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Entry Level Leasing Jobs in Milwaukee, WI (NOW HIRING)

Leadership Trainee

Pewaukee, WI ยท On-site

$25/hr

From entry-level opportunities to experienced roles, this position is tailored for motivated and ... Truck, Lease, Parts, and Service divisions. Placement & Transition: Six months prior to the ...

Sales Administrator

Hartland, WI ยท On-site

$21 - $25/hr

From entry-level opportunities to experienced roles, this position is tailored for motivated and ... Set up purchased units, off-lease units, and used truck trade-ins, seeking innovative solutions to ...

Leadership Trainee

Pewaukee, WI ยท On-site

$25/hr

From entry-level opportunities to experienced roles, this position is tailored for motivated and ... Truck, Lease, Parts, and Service divisions. Placement & Transition: Six months prior to the ...

Leadership Trainee

Pewaukee, WI ยท On-site

$25/hr

From entry-level opportunities to experienced roles, this position is tailored for motivated and ... Truck, Lease, Parts, and Service divisions. Placement & Transition: Six months prior to the ...

Sales Administrator

Hartland, WI ยท On-site

$21/hr

From entry-level opportunities to experienced roles, this position is tailored for motivated and ... Set up purchased units, off-lease units, and used truck trade-ins, seeking innovative solutions to ...

Sales Administrator

Hartland, WI ยท On-site

$21 - $25/hr

From entry-level opportunities to experienced roles, this position is tailored for motivated and ... Set up purchased units, off-lease units, and used truck trade-ins, seeking innovative solutions to ...

Showing results 21-37

Entry Level Leasing information

See Milwaukee, WI salary details

$13

$20

$39

How much do entry level leasing jobs pay per hour?

As of Aug 9, 2026, the average hourly pay for entry level leasing in Milwaukee, WI is $20.31, according to ZipRecruiter salary data. Most workers in this role earn between $15.87 and $20.87 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as an entry level leasing agent?

To thrive as an Entry Level Leasing Agent, you typically need strong customer service skills, attention to detail, and a high school diploma or equivalent. Familiarity with property management software, basic real estate principles, and office productivity tools is beneficial. Excellent communication, organization, and problem-solving abilities help you build rapport with prospective tenants and handle inquiries efficiently. These skills are essential for ensuring smooth leasing processes, tenant satisfaction, and effective property occupancy management.

What are some common challenges faced by entry level leasing agents, and how can they be overcome?

Entry level leasing agents often face challenges such as learning to handle high volumes of customer inquiries, quickly mastering property management software, and balancing multiple tasks like scheduling tours and processing applications. Building strong communication and organizational skills can help overcome these hurdles. It's also helpful to seek guidance from experienced team members and take advantage of training opportunities offered by your employer to get up to speed with industry best practices.

What is an entry level leasing agent?

An entry level leasing agent is a professional responsible for assisting property management teams by helping prospective tenants find rental units, conducting property tours, processing applications, and handling basic leasing paperwork. They often serve as the first point of contact for renters and play a key role in ensuring units are leased quickly and efficiently. Entry level leasing agents typically work under the supervision of a senior leasing manager and learn about the real estate industry through on-the-job training. Their duties may also include answering inquiries, maintaining property listings, and providing excellent customer service.

What is the difference between Entry Level Leasing vs Leasing Agent?

AspectEntry Level LeasingLeasing Agent
CredentialsHigh school diploma or equivalent; basic sales/customer service skillsHigh school diploma; sales experience often preferred
Work EnvironmentOffice settings, property tours, customer interactionsOffice and property site visits, client meetings
Industry UsageCommon entry point in property management and real estateFull-time role with more responsibilities in leasing and client relations
Search & ComparisonOften searched by those starting in property leasingCompared for more experienced leasing roles

Entry Level Leasing typically refers to individuals starting in property leasing with basic skills, focusing on customer interactions and property tours. Leasing Agent is a more experienced role with additional responsibilities, often requiring sales experience. Both roles are common in property management and real estate industries, but Leasing Agent positions usually offer higher pay and more complex duties.

What are the most commonly searched types of Leasing jobs in Milwaukee, WI? The most popular types of Leasing jobs in Milwaukee, WI are:
Infographic showing various Entry Level Leasing job openings in Milwaukee, WI as of August 2026, with employment types broken down into 94% Full Time, 5% Part Time, and 1% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $42,252 per year, or $20.3 per hour.

Sales and Operations Management Trainee

Penske

Milwaukee, WI โ€ข On-site

$25/hr

Full-time

Re-posted 23 days ago


Job description


Exciting entry-level opportunity for those who have obtained their bachelor's degree!
$25 per hour
Position Summary:
Take charge. Think fast. Move forward. As a Sales and Operations Management Trainee in our fast-paced environment, you will use your hard-earned degree to run a business and quickly solve problems for our customers - who will depend on you to achieve success.
Penske will introduce you to our sales processes, leading-edge technology and winning company culture through ongoing training and mentoring to help cultivate the skills and expertise you need to succeed in all aspects of our business: sales, operations, finance, customer service, technology and more. You'll collaborate with a high-energy, driven team as you build a solid foundation in sales and operations. You'll enjoy flexible schedules, excellent benefits, associate incentives and discount programs. You'll be on the fast track to furthering your management career, with advancement opportunities at hundreds of our locations nationwide.
Work Location: 6719 South 13th Street, Milwaukee, WI 53221
Major Responsibilities:
โ€ข Develop consumer and commercial customer solutions to local and national accounts - including many of the Fortune 500.
โ€ข Manage our large inventory of world class and nationally recognized vehicles, balancing fleet productivity, profitability and customer satisfaction in a fast-paced and dynamic workspace
โ€ข Generate new business leads as well as foster existing customer relationships
โ€ข Ensure complete customer satisfaction in a fast-paced environment.
Qualifications
Qualifications:
โ€ข Bachelor's degree required, preferred concentration in Business or Marketing
โ€ข Effective communication skills, both written and verbal
โ€ข Internship or related work experience in a customer facing role preferred
โ€ข Results oriented, attention to detail and good time management skills
โ€ข A valid driver's license is required, as is the ability and willingness to drive our Penske vehicles, including a 26' box truck.
โ€ข Regular, predictable, full attendance is an essential function of the job.
โ€ข As this position requires driving Penske and customer vehicles, it is regulated by the DOT and requires a current driver qualification file to be maintained as required by the role. The driver qualification file includes: an annual motor vehicle records (MVR) check, a successfully completed DOT Physical, and Safety Performance History records request from prior employers in the last 3 years. Additionally, CDL holders will have a DOT Drug Screening within 30 days of start and subject to a FMCSA Clearinghouse review.
โ€ข Willingness to travel as necessary within the district (customers yards, close geographical area and training sites), work the required schedule, work at the specific location required, complete Penske employment application, submit to a background investigation (to include past employment, education, and criminal history) and drug screening are required.
This position is regulated by the Department of Transportation or designated as safety sensitive by the company, and the ability to work in a constant state of alertness and in a safe manner is required. Associates must have the ability to accept responsibility for their own safety, as well as the safety of others.
Physical Requirements:
-The physical and mental demands described here are representative of those that must be met by an associate to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
-The associate will be required to: read; communicate verbally and/or in written form; remember and analyze certain information; and remember and understand certain instructions or guidelines.
-While performing the duties of this job, the associate may be required to stand, walk, and sit. The associate is frequently required to use hands to touch, handle, and feel, and to reach with hands and arms. The associate must be able to occasionally lift and/or move up to 25lbs/12kg.
-Specific vision abilities required by this job include close vision, distance vision, peripheral vision, depth perception and the ability to adjust focus.
Penske is an Equal Opportunity Employer.
About Us
About Penske Truck Leasing/Transportation Solutions
Penske Truck Leasing/Transportation Solutions is a premier global transportation provider that delivers essential and innovative transportation, logistics and technology services to help companies and people move forward. With headquarters in Reading, PA, Penske and its associates are driven by a dedication to excellence and a commitment to customer success. Visit Go Penske to learn more.