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Entry Level Tech Sales Jobs in Madison, WI (NOW HIRING)

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 ... 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 ...

Skechers

Retail Sales Associate

Madison, WI

$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

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

$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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Entry Level Tech Sales information

See Madison, WI salary details

$11

$21

$46

How much do entry level tech sales jobs pay per hour?

As of Jul 30, 2026, the average hourly pay for entry level tech sales in Madison, WI is $21.07, according to ZipRecruiter salary data. Most workers in this role earn between $15.00 and $23.27 per hour, depending on experience, location, and employer.

What are entry level tech sales jobs?

Entry level tech sales jobs are positions designed for individuals new to the technology sales field, often requiring little to no prior sales experience. These roles typically involve tasks such as prospecting potential clients, qualifying leads, and supporting more senior sales staff through administrative work and customer outreach. Entry level tech sales representatives are responsible for learning about the company's technology products or services and communicating their value to potential customers. This job often serves as a stepping stone to more advanced sales roles, with opportunities for professional growth, skill development, and higher earnings based on performance.

What are the key skills and qualifications needed to thrive as an Entry Level Tech Sales professional, and why are they important?

To thrive as an Entry Level Tech Sales professional, you need a basic understanding of technology products, strong communication skills, and typically a bachelor's degree in business or a related field. Familiarity with CRM software like Salesforce and sales enablement tools is commonly required. Exceptional interpersonal skills, resilience, and a results-driven attitude help individuals excel in building relationships and meeting targets. These abilities are crucial for connecting with clients, effectively managing sales pipelines, and driving revenue growth in a competitive market.

How do I get started in tech sales?

To start a career in tech sales, gain a basic understanding of technology products and sales techniques, often through online courses or certifications. Develop strong communication and interpersonal skills, and consider entry-level roles or internships to build experience in a sales environment. Familiarity with customer relationship management (CRM) tools can also be beneficial.

What jobs pay 4000 a week without a degree?

Entry-level tech sales roles can pay around $4,000 per week through commissions and bonuses, especially in high-demand markets or with strong sales performance. Success in these roles often requires excellent communication skills, product knowledge, and the ability to build client relationships, with some positions offering training and certification opportunities to boost earnings.

What are some typical challenges faced by entry-level professionals in tech sales, and how can they overcome them?

Entry-level tech sales professionals often encounter challenges such as learning complex product features, building product knowledge quickly, and handling rejection from potential clients. Additionally, breaking into competitive markets and meeting ambitious sales targets can be demanding. To overcome these hurdles, new hires should take advantage of training programs, seek mentorship from experienced colleagues, and focus on developing strong communication and active listening skills. Proactively asking for feedback and continuously improving your approach are also key strategies for early success in tech sales.

Can I get into tech sales with no experience?

Entry level tech sales positions often do not require prior experience, as employers typically look for strong communication skills, a willingness to learn, and basic knowledge of sales principles. Candidates can improve their chances by gaining familiarity with CRM tools, product knowledge, and sales techniques through online courses or certifications. Many companies offer training programs for newcomers to develop necessary skills on the job.

Can you make $500,000 a year in sales?

Entry level tech sales roles typically do not offer salaries or commissions that reach $500,000 annually. High earnings in sales usually require extensive experience, a strong client base, and high-value deals, often achieved in senior or specialized positions rather than entry level. Success in sales depends on skills, performance, and commission structures, which vary widely across companies.
What are the most commonly searched types of Tech Sales jobs in Madison, WI? The most popular types of Tech Sales jobs in Madison, WI are:
What are popular job titles related to Entry Level Tech Sales jobs in Madison, WI? For Entry Level Tech Sales jobs in Madison, WI, the most frequently searched job titles are:
What job categories do people searching Entry Level Tech Sales jobs in Madison, WI look for? The top searched job categories for Entry Level Tech Sales jobs in Madison, WI are:
What cities near Madison, WI are hiring for Entry Level Tech Sales jobs? Cities near Madison, WI with the most Entry Level Tech Sales job openings:
Entry Level Tech Sales jobs near you
Infographic showing various Entry Level Tech Sales job openings in Madison, WI as of July 2026, with employment types broken down into 84% Full Time, 12% Part Time, 1% Temporary, and 3% Contract. Highlights an 95% Physical, 1% Hybrid, and 4% Remote job distribution, with an average salary of $43,831 per year, or $21.1 per hour.

Entry Level Sales Executive - Employee Benefits

Cottingham & Butler

Madison, WI • On-site

Full-time

Re-posted 16 days ago

Cottingham & Butler rating

8.6

Company rating: 8.6 out of 10

Based on 15 frontline employees who took The Breakroom Quiz

89th of 299 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

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