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Outside Sales Associate Jobs in Milwaukee, WI (NOW HIRING)

Yutka Fence

Outside Sales Associate - Bench

Kenosha, WI · On-site

$58K - $75K/yr

Description As an Outside Sales Associate, you'll meet homeowners at their properties to help them select fencing solutions that best fit their needs, budget, and long-term goals. You'll conduct ...

Yutka Fence

Outside Sales Associate - Bench

Kenosha, WI · On-site

$200K/yr

As an Outside Sales Associate, you'll meet homeowners at their properties to help them select fencing solutions that best fit their needs, budget, and long-term goals. You'll conduct personalized ...

Ontech Talent

Outside Sales Rep

Delafield, WI · On-site

$65K - $110K/yr

The Outside Sales Representative plays a crucial role in driving growth by acquiring new clients ... Associate's degree in Business or related field * Proficient in sales techniques and CRM tools

FASTSIGNS #300201

Outside Sales

Milwaukee, WI · On-site

$60K - $95K/yr

Training & development FASTSIGNS #300201 is hiring for an Outside Sales team member to join our team at this leading sign company! Have you ever worked in an industry that you could walk into ANY ...

FastSigns

Outside Sales

Milwaukee, WI · On-site

$60K - $95K/yr

Training & development FASTSIGNS #300201 is hiring for an Outside Sales team member to join our team at this leading sign company! Have you ever worked in an industry that you could walk into ANY ...

ULINE

Outside Sales Internship - Summer 2027

Franklin, WI · On-site

$14 - $18.75/hr

Gain hands-on, real-world experience in this face-to-face selling position as an Outside Sales Associate. * Work in a high-energy, fast-paced environment that's both competitive and fun. * Take part ...

ULINE

Outside Sales Internship - Summer 2027

Waukesha, WI · On-site

$15 - $20.25/hr

Gain hands-on, real-world experience in this face-to-face selling position as an Outside Sales Associate. * Work in a high-energy, fast-paced environment that's both competitive and fun. * Take part ...

ULINE

Outside Sales Internship - Summer 2027

Union Grove, WI

$14.50 - $19.75/hr

Gain hands-on, real-world experience in this face-to-face selling position as an Outside Sales Associate. * Work in a high-energy, fast-paced environment that's both competitive and fun. * Take part ...

Uline

Outside Sales Internship - Summer 2027

Kenosha, WI

$14.75 - $19.75/hr

Gain hands-on, real-world experience in this face-to-face selling position as an Outside Sales Associate. * Work in a high-energy, fast-paced environment that's both competitive and fun. * Take part ...

ULINE

Outside Sales Internship - Summer 2027

Milwaukee, WI · On-site

$14.75 - $20/hr

Gain hands-on, real-world experience in this face-to-face selling position as an Outside Sales Associate. * Work in a high-energy, fast-paced environment that's both competitive and fun. * Take part ...

ULINE

Outside Sales Internship - Summer 2027

Kenosha, WI · On-site

$14.75 - $19.75/hr

Gain hands-on, real-world experience in this face-to-face selling position as an Outside Sales Associate. * Work in a high-energy, fast-paced environment that's both competitive and fun. * Take part ...

ULINE

Outside Sales Internship - Summer 2027

Kenosha, WI · On-site

$14.75 - $19.75/hr

Gain hands-on, real-world experience in this face-to-face selling position as an Outside Sales Associate. * Work in a high-energy, fast-paced environment that's both competitive and fun. * Take part ...

ULINE

Outside Sales Internship - Summer 2027

Milwaukee, WI · On-site

$14.75 - $20/hr

Gain hands-on, real-world experience in this face-to-face selling position as an Outside Sales Associate. * Work in a high-energy, fast-paced environment that's both competitive and fun. * Take part ...

GOODIN CO

Outside Sales Professional

Cudahy, WI · On-site

$60K - $80K/yr

The outside sales representative will grow sales and increase company profits by cultivating current customers and recruiting new customers. Job Duties: As a successful Outside Sales Representative ...

Goodin Company

Outside Sales Professional

Cudahy, WI · On-site

The outside sales representative will grow sales and increase company profits by cultivating current customers and recruiting new customers. Job Duties: As a successful Outside Sales Representative ...

RP Lumber

Outside Sales Representative

Oconomowoc, WI · On-site

$40K - $55K/yr

Employment Position - Outside Sales Representative R.P. Lumber Location: Oconomowoc, WI Summary of ... Associate's degree (A. A.) or equivalent from two-year College or technical school; or one to two ...

NCW

Milwaukee - Outside Sales

Germantown, WI · On-site

Outside Sales - Flow Control You will spend your time interacting with your customers in determining their valve automation and pump related equipment needs, while providing solutions/services to ...

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All JobsOutside Sales Associate JobsOutside Sales Associate Jobs in Milwaukee, WI

Outside Sales Associate information

See Milwaukee, WI salary details

$21.7K

$67K

$99.5K

How much do outside sales associate jobs pay per year?

As of Aug 22, 2026, the average yearly pay for outside sales associate in Milwaukee, WI is $67,027.00, according to ZipRecruiter salary data. Most workers in this role earn between $59,100.00 and $76,400.00 per year, depending on experience, location, and employer.

What is an outside sales associate?

Outside Sales Associates are professionals who sell products or services by meeting clients and prospects in person, usually outside of a traditional office setting. Their primary responsibilities include building relationships with new and existing customers, understanding their needs, and presenting suitable solutions. They often travel within a designated territory, attend industry events, and work independently to generate leads and close sales. Success in this role requires strong communication, negotiation, and self-motivation skills.

What does an outside sales associate do?

As an outside sales associate, you travel to potential and existing clients as a sales representative for your company. You spend significant amounts of time traveling. Sales associates give presentations and product demonstrations, maintain current client relationships and find innovative ways to find new clients. You will need to understand your market and your competition. Outside sales reps should be experts in their field and professional at all times.

What skills and qualifications are needed to thrive as an outside sales associate?

To thrive as an Outside Sales Associate, you need strong sales acumen, product knowledge, and typically a background in business or marketing. Familiarity with CRM software, sales tracking tools, and sometimes a valid driver’s license are commonly required. Excellent interpersonal skills, self-motivation, and resilience help you build relationships and overcome challenges in the field. These skills are crucial for meeting sales targets, expanding customer bases, and driving business growth in competitive markets.

What are common challenges outside sales associates face when building client relationships?

Outside Sales Associates often encounter challenges such as establishing trust with new clients, differentiating their offerings in competitive markets, and maintaining consistent communication while managing a busy travel schedule. Success in this role requires adaptability, strong interpersonal skills, and perseverance, as building lasting client relationships often involves overcoming initial objections and regularly following up. Collaboration with inside sales teams and support staff can help address client needs efficiently and keep relationships strong over time.

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

AspectOutside Sales AssociateInside Sales Representative
Work EnvironmentTraveling to client locations, field salesOffice-based, remote calls
Required SkillsCustomer interaction, travel, product knowledgeCommunication, CRM proficiency, product knowledge
Common Industry UsageRetail, manufacturing, wholesaleSoftware, tech, B2B services
CredentialsHigh school diploma, sales experienceHigh school diploma, sales experience

Outside Sales Associates primarily travel to meet clients and generate sales in the field, while Inside Sales Representatives work mainly from an office or remotely, handling sales via calls and emails. Both roles require strong communication skills and sales experience, but their work environments and daily activities differ significantly.

Is outside sales a stressful job?

Outside sales associates often face stress from meeting sales targets, managing client relationships, and traveling frequently. The job requires strong communication skills, self-motivation, and the ability to handle rejection, which can contribute to stress levels. However, some find the independence and earning potential rewarding despite the challenges.
More about Outside Sales Associate jobs

What are the most commonly searched types of Outside Sales jobs in Milwaukee, WI?

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For Outside Sales Associate jobs in Milwaukee, WI, the most frequently searched job titles are:

What job categories do people searching Outside Sales Associate jobs in Milwaukee, WI look for?

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Cities near Milwaukee, WI with the most Outside Sales Associate job openings:

Outside Sales Associate jobs near you
Infographic showing various Outside Sales Associate job openings in Milwaukee, WI as of August 2026, with employment types broken down into 82% Full Time, 17% Part Time, and 1% Contract. Highlights an 85% Physical, 1% Hybrid, and 14% Remote job distribution, with an average salary of $67,027 per year, or $32.2 per hour.

Outside Sales Associate - Bench

Yutka Fence

Kenosha, WI • On-site

$58K - $75K/yr

Full-time

Re-posted 21 days ago

Job description

Description
As an Outside Sales Associate, you'll meet homeowners at their properties to help them select fencing solutions that best fit their needs, budget, and long-term goals. You'll conduct personalized, professional consultations, walk properties to take measurements, design thoughtful layouts, and provide clear, transparent pricing rooted in integrity.
You will manage the full sales cycle from initial meeting through close, representing the company with professionalism at every touchpoint and building trust through honest communication and reliable follow-through. This is a high-reward, outdoor role supported by comprehensive paid training, a company vehicle with fuel and maintenance covered, and pre-set warm appointments scheduled throughout your day.
We value progress-both for our customers and our team. Top performers enjoy upside earning potential in a growth-oriented environment where continuous improvement, advancement, and long-term success are encouraged and rewarded.
Responsibilities
What You'll Do:
• Hunt & Close Deals - Proactively find new opportunities, respond to leads quickly, and follow up strategically.
• Be a Trusted Advisor - Build relationships, design tailored fencing solutions, and guide customers through the process.
• Master the Details - Take precise measurements, prepare accurate estimates, and upload project layouts into our CRM.
• Deliver 5-Star Experiences - Ensure smooth communication from consultation to installation and encourage happy customers to share reviews.
• Drive Growth - Collaborate with management to refine sales strategies, generate leads, and help the business continue its rapid growth.
Qualifications
Who We're Looking For
• Sales-driven and motivated by results, with a strong desire to earn and win.
• Experienced in sales (preferably outside sales or home improvement).
• Excellent communicator who builds trust and strong customer relationships.
• Self-motivated, goal-oriented, and highly competitive.
• Organized, detail-oriented, and comfortable using CRM tools.
• Resilient, persistent, and coachable with a willingness to learn.
• Professional demeanor with a team-first, collaborative mindset.
• Valid driver's license with a clean driving record.

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