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Entry Level Technology Sales Jobs in Madison, WI

Skechers

Retail Sales Associate

Madison, WI

$15.50/hr

Headquartered in Southern California, Skechers-the Comfort Technology Company-has spent over 30 ... In this entry-level retail role, you'll engage with customers, provide exceptional customer service ...

Skechers

Retail Sales Associate

Madison, WI · On-site

$15.50/hr

Headquartered in Southern California, Skechers--the Comfort Technology Company ® --has spent over ... In this entry-level retail role, you'll engage with customers, provide exceptional customer service ...

Skechers

Retail Sales Associate

Johnson Creek, WI

$15.50 - $16.44/hr

Headquartered in Southern California, Skechers-the Comfort Technology Company-has spent over 30 ... In this entry-level retail role, you'll engage with customers, provide exceptional customer service ...

Skechers

Retail Sales Associate

Johnson Creek, WI · On-site

$15.50 - $16.44/hr

Headquartered in Southern California, Skechers-the Comfort Technology Company ® -has spent over 30 ... In this entry-level retail role, you'll engage with customers, provide exceptional customer service ...

Skechers

Retail Sales Associate

Johnson Creek, WI

$15.50 - $16.44/hr

Headquartered in Southern California, Skechers--the Comfort Technology Company ® --has spent over ... In this entry-level retail role, you'll engage with customers, provide exceptional customer service ...

Skechers

Retail Sales Associate

Madison, WI · On-site

$15.50/hr

Headquartered in Southern California, Skechers-the Comfort Technology Company ® -has spent over 30 ... In this entry-level retail role, you'll engage with customers, provide exceptional customer service ...

Istate Truck Center

Entry Level Diesel Mechanic

Windsor, WI · On-site

$25.25 - $33.25/hr

I-State Truck Center I-State Truck Center is a leading provider of heavy-duty truck sales, parts ... This role is ideal for a recent graduate from a diesel technology program or someone with 1-2 years ...

I-State Truck Center

Entry Level Diesel Mechanic

Windsor, WI · On-site

$25.25 - $33.25/hr

I-State Truck Center I-State Truck Center is a leading provider of heavy-duty truck sales, parts ... This role is ideal for a recent graduate from a diesel technology program or someone with 1 2 years ...

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All JobsTechnology Sales JobsEntry Level Technology Sales JobsEntry Level Technology Sales Jobs in Madison, WI

Entry Level Technology Sales information

See Madison, WI salary details

$22.2K

$45.4K

$65.5K

How much do entry level technology sales jobs pay per year?

As of Aug 21, 2026, the average yearly pay for entry level technology sales in Madison, WI is $45,422.00, according to ZipRecruiter salary data. Most workers in this role earn between $37,300.00 and $50,400.00 per year, depending on experience, location, and employer.

What is an entry level technology sales job?

Entry level technology sales jobs are positions for individuals who are new to the tech industry and focus on selling software, hardware, or IT services. These roles typically involve prospecting potential clients, setting up meetings, and learning about products and sales strategies. Employees in these positions often receive training and mentorship, and success is usually measured by meeting sales targets or quotas. Entry level tech sales jobs are a great way to start a career in technology and can lead to more advanced roles as experience is gained.

What skills and qualifications are needed for entry level technology sales?

To thrive as an Entry Level Technology Sales professional, you need a basic understanding of IT products or solutions, strong communication skills, and often a bachelor's degree in business or a related field. Familiarity with CRM platforms like Salesforce and sales engagement tools is typically required, while certifications in sales methodologies can be advantageous. Persuasiveness, resilience, and active listening are standout soft skills that help build rapport and handle objections effectively. These skills and qualities are crucial for generating leads, closing deals, and sustaining customer relationships in a competitive technology market.

What are common challenges faced by entry level technology sales professionals, and how can they be addressed?

Entry level technology sales professionals often face challenges such as understanding complex products quickly, building credibility with clients, and managing the pressure of meeting sales targets. Overcoming these hurdles typically involves thorough product training, seeking mentorship from experienced team members, and developing strong communication and active listening skills. Many organizations provide ongoing support and learning opportunities to help new sales representatives succeed, and proactive engagement with both clients and colleagues can accelerate your growth in the role.

What is the difference between Entry Level Technology Sales vs Customer Support Specialist?

AspectEntry Level Technology SalesCustomer Support Specialist
Required CredentialsHigh school diploma or equivalent; some roles prefer sales or tech certificationsHigh school diploma or equivalent; customer service certifications optional
Work EnvironmentOffice setting, sales meetings, client interactionsCall centers, help desks, or remote support
Employer & Industry UsageTech companies, software providers, hardware vendorsIT support firms, tech companies, service providers
Common Search & ComparisonYesYes

Entry Level Technology Sales focuses on selling tech products and services, requiring sales skills and product knowledge. Customer Support Specialists assist users with technical issues, emphasizing problem-solving and communication. While both roles involve technology and customer interaction, sales roles are more proactive in generating revenue, whereas support roles focus on customer satisfaction and issue resolution.

Can I get into entry level technology sales with no experience?

Entry level technology sales positions often do not require prior experience and focus on communication skills, product knowledge, and a willingness to learn. Candidates may benefit from basic understanding of sales techniques, customer service, and familiarity with sales tools like CRM software. Training is typically provided to new hires to develop necessary skills.

How do I get started in entry level technology sales?

To start in entry level technology sales, develop a basic understanding of the products or services you will sell, and improve communication and customer service skills. Gaining familiarity with CRM software and earning relevant certifications, such as in sales or technology, can also enhance your prospects. Entry-level roles often require a high school diploma or equivalent and may involve on-the-job training.

How much do entry level technology sales make?

Entry-level technology sales positions typically have a starting salary ranging from $40,000 to $60,000 annually, often supplemented with commissions or bonuses based on sales performance. Success in this role often depends on communication skills, product knowledge, and the ability to build client relationships.

What are the most commonly searched types of Technology Sales jobs in Madison, WI?

The most popular types of Technology Sales jobs in Madison, WI are:

What are popular job titles related to Entry Level Technology Sales jobs in Madison, WI?

For Entry Level Technology Sales jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Entry Level Technology Sales jobs in Madison, WI look for?

The top searched job categories for Entry Level Technology Sales jobs in Madison, WI are:

What cities near Madison, WI are hiring for Entry Level Technology Sales jobs?

Cities near Madison, WI with the most Entry Level Technology Sales job openings:

Entry Level Technology Sales jobs near you
Infographic showing various Entry Level Technology Sales job openings in Madison, WI as of August 2026, with employment types broken down into 78% Full Time, 19% Part Time, and 3% Contract. Highlights an 81% Physical, 1% Hybrid, and 18% Remote job distribution, with an average salary of $45,422 per year, or $21.8 per hour.

Entry Level Sales Executive - Employee Benefits

Cottingham & Butler

Madison, WI • On-site

Full-time

Re-posted 8 days ago

Cottingham & Butler rating

8.6

Company rating: 8.6 out of 10

Based on 15 frontline employees who took The Breakroom Quiz

90th of 311 rated insurance

Job description

Cottingham & Butler is actively looking for ambitious and driven entry-level Sales Executives in our Madison, Wisconsin location! Seeking all sales minded, soon-to-be college graduates, recent college graduates, or individuals with 1-3 years of sales experience who are motivated by financial rewards.

What You'll Get:

At Cottingham & Butler, we offer an exceptional sales career that opens the door to boundless opportunities and unlimited earning potential. You will be immersed in a dynamic environment surrounded by a team that is dedicated to equipping you for success. Through comprehensive training, unparalleled service support, unique resources, and the necessary tools, we ensure that you have everything you need to build a highly lucrative sales career.

What You'll Do:

  • Learn the business and become a trusted advisor to company leaders.
  • Identify, qualify, and close prospects.
  • Manage and retain your book of business and actively work towards its growth to unlock substantial financial growth.
  • Strategize and develop customized solutions for clients, leveraging available programs to deliver services that exceed client expectations.
  • Cultivate strong relationships with top decision makers, ensuring long-term client retention.
  • Collaborate with our service team to create compelling proposals and deliver impactful presentations to clients and prospects.
  • Earn relevant designations and stay up-to-date on continuing education credits provided by the company to enhance your professional growth and earning potential.

There are 30,000 insurance brokers in the US that claim to offer great sales careers, but in reality, very few sales executives ever achieve a $1 million book of business. We put our money where our mouth is – almost ALL of our sales executives have a million-dollar book by their 10th anniversary.

How do our producers achieve such consistent results? We make it easy by surrounding them with everything they need to be successful, including:

  • Experienced Account Management Teams – Your clients will be in good hands with our account management teams. They are capable and proficient. In addition to having skilled account managers, we intentionally build redundancy into the teams to ensure that clients get the best service possible.
  • In-House Specialists- Our team includes people that specialize in compliance, HR consulting, analytics, client communications, worksite products, stop loss and technology.
  • Tools & Resources- You will have assessments, checklists, audits, etc. that you can use to tailor custom strategies for each client. You will also have access to partner companies that will provide you with additional resources, such as ThinkHR and Zywave, etc.

We are consultants, not just insurance shoppers. In addition to designing employee benefits packages, we help with strategic planning, analytics, cost containment, regulatory and compliance issues, and M&A/ due diligence, etc.

People We Hire:

If you thrive in a fast-paced, competitive environment and possess a relentless drive for success, Cottingham & Butler is the ideal place for you. You will be surrounded by industry-leading professionals, including several teammates who manage books of business exceeding $1 million. Additionally, you'll have access to our exceptional service teams and in-house specialists focused on account management, technology, compliance, analytics, client communications, and more—resources that will elevate your sales performance and financial success.

About Cottingham & Butler:

At Cottingham & Butler, we sell a promise to help our clients through life's toughest moments. To deliver on that promise, we aim to hire, train, and grow the best professionals in the industry. We look for people with an insatiable desire to succeed, are committed to growing, and thrive on challenges. Our culture is guided by the theme of "better every day" constantly pushing ourselves to be better than yesterday – that's who we are and what we believe in.

As an organization, we are tremendously optimistic about the future and have incredibly high expectations for our people and our performance. Our ability to grow as a company, fuels investments in new resources to better serve our clients and provide the amazing career opportunities our employees want and deserve. This is why we are a growth company and why we are committed to being better every day.

Want to learn more? Follow us on www.CottinghamButler.com | LinkedIn | Facebook

What Cottingham & Butler employees say

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