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Entry Level Software Sales Jobs in Chicago, IL (NOW HIRING)

Generac

Sales Development Representative

Chicago, IL · On-site

$53K/yr

Generac has an exciting entry level Sales Development Representative position! The Sales ... Proficiency in Microsoft Office Suite (Word, Excel, PowerPoint) and familiarity with CRM software.

New

Curvion Blue

Senior Sales Advisor

Chicago, IL · Remote

$120K - $360K/yr (+ commission)

... software as a service (SaaS) vertical, bringing cutting edge technology products to market. In ... These are not entry-level buyers. They are experienced, often skeptical, and expect to speak with ...

Andersen

Sales Representative - Chicago

Des Plaines, IL · On-site

$200K/yr

Use required company-designated software, systems, and technology tools, and comply with all ... Meet and maintain company sales metrics and performance expectations * High School Diploma or ...

The Federal Savings Bank

Consumer Loan Banker

Chicago, IL · On-site

$36K - $38K/yr

Operate loan origination and automated underwriting software * Become an expert at using our CRM ... If you are an entry level sales professional or recent college graduate who values a challenging ...

The Federal Savings Bank

Consumer Loan Banker

Chicago, IL · Hybrid

$36K - $38K/yr

Operate loan origination and automated underwriting software * Become an expert at using our CRM ... If you are an entry level sales professional or recent college graduate who values a challenging ...

DTS FINANCIAL ADVISORS, LLC

Be Seen First

Entry-Level Financial Advisor & Tax Preparation

Schaumburg, IL · On-site

$55K - $65K/yr

Customer service, sales, banking, accounting, or financial services experience. * Experience with ... software. * Progress toward industry licenses or professional credentials. * Basic knowledge of ...

The Boyd Group

Inside Sales Representative

Elmhurst, IL · On-site

$18/hr

Glass America Call Center - Entry Level Elmhurst, IL Glass America is a respected leader in the ... Utilize our software to make a note of all conversations, enter sales information and update ...

The Boyd Group

Inside Sales Representative

Elmhurst, IL · On-site

$18/hr

Glass America Call Center - Entry Level Elmhurst, IL Glass America is a respected leader in the ... Utilize our software to make a note of all conversations, enter sales information and update ...

The Boyd Group

Inside Sales Representative

Elmhurst, IL · On-site

$12K - $40K/yr

Glass America Call Center - Entry Level Elmhurst, IL Glass America is a respected leader in the ... Utilize our software to make a note of all conversations, enter sales information and update ...

The Boyd Group

Inside Sales Representative

Elmhurst, IL · On-site

$12K - $40K/yr

Glass America Call Center - Entry Level Elmhurst, IL Glass America is a respected leader in the ... Utilize our software to make a note of all conversations, enter sales information and update ...

Cadence Design Systems Inc.

Application Engineer

Cary, IL · On-site

$74K - $137K/yr

This is an entry level rotational position for STEM bachelor level graduates who have limited ... The opportunity to learn from the technical experts, sales and application engineers who provide ...

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All JobsSoftware Sales JobsEntry Level Software Sales JobsEntry Level Software Sales Jobs in Chicago, IL

Entry Level Software Sales information

See Chicago, IL salary details

$22.7K

$46.4K

$67K

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

As of Sep 4, 2026, the average yearly pay for entry level software sales in Chicago, IL is $46,441.00, according to ZipRecruiter salary data. Most workers in this role earn between $38,100.00 and $51,500.00 per year, depending on experience, location, and employer.

What is an entry level software sales?

An Entry Level Software Sales job involves selling software products or services to businesses or individuals. In this role, you’ll typically handle lead generation, cold calling, and customer outreach to build relationships and drive sales. You’ll also collaborate with sales teams, learn about the company’s software offerings, and help prospects understand how the product can meet their needs. Strong communication, persistence, and a willingness to learn are key to success. This position often serves as a stepping stone to more advanced sales or account management roles.

What does a typical day look like for someone in entry level software sales?

A typical day in entry level software sales often involves researching prospective clients, reaching out through calls or emails, setting up product demonstrations, and following up on leads. You'll spend time working with your sales team to strategize approaches, update client information in CRM systems, and participate in regular team meetings or trainings. Collaboration with engineers or product specialists is common to clarify technical details for clients. This role provides a dynamic, fast-paced environment where learning and adapting to new products and evolving customer needs are key to your success.

What are the key skills and qualifications needed to thrive in entry level software sales, and why are they important?

To thrive as an Entry Level Software Sales professional, you need strong communication skills, a basic understanding of software solutions, and at least a high school diploma or bachelor's degree in a relevant field. Familiarity with customer relationship management (CRM) systems such as Salesforce and basic office software is highly beneficial. Standout candidates possess resilience, a results-driven mindset, and the ability to quickly build rapport with potential clients. These qualities enable effective prospecting, relationship-building, and sales success in a competitive technology market.

How to get into entry level software sales without experience?

Entry level software sales roles often prioritize communication skills, a willingness to learn, and basic understanding of technology. Candidates can gain relevant knowledge through online courses, certifications, or self-study, and should focus on developing sales and customer service skills to improve their chances of entry without prior experience.

How to get started in entry level software sales?

To start in entry level software sales, develop strong communication and interpersonal skills, learn about the software products you will sell, and gain familiarity with customer relationship management (CRM) tools. Entry-level roles often require a high school diploma or equivalent, and some employers may prefer candidates with basic sales or technical knowledge, which can be gained through online courses or certifications.

What is the best entry-level software sales job?

An entry-level software sales job typically involves selling software products or services to clients, often requiring strong communication skills and basic knowledge of the product. Common roles include sales development representative or inside sales associate, which may require familiarity with CRM tools and a willingness to learn industry terminology. These positions often offer training programs and opportunities for advancement in technology sales careers.

What are the most commonly searched types of Software Sales jobs in Chicago, IL?

The most popular types of Software Sales jobs in Chicago, IL are:

What are popular job titles related to Entry Level Software Sales jobs in Chicago, IL?

For Entry Level Software Sales jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Entry Level Software Sales jobs in Chicago, IL look for?

The top searched job categories for Entry Level Software Sales jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Entry Level Software Sales jobs?

Cities near Chicago, IL with the most Entry Level Software Sales job openings:

Entry Level Software Sales jobs near you
Infographic showing various Entry Level Software Sales job openings in Chicago, IL as of August 2026, with employment types broken down into 81% Full Time, 18% Part Time, and 1% Contract. Highlights an 85% Physical, 2% Hybrid, and 13% Remote job distribution, with an average salary of $46,441 per year, or $22.3 per hour.

Insurance Sales Representative

Mikkelsen, Kelly & Kipp Insurance Agency Inc.

Alsip, IL • On-site

$35K - $55K/yr

Full-time

Medical, Dental, Life, Retirement, PTO

Re-posted 7 days ago

Job description

At Mikkelsen, Kelly Kipp Insurance Agency Inc., we believe that insurance is about more than just premiums—it is about people and the peace of mind they deserve. We are not “Insurance Salesmen.” We are “Insurance Advisors.”

Entry Level Candidates base salary is $35,000 per year with an opportunity to make as much as $100,000 in the first year. Experienced candidates start at $50,000 with our top earners making up to $200,000 per year.

MKK has been a trusted, family-owned and operated, full-service insurance agency for over 102 years that proudly serve the Chicagoland area. MKK Insurance specializes in providing tailored expertise across Auto, Homeowners, Business, and Life Policies as well as Financial Services . We pride ourselves on creating an environment where you can focus on building meaningful, lasting relationships rather than chasing anonymous leads. We value your expertise and encourage you to take ownership of your professional journey while we provide the support you need to flourish. If you are looking for a place where your contributions are recognized and your voice is heard, we invite you to grow your career with us. We are looking for someone who loves to solve problems, enjoys connecting with people, and finds joy in helping others secure their future. Let us build something great together.

Responsibilities
  • Consult with new and existing clients to identify their unique coverage needs and life changes.
  • Prepare and present competitive insurance quotes that provide actual value and security.
  • Manage an active pipeline of prospective clients while maintaining relationships with current policyholders.
  • Review existing policies periodically to ensure clients are properly protected as their circumstances evolve.
  • Collaborate with our underwriting partners to secure the best possible coverage terms for our customers.
  • Maintain accurate and up-to-date records within our agency management system.
Requirements
  • Illinois Property Casualty insurance producer license.
  • Three or more years of experience in personal lines insurance sales.
  • Strong command of agency management systems and quoting software.
  • High attention to detail when documenting client files and policy changes.
  • Demonstrated ability to explain complex coverage options in plain language.
  • Professional verbal and written communication skills.
Benefits
Paid Time Off (PTO)###Flexible Schedule###Health Insurance###Dental Insurance###Life Insurance###Hands on Training###Parental Leave###Mon-Fri Schedule###Career Growth Opportunities###Retirement Plan###Hybrid Remote After Probationary Period###Licensing Assistance###Employee Appreciation Lunches###