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

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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

$25.2K

$51.6K

$74.4K

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

As of Aug 8, 2026, the average yearly pay for entry level software sales in Chicago, IL is $51,593.00, according to ZipRecruiter salary data. Most workers in this role earn between $42,400.00 and $57,300.00 per year, depending on experience, location, and employer.

What is the best entry level software sales job?

An entry-level software sales job typically involves selling software products or services, often requiring strong communication skills and basic knowledge of the software industry. Common roles include sales development representative or inside sales associate, which may require familiarity with CRM tools and a willingness to learn about the products being sold.

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.

How to get into entry level software sales without experience?

Entry level software sales roles often prioritize strong communication skills, a willingness to learn, and basic knowledge of sales processes. Gaining relevant skills through online courses, certifications, or internships can improve your chances, even without prior experience. Demonstrating enthusiasm and a proactive attitude is also valuable in entry-level positions.

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.

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 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.

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 100% Full Time. Highlights an 81% In-person, 6% Hybrid, and 13% Remote job distribution, with an average salary of $51,593 per year, or $24.8 per hour.

Entry Level Sales Associate

The Radu Group

Bolingbrook, IL

$65K/yr

Full-time

Posted 4 days ago

Job description

Crafting Brighter Futures for Families

At the forefront of specialized financial services, we help families safeguard their assets and promise a profound purpose: ensuring a brighter future for every client.

Role Overview:

As a Benefits Sales Representative, you play a pivotal role in helping families protect their assets and secure their futures. You'll be the face of our company, embodying our values and commitment. Working in our Chicago-area office, this position does require a valid Driver's license and reliable access to a vehicle.

Primary Responsibilities:

  • Engage with clients to understand their financial goals and concerns.

  • Present tailored solutions to safeguard their assets effectively.

  • Maintain a pulse on the industry, ensuring you offer the best and most updated advice.

  • Foster relationships and ensure our clients always have someone they can turn to.

Why Work With Us?

  • Flexible Scheduling: Enjoy the benefits of a full-time role that has a flexible scheduling.

  • Unlimited Earning Potential: Your dedication determines your earnings*.

  • Company Culture: At our company people are ambitious but respectful, high-energy, and treat every member like family. We do (optional) company outings frequently!

  • Grow with Us: Dive into continuous learning and development opportunities.

Application Process:

1. Submit Your Application: No stringent qualifications needed. We believe in potential.

2. Virtual Company Overview: Once your application is in, you'll receive an invite to a virtual overview, detailing everything you need to know about the position. This session lasts 20-30 minutes, and you can self-schedule at your convenience, often on the same day.

3. Interact with Us: During the overview, you'll have the chance to chat with our team members and ask any questions.

FAQs:

  • When will I hear back after applying? Typically, within 24 hours.

  • Is there any specific software I need for the virtual overview? No, our platform is accessible through any standard web browser. Details will be provided in the invitation.

  • What's the growth trajectory for a Benefits Representative? Our focus is on continuous learning and development. Many of our reps have seen exponential career growth within our organization.

* This is a commission only role with average earnings of $65,000+ in the first year and uncapped room for rapid growth based on performance.

State and federal laws require licensing to sell certain insurance products. Ability to obtain a license is required.

Apply