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Entry Level Outside Sales Representative Jobs in Wisconsin

WI · On-site

$60 - $85/hr

Outside Sales Representative Territory Sales • Roofing Commercial & Residential • Full-Time Base Salary $60,000 - $85,000 Commission + Bonus Uncapped Earning Potential Schedule Monday - Friday ...

New

Job Title Outside Sales Representative Location U.S. Employment Type Full-Time About ForgeFit ForgeFit supplies cutting‑edge fitness equipment to gyms and fitness centers nationwide. We're not just ...

Outside Sales Representative Company: ForgeFit Location: (U.S. Based) Employment Type: Full-Time About ForgeFit ForgeFit supplies cutting-edge fitness equipment to gyms and fitness centers nationwide.

WI · On-site

$90 - $210/hr

We are looking for confident, driven, experienced outside sales reps located in agricultural areas nationwide. Our sales representatives are road warriors, selling STOP-FYRE directly to farmers by ...

New

May provide training to less experienced Outside Sales Reps * Prepares recurring and special reports, forms or other documentation for management, as required. * Enhances knowledge of sales ...

WI · On-site

We are looking for confident, driven, experienced outside sales reps located in agricultural areas nationwide. Our sales representatives are road warriors, selling STOP-FYRE directly to farmers by ...

Showing results 21-40

Entry Level Outside Sales Representative information

See Wisconsin salary details

$30.3K

$78.8K

$167K

How much do entry level outside sales representative jobs pay per year?

As of Sep 3, 2026, the average yearly pay for entry level outside sales representative in Wisconsin is $78,772.00, according to ZipRecruiter salary data. Most workers in this role earn between $53,000.00 and $90,800.00 per year, depending on experience, location, and employer.

What is an entry level outside sales representative?

An Entry Level Outside Sales Representative is a professional who is responsible for selling a company's products or services by meeting clients and prospects outside of the office environment. They typically generate leads, make sales presentations, build relationships with customers, and close deals. This role is ideal for individuals who are outgoing, self-motivated, and enjoy working in a fast-paced, goal-oriented setting. Entry level positions usually offer training and mentorship, making them suitable for those new to sales. Success in this role often leads to advancement opportunities within the sales field.

What are the key skills and qualifications needed to thrive as an entry level outside sales representative, and why are they important?

To thrive as an Entry Level Outside Sales Representative, you need strong interpersonal skills, persuasive communication abilities, and a basic understanding of sales principles, often supported by a high school diploma or equivalent. Familiarity with CRM software, sales tracking tools, and mobile communication platforms is typically required. Persistence, self-motivation, and resilience are standout soft skills that help you excel in building client relationships and overcoming rejection. These skills are crucial for generating leads, closing sales, and achieving consistent performance in a competitive, target-driven environment.

What are some common challenges faced by entry level outside sales representatives, and how can they be overcome?

Entry Level Outside Sales Representatives often face challenges such as building a customer base from scratch, handling rejection, and managing time efficiently while meeting sales targets. Overcoming these obstacles involves persistence, actively seeking mentorship from experienced colleagues, and continuously improving product knowledge. Effective organization and a positive attitude are key, as is regularly following up with leads and learning from feedback to refine sales techniques.

What is the difference between Entry Level Outside Sales Representative vs Inside Sales Associate?

AspectEntry Level Outside Sales RepresentativeInside Sales Associate
Work EnvironmentField-based, traveling to client locationsOffice-based, remote or in-office
Customer InteractionFace-to-face meetings with clientsPhone, email, or virtual communication
Required SkillsCommunication, negotiation, travel readinessCommunication, CRM proficiency, multitasking
Common IndustriesRetail, manufacturing, wholesaleTechnology, services, B2B sales

Entry Level Outside Sales Representatives typically work in the field, engaging directly with clients and traveling to sales locations, while Inside Sales Associates operate mainly from the office, handling customer inquiries remotely. Both roles require strong communication skills, but their work environments and daily tasks differ significantly, catering to different sales strategies and industry needs.

How to be an entry level outside sales representative with no experience?

To become an entry-level outside sales representative with no experience, focus on developing strong communication and interpersonal skills, and learn about the products or services you will sell. Gaining familiarity with customer relationship management (CRM) tools and understanding basic sales techniques can improve your prospects. Entry-level roles often require a valid driver's license and willingness to travel for client meetings.

What are the most commonly searched types of Outside Sales Representative jobs in Wisconsin?

The most popular types of Outside Sales Representative jobs in Wisconsin are:

What are popular job titles related to Entry Level Outside Sales Representative jobs in Wisconsin?

For Entry Level Outside Sales Representative jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Entry Level Outside Sales Representative jobs in Wisconsin look for?

The top searched job categories for Entry Level Outside Sales Representative jobs in Wisconsin are:

What cities in Wisconsin are hiring for Entry Level Outside Sales Representative jobs?

Cities in Wisconsin with the most Entry Level Outside Sales Representative job openings:

Infographic showing various Entry Level Outside Sales Representative job openings in Wisconsin as of August 2026, with employment types broken down into 80% Full Time, 19% Part Time, and 1% Contract. Highlights an 83% Physical, 1% Hybrid, and 16% Remote job distribution, with an average salary of $78,772 per year, or $37.9 per hour.

Entry Level Outside Sales Trainee - Central

The Reynolds and Reynolds Company

Milwaukee, WI • On-site

$60K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted yesterday


Reynolds and Reynolds rating

8.1

Company rating: 8.1 out of 10

Based on 47 frontline employees who took The Breakroom Quiz

112th of 247 rated software companies


Job description

Position Description
Reynolds and Reynolds is seeking motivated and hard-working Entry Level Outside Sales Trainees to join our growing team. As an Entry Level Outside Sales Trainee, you will enroll in our 12 month sales training program. This program is comprised of both field based and classroom style training. The classroom training is located at our award winning Reynolds University in Dayton, OH. You will complete courses covering a variety of topics, including dealership operations, sales techniques, and negotiation skills. For the field based sales training, you will be working with your assigned Sales Mentor in their territory, observing the sales process and assisting them on their calls. You will also be given the opportunity to travel with our customer service and installation teams to enhance your knowledge of our products. During the 12 months of training, you can expect to travel, with overnight hotel stays, 80-100% of the time.
Once you complete the training program, you will relocate to an assigned territory and become a Sales Professional. Relocation assistance to this new territory will be provided by the company. You will then be responsible for achieving designated monthly and annual quotas by selling an assigned set of Reynolds products and services. Our products and services are specifically targeted to the automotive industry and include high-end software solutions, marketing services, printed business forms and promotional products. As a Sales Professional, you will sell to both new and existing customers in your assigned territory.
#LI-Remote
Requirements
Must have a valid driver's license, with fewer than 2 moving violations in the last three years and no OVI/DUI/DWI violations in the last five years; Bachelor's degree; Good time management skills; Ability to build strong customer relationships; Excellent oral and written communication skills; Ability to travel (overnight) 80-100% during training; Willing to relocate after successful completion of the training program
Benefits
We strive to offer an environment that provides our associates with the right balance between work and family. We offer a comprehensive benefits package including:
- Medical, dental, vision, life insurance, and a health savings account
- 401(k) with up to 6% matching
- Company car for business and personal use
- Professional development and training
- Promotion from within
- Paid vacation and sick days
- Eight paid holidays
- Referral bonuses
Reynolds and Reynolds promotes a healthy lifestyle by providing a non-smoking environment. Reynolds and Reynolds is an equal opportunity employer.

What Reynolds and Reynolds employees say

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Benefits

Hours and flexibility

Workplace

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Reynolds and Reynolds logo

About Reynolds and Reynolds

Sourced by ZipRecruiter

Reynolds and Reynolds develops and supports software for automotive retailers. We feature the industry’s only Retail Management System. This platform gives dealers a choice in dealership management systems (DMS) — ERA-IGNITE or POWER — along with retailing tools built to work together to streamline dealership operations and to improve customer satisfaction with the dealership. We also manufacture and distribute business forms and promotional items. Our products help dealers reduce compliance risk, brand their dealership, increase efficiency, and simplify administrative processes. Our associates are the key to our success. We wouldn’t be the leader in the automotive industry without them. We foster an environment that allows associates to grow professionally through engaging work and promotion from within.

Industry

Computer and computer peripheral equipment and software wholesalers

Company size

1,001 - 5,000 Employees

Headquarters location

Dayton, OH, US

Year founded

1866