business. Trainees will spend time in each of Sunbelt Rentals’ lines of business to truly understand each one’s unique offerings. Successfully completing the program will position you for an exciting and lucrative career in sales.
Education or experience that prepares you for success:
- Minimum 21 years of age
- Must be open to relocation on successful completion of program
- Bachelor’s degree preferred or Associates plus 1 year of related experience
- Previous experience in Sales or Customer Service preferred
- Must have a valid driver’s license with reliable transportation and acceptable driving record history
Knowledge/Skills/Abilities you may rely on
- Must have strong oral and written communication skills; solid negotiation and influencing skills a plus
- Exposure to construction industry is preferred but not required
- High level of accountability, time management and willingness to learn all aspects of the business
- Bilingual (Spanish or Other) may be required based on location needs
The physical demands of this role require bending, squatting, crouching, reaching, lifting 50 pounds or more, and working indoors/outdoors when required by the job. The above description is not a complete listing of all miscellaneous, incidental or similar duties which may be required from day to day. Reasonable accommodations may be made to comply with applicable laws. Sunbelt Rentals is an Equal Opportunity Employer — Minority/Female/Disabled/Veteran and any other protected class.
Related experience may include: Account Manager, Rental Sales, Parts Sales, Service Manager, Customer Service Representative, Construction Manager, Tools Manager, Counter Sales Representative, Equipment Associate, Manager Trainee, Manager in Training, Skilled Craftsman, Brand Ambassador, Inside Sales Trainee
Starting rate of pay may vary based on factors including, but not limited to, position offered, location, education, training, and/or experience. Please visit https://www.sunbeltrentals.com/careers/ for more information on our benefits and to join our Talent Network.
Sunbelt also provides a comprehensive benefits package to its full-time employees. This package includes:
Health, Dental and Vision plans
401(k) Match
Volunteer time off
Short-term and long-term disability
Accident, Life and Travel insurance, as well as flexible spending
Tuition Reimbursement Options
Employee Assistance Program (EAP)
Length of Service Awards
You will become eligible for benefits on the first of the month following 30 days from your start date. Sunbelt offers team members the following paid time off from work, subject to Sunbelt’s policies (unless specified in a collective bargaining agreement):
12-25 vacation days depending on years of service
5 sick days
6 holidays
2 half day holidays
2 floating holidays
1 inclusion day
1 volunteer day
Gear up for an exciting career!
Sunbelt Rentals supports service members. Veterans encouraged to apply.
Join Our Team!
Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From pumps to scaffolding to general construction tools, we aim to be the only call needed to outfit a job site with the proper equipment. Not only do we offer a vast fleet that ranks among the best in the industry, we pair it all with a friendly and knowledgeable staff. Our employees are our greatest asset, and although we present a comprehensive equipment offering, our expertise and service are what truly distinguish us from the competition.
We pride ourselves on investing in our workforce and offer competitive benefits, as well as extensive on-the-job training for all eligible employees.
As a highly successful national company, we are constantly looking for talented individuals to support our growth. If you are interested in pursuing a rewarding career, we invite you to review our opportunities!
Job Description Summary
Are you seeking an entrepreneurial, empowering workplace that allows you to:
- Develop a career track
- Leverage education or experience for a career in outside sales in the fast-growing rental industry
- Work with an incredible team of people that take the extra step and make it happen for the customer
Sunbelt Rentals-the fastest growing rental business in North America-is seekingan Outside Sales Representative Trainee. As a Sales Trainee in our Jumpstart Program, you will be gain hands-on experience during our 9-month training course encompassing all aspects of the Sunbelt Rentals sales process. Each individual will get trained on the vast array of products and services we offer and the resources that equip our sales team for success. Our goal is to blend class room training, job shadowing and hands-on activities as the trainee rotates throughout the business. Trainees will spend time in each of Sunbelt Rentals’ lines of business to truly understand each one’s unique offerings. Successfully completing the program will position you for an exciting and lucrative career in sales.
Education or experience that prepares you for success:
- Minimum 21 years of age
- Must be open to relocation on successful completion of program
- Bachelor’s degree preferred or Associates plus 1 year of related experience
- Previous experience in Sales or Customer Service preferred
- Must have a valid driver’s license with reliable transportation and acceptable driving record history
Knowledge/Skills/Abilities you may rely on
- Must have strong oral and written communication skills; solid negotiation and influencing skills a plus
- Exposure to construction industry is preferred but not required
- High level of accountability, time management and willingness to learn all aspects of the business
- Bilingual (Spanish or Other) may be required based on location needs
The physical demands of this role require bending, squatting, crouching, reaching, lifting 50 pounds or more, and working indoors/outdoors when required by the job. The above description is not a complete listing of all miscellaneous, incidental or similar duties which may be required from day to day. Reasonable accommodations may be made to comply with applicable laws. Sunbelt Rentals is an Equal Opportunity Employer — Minority/Female/Disabled/Veteran and any other protected class.
Related experience may include: Account Manager, Rental Sales, Parts Sales, Service Manager, Customer Service Representative, Construction Manager, Tools Manager, Counter Sales Representative, Equipment Associate, Manager Trainee, Manager in Training, Skilled Craftsman, Brand Ambassador, Inside Sales Trainee
Starting rate of pay may vary based on factors including, but not limited to, position offered, location, education, training, and/or experience. Please visit https://www.sunbeltrentals.com/careers/ for more information on our benefits and to join our Talent Network.
Sunbelt also provides a comprehensive benefits package to its full-time employees. This package includes:
Health, Dental and Vision plans
401(k) Match
Volunteer time off
Short-term and long-term disability
Accident, Life and Travel insurance, as well as flexible spending
Tuition Reimbursement Options
Employee Assistance Program (EAP)
Length of Service Awards
You will become eligible for benefits on the first of the month following 30 days from your start date. Sunbelt offers team members the following paid time off from work, subject to Sunbelt’s policies (unless specified in a collective bargaining agreement):
12-25 vacation days depending on years of service
5 sick days
6 holidays
2 half day holidays
2 floating holidays
1 inclusion day
1 volunteer day
Gear up for an exciting career!
Sunbelt Rentals supports service members. Veterans encouraged to apply.
See All 10 Sales Trainee Jobs in Wisconsin
Find roles in Wisconsin that match your experience and apply in just a few clicks.
Find Sales Trainee JobsSales Trainee Jobs by City in Wisconsin
Where Wisconsin roles are concentrated, by current openings.
Sales Trainee Job Market in Wisconsin
A snapshot from current Wisconsin openings, updated as new roles post.
Who's Hiring
What Wisconsin Employers Look For
The qualifications that appear most often in sales trainee jobs across Wisconsin.
- Bachelor's degree in business, marketing, communications, or a related field preferred
- Strong verbal communication and active listening skills demonstrated in interviews or prior roles
- Ability to meet or exceed activity-based goals such as calls, meetings, and pipeline targets
- Valid Wisconsin driver's license and reliable transportation for territory or client visits
- Proficiency with CRM platforms such as Salesforce or HubSpot for pipeline tracking
- Willingness to complete employer-sponsored product training and licensing where required
Sales Trainee Jobs in Wisconsin: Frequently Asked Questions
How do you become a sales trainee in Wisconsin?
Most Wisconsin employers hire sales trainees directly out of college or from adjacent customer-facing roles, with a bachelor's degree in business, marketing, or a related field being the most common baseline. If you pursue insurance sales, Wisconsin requires a state-issued insurance producer license through the Office of the Commissioner of Insurance before you can sell policies, which involves passing a product-line exam. For other sales disciplines such as technology or manufacturing, no state license applies and employers handle all product training internally.
Which companies hire sales trainees in Wisconsin?
Companies currently hiring sales trainees in Wisconsin include Sunbelt Rentals, Penske Truck Leasing, and Red Bull, per current listings on Migrate Mate as of November 2026. Wisconsin's strong base of insurance carriers, industrial distributors, and regional technology firms means sales trainee programs here tend to emphasize relationship-based and consultative selling rather than high-volume transactional roles.
Which Wisconsin cities have the most sales trainee jobs?
Milwaukee, Wisconsin, and Neenah account for the largest share of sales trainee openings in Wisconsin. Milwaukee drives volume through its concentration of financial services firms, insurance carriers, and business-to-business distributors, while Madison's growing tech corridor and state government adjacency support SaaS and professional services hiring, and Green Bay's manufacturing and logistics base generates steady demand for industrial and equipment sales roles.
How can I get hired as a sales trainee in Wisconsin with little or no experience?
The most realistic entry path is applying directly to structured new-graduate programs at Wisconsin's large insurance and financial services employers, where Northwestern Mutual's financial representative program and American Family Insurance's agency associate track are designed for candidates without prior sales experience. Retail, restaurant management, and customer service roles at Wisconsin employers also serve as recognized stepping stones since they demonstrate quota-awareness and client interaction. Earning a Wisconsin insurance producer license before interviewing gives candidates a concrete advantage for any role that touches life, health, or property sales.
Where can I find and apply to sales trainee jobs in Wisconsin?
You can find and apply to sales trainee jobs in Wisconsin on Migrate Mate, which lists current openings from employers actively hiring in the state. Find roles that match your background and apply directly to the ones that fit.
See All 10 Sales Trainee Jobs in Wisconsin
Find roles in Wisconsin that match your experience and apply in just a few clicks.
Find Sales Trainee Jobs