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Software Executive Jobs in Chicago, IL (NOW HIRING)

Asure Software

HCM Sales Executive

Chicago, IL · Remote

$110K - $133K/yr

... executives with an owner's mentality. We help businesses develop their "Human Capital" to get to ... Asure's HCM offering includes Payroll & Tax, HR, and Time & Attendance software and HR Services ...

American Software

Client Executive - Midwest

Des Plaines, IL · Remote

$74K - $101K/yr

Our Account Executive at Logility will be responsible for developing a territory plan to ... Well defined sales process * 8+ years' experience in software solution sales, preferably in Supply ...

Asure Software, Inc.

HCM Sales Executive

Chicago, IL · On-site

$110K - $133K/yr

... executives with an owner's mentality. We help businesses develop their "Human Capital" to get to ... Asure's HCM offering includes Payroll & Tax, HR, and Time & Attendance software and HR Services ...

Asure Software, Inc.

HCM Sales Executive

Chicago, IL · On-site

$110K - $133K/yr

... executives with an owner's mentality. We help businesses develop their "Human Capital" to get to ... Asure's HCM offering includes Payroll & Tax, HR, and Time & Attendance software and HR Services ...

Analytics8

Account Executive

Chicago, IL · On-site

History of success in selling services and/or software and consistently achieving sales quota goals * Ability to execute a value based solution selling approach to senior executives * Experience ...

Analytics8

Account Executive

Chicago, IL · On-site

History of success in selling services and/or software and consistently achieving sales quota goals * Ability to execute a value based solution selling approach to senior executives * Experience ...

SPG

Chief Executive Officer

Chicago, IL

$250K - $400K/yr

Chief Executive Officer We are seeking an experienced CEO to lead and scale a global SaaS company ... Proven success scaling a $15M-$30M+ global SaaS or enterprise software company. * Recent hands-on ...

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Software Executive information

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How much do software executive jobs pay per month?

As of Aug 17, 2026, the average monthly pay for software executive in Chicago, IL is $7,626.75, according to ZipRecruiter salary data. Most workers in this role earn between $3,675.00 and $11,558.33 per month, depending on experience, location, and employer.

What is a software executive?

Software executives are high-level leaders responsible for overseeing the strategic direction, management, and overall success of software companies or divisions. They often hold titles such as Chief Executive Officer (CEO), Chief Technology Officer (CTO), or Vice President of Software Development. Their duties include setting business goals, managing teams, overseeing product development, establishing partnerships, and ensuring the company stays competitive in the technology marketplace. Software executives play a critical role in driving innovation, maintaining profitability, and guiding organizational growth.

How do software executives balance strategic leadership with staying updated on evolving technology trends?

Software Executives often face the challenge of aligning long-term business goals with rapid changes in technology. To manage this, they regularly engage with technical leaders, attend industry conferences, and participate in ongoing learning to stay informed about new tools and methodologies. Additionally, they foster a culture of innovation within their teams, encouraging knowledge sharing and cross-functional collaboration. This approach helps them make informed strategic decisions while ensuring the organization's technology stack remains competitive.

What are the key skills and qualifications needed to thrive as a software executive?

To thrive as a Software Executive, you need a deep understanding of software development, business strategy, and leadership, often supported by a technical degree and significant industry experience. Familiarity with project management tools, enterprise software platforms, and certifications such as PMP or Agile methodologies is commonly required. Excellent communication, strategic thinking, and the ability to inspire and lead diverse teams are standout soft skills in this role. These skills are crucial for driving innovation, aligning technology with business goals, and ensuring organizational growth in a competitive market.

What is the difference between Software Executive vs Software Developer?

AspectSoftware Executive
CredentialsTypically requires a bachelor’s degree in computer science, business, or related fields; often includes leadership or management certifications
Work EnvironmentExecutive offices, boardrooms, strategic planning sessions, overseeing multiple projects and teams
Employer & Industry UsageUsed in tech companies, startups, and large corporations to denote senior leadership roles
Common Search & Comparison IntentUnderstanding leadership roles, responsibilities, and career progression in tech companies

While a Software Executive focuses on strategic leadership, decision-making, and managing entire software divisions, a Software Developer is primarily involved in coding, designing, and implementing software solutions. Both roles require technical knowledge, but the Software Executive emphasizes management and business strategy, whereas the Software Developer concentrates on technical execution.

How much do software executives make?

Software executives, such as Chief Technology Officers or Vice Presidents of Engineering, typically earn between $150,000 and $300,000 annually, with total compensation often including bonuses and stock options. Salaries vary based on company size, location, experience, and industry sector.

What does a software executive do?

A software executive oversees the strategic planning, development, and management of software products and services within an organization. They coordinate teams, set goals, and ensure projects align with business objectives, often requiring leadership skills and knowledge of technology trends. Their role involves decision-making on technology investments, managing budgets, and collaborating with other executives to drive company growth.

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

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

What are popular job titles related to Software Executive jobs in Chicago, IL?

For Software Executive jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Software Executive jobs in Chicago, IL look for?

The top searched job categories for Software Executive jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Software Executive jobs?

Cities near Chicago, IL with the most Software Executive job openings:

Software Executive jobs near you
Infographic showing various Software Executive job openings in Chicago, IL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 80% In-person, and 20% Hybrid job distribution, with an average salary of $91,521 per year, or $44 per hour.

Sales Executive - Supply Chain, SaaS Software

Addison Group

Deerfield, IL • Remote

$300K - $400K/yr

Other

Medical, Dental, Vision, Retirement

Posted 23 days ago

Job description

Title: Supply Chain SaaS / AI Sales Executive

Location: Greater Chicago (Hybrid) or Remote (Senior candidates near a major airport)

Salary: $90,000–$150,000 Base + Uncapped Commission

On-Target Earnings: $300,000–$400,000+

Travel: Customer-facing travel throughout North America

Sponsorship: Position is not eligible for sponsorship

Benefits:

  • Medical, Dental & Vision Insurance
  • 401(k) with Company Match
  • Hybrid Work Flexibility
  • Uncapped Commission Plan
  • Career Growth with a Global Software Leader

We have partnered on an retained search with one of the world's leading Supply Chain SaaS organizations to identify a high-performing Enterprise Sales Executive.

For more than 30 years, this global software company has helped manufacturers, distributors, wholesalers, and retailers transform their supply chains through AI-powered demand planning, inventory optimization, replenishment planning, S&OP, and Integrated Business Planning solutions. Their flagship platform integrates seamlessly with leading ERP systems including SAP, Oracle, Microsoft Dynamics, Infor, Epicor, and many others.

We're looking for a true hunter who enjoys opening executive-level relationships, developing new business, and closing complex enterprise software opportunities. You'll be selling directly to Vice Presidents and Directors of Supply Chain, Operations, and Manufacturing while being supported by Business Development Representatives, Digital Marketing, Solution Consultants, and Executive Leadership.

We're considering two profiles:

Junior to Mid-Level SaaS Sales Professional

  • 3-8+ years of enterprise SaaS sales experience
  • Proven success prospecting and closing new business
  • Base salary of $90K-$110K with realistic OTE around $300K

Senior Supply Chain Software Sales Professional

  • 7-15+ years selling Supply Chain Planning, Inventory Optimization, ERP, WMS, APS, or related software
  • Deep understanding of supply chain operations and executive selling
  • Base salary of $115K-$150K with realistic OTE of $400K+

Ideal backgrounds include:

  • Enterprise SaaS Sales
  • Supply Chain Planning Software
  • Inventory Optimization
  • Demand Planning
  • AI / Machine Learning Solutions
  • ERP Software
  • Manufacturing Technology
  • Warehouse Management Systems (WMS)
  • Advanced Planning & Scheduling (APS)

This is an opportunity to represent a best-in-class platform in a rapidly growing market where organizations continue to invest heavily in AI-driven supply chain transformation.

If you're consistently exceeding quota and are interested in learning more, I'd welcome a confidential conversation. Send me your resume with your location, email and number. Thanks!