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Remote Python Automation Jobs in Chicago, IL (NOW HIRING)

We are seeking a Python Senior Software Engineers to build and maintain intelligent automation ... Remote in USA Only. We cannot consider candidates from New York, California, or Washington state ...

We are seeking a Python Senior Software Engineers to build and maintain intelligent automation ... Remote in USA Only. We cannot consider candidates from New York, California, or Washington state ...

Jira Administrator (Automation, Scripting & Agentic AI) Location: Remote (Candidate must be ... Groovy (ScriptRunner), Python, or similar * * REST API integrations * * Experience with toolchain ...

Location(s) Chicago, Illinois, Downers Grove, Illinois, Remote-AL, Remote-CT, Remote-FL, Remote-GA ... Build reusable frameworks and automation solutions to improve scalability, reliability, and ...

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Remote Python Automation information

See Chicago, IL salary details

$23.7K

$144.2K

$208.6K

How much do remote python automation jobs pay per year?

As of Jul 9, 2026, the average yearly pay for remote python automation in Chicago, IL is $144,191.00, according to ZipRecruiter salary data. Most workers in this role earn between $113,800.00 and $169,500.00 per year, depending on experience, location, and employer.

What are some common challenges faced by professionals in remote Python automation roles, and how can they be overcome?

Professionals in remote Python automation roles often face challenges such as coordinating with distributed teams, managing time zone differences, and ensuring clear communication across asynchronous channels. Additionally, they may need to proactively address issues related to code integration, testing, and deployment without immediate in-person support. To overcome these challenges, it's helpful to utilize robust collaboration tools, maintain thorough documentation, and participate in regular virtual meetings to stay aligned with the team’s goals and progress.

What is a Remote Python Automation job?

A Remote Python Automation job involves using the Python programming language to create scripts or applications that automate repetitive tasks or processes. These professionals work remotely, meaning they perform their duties from outside a traditional office setting, often from home. Job responsibilities can include automating data collection, testing software, managing workflows, or integrating systems. The role requires strong coding skills in Python, familiarity with automation tools and libraries, and the ability to troubleshoot and improve automated solutions.

What is the difference between Remote Python Automation vs Remote Data Analyst?

AspectRemote Python AutomationRemote Data Analyst
Required SkillsPython, scripting, automation toolsData analysis, SQL, Excel, visualization
Work EnvironmentSoftware development teams, automation projectsBusiness intelligence, reporting teams
Industry UsageTech, finance, manufacturingFinance, marketing, healthcare
CertificationsPython certifications, automation coursesData analysis certifications, SQL certifications

Remote Python Automation focuses on creating scripts and tools to automate tasks using Python, often within development teams. Remote Data Analysts interpret data, generate reports, and support decision-making. While both roles require analytical skills, Python Automation emphasizes scripting and automation expertise, whereas Data Analysts focus on data interpretation and visualization.

What are the key skills and qualifications needed to thrive as a Remote Python Automation Engineer, and why are they important?

To thrive as a Remote Python Automation Engineer, you need strong proficiency in Python programming, automation frameworks, and a background in computer science or a related field. Familiarity with tools like Selenium, PyTest, Jenkins, Git, and experience with CI/CD pipelines are typically required, along with relevant certifications such as Certified Python Developer. Excellent problem-solving, self-motivation, and clear communication are crucial soft skills for collaborating in a remote environment and delivering reliable results. These skills and qualities are essential for efficiently building, maintaining, and optimizing automated solutions while ensuring smooth remote teamwork and project delivery.
What are the most commonly searched types of Python Automation jobs in Chicago, IL? The most popular types of Python Automation jobs in Chicago, IL are:
What are popular job titles related to Remote Python Automation jobs in Chicago, IL? For Remote Python Automation jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Python Automation jobs in Chicago, IL look for? The top searched job categories for Remote Python Automation jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Python Automation jobs? Cities near Chicago, IL with the most Remote Python Automation job openings:
Infographic showing various Remote Python Automation job openings in Chicago, IL as of July 2026, with employment types broken down into 93% Full Time, 5% Part Time, and 2% Contract. Highlights an 82% Physical, 5% Hybrid, and 13% Remote job distribution, with an average salary of $144,191 per year, or $69.3 per hour.
Systems Specialist-Remote

Full-time

Medical, Life, Retirement, PTO

Posted 2 days ago


Job description

At HCSC, our employees are the cornerstone of our business and the foundation to our success. We empower employees with curated development plans that foster growth and promote rewarding, fulfilling careers.

Join HCSC and be part of a purpose-driven company that will invest in your professional development.

Job SummaryIn today's fast-paced and rapidly evolving healthcare landscape, responsive, agile, reliable, and scalable technology is critical to achieving HCSC's business objectives. As part of its continued business and technology transformation, HCSC is focused on adopting and expanding innovative solutions that enhance member responsiveness while improving operational efficiency. Intelligent Automation combining Robotic Process Automation (RPA) with advanced analytics, Generative and Agentic AI offers a significant opportunity to strengthen business capabilities. The Intelligent Process Automation Lab (IPAL) is building a team of experts dedicated to expanding delivery capacity and driving automation initiatives.
This role within IPAL is responsible for developing, supporting and maintaining automations developed on the UiPath and Azure AI/Foundry platform. Key responsibilities include developing new and enhancing existing solutions, ensuring optimal performance, and maintaining adherence to defined specifications. The role also involves serving as a technical lead to identify the most effective solution approaches within the UiPath environment, translating business requirements and architectural direction into scalable, high-quality solutions, and collaborating with stakeholders to ensure successful automation outcomes. Due to ongoing support requirements, participation in an On-Call rotation may be required.

Required Job Qualifications
Bachelor Degree and 5 years Information Technology OR Technical Certification and/or College Courses and 7 year Information Technology experience OR 9 years Information Technology experience.

  • Hands-on development experience with Intelligent Automation platforms (UiPath) and Azure AI and Foundry.
  • Knowledge of application configuration and system setup
  • Familiarity with SDLC methodologies, including Agile, Scrum, and iterative development
  • Understanding of cloud technologies (SaaS, IaaS, PaaS)
  • Knowledge of Scripting Languages - PYTHON
  • Service Oriented Architecture (SOAP/REST)
  • Knowledge of web technologies such as C# and VB.Net
  • Experience with rapid prototyping and solution design
  • Requirements definition and management
  • System performance monitoring and optimization experience
  • Demonstrated conceptual, creative, and analytical thinking abilities
  • Strong problem-solving skills
  • Excellent written and verbal communication skills
  • Experience working with code repository tools such as GitHub

Preferred Qualifications

  • Bachelor's degree and 4+ years Information Technology OR Technical Certification and/or College Courses and 6+ year Information Technology experience OR 8+ years Information Technology experience.
  • Proven ability to execute and deliver results
  • Strong interpersonal skills with the ability to collaborate across business and teams (business stakeholders, process owners, infrastructure, analysts, developers)
  • Experience leading, mentoring and guiding development teams
  • Hands-on development experience with RPA platforms (UiPath)
  • 3+ years of RPA development experience and 6+ years of overall IT experience
  • Experience creating Solution Design Documents (SDDs) aligned to best practices (modularity, reliability, maintainability, reusability)
  • 2+ years of hands-on programming experience (e.g., .NET, Java, C/C#, VB, Python, SQL, web services, or related technologies)
  • Exposure to multiple automation environments such as desktop, web, Citrix, Salesforce, Microsoft products, mainframe, or legacy systems
  • Knowledge of object-oriented design principles
  • Ability to multitask and lead development efforts to meet delivery timelines
  • Relevant certifications (UiPath and/or programming languages)
  • Experience working with cloud AI platforms such as Microsoft Azure or comparable technologies
  • Experience within the healthcare insurance industry

# LI-NV1

#LI-Remote: Specifies that the job is remote

Remote employees must live within the continental United States, excluding Alaska, New York, California, or Hawaii.

Are you being referred to one of our roles? If so, ask your connection at HCSC about our Employee Referral process!

Pay Transparency Statement:

At Health Care Service Corporation, you will be part of an organization committed to offering meaningful benefits to our employees to support their life outside of work. From health and wellness benefits, 401(k) savings plan, pension plan, paid time off, paid parental leave, disability insurance, supplemental life insurance, employee assistance program, paid holidays, tuition reimbursement, plus other incentives, we offer a robust total rewards package for employees. Learn more about our benefit offerings by visiting https://careers.hcsc.com/totalrewards.

The compensation offered will vary depending on your job-related skills, education, knowledge, and experience. This role aligns with an annual incentive bonus plansubject to the terms and the conditions of the plan.

HCSC Employment Statement:

We are an Equal Opportunity Employment employer dedicated to providing a welcoming environment where the unique differences of our employees are respected and valued. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, protected veteran status, or any other legally protected characteristics.

Base Pay Range$102,000.00 - $184,300.00

Exact compensation may vary based on skills, experience, and location.