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Senior Python Engineer Jobs in Chicago, IL (NOW HIRING)

Pwc

GenAI Python Systems Engineer -Senior Manager

Rosemont, IL

$124K - $280K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

... Level Senior Manager & Summary At PwC, our people in data and analytics engineering focus on ... is a plus - Proficient in Python and structured/unstructured data - Proficient in SQL and ...

Pwc

GenAI Python Systems Engineer -Senior Manager

Chicago, IL · On-site

$124K - $280K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

... Level Senior Manager & Summary At PwC, our people in data and analytics engineering focus on ... is a plus - Proficient in Python and structured/unstructured data - Proficient in SQL and ...

CNA

Senior Software Engineer, AI/ML

Chicago, IL · On-site

$72K - $141K/yr

We are looking for a highly skilled Senior Python AI Developer with deep expertise in building intelligent agents using Google Vertex AI, particularly with Gemini or OpenAI models. The ideal ...

CNA

Senior Software Engineer, AI/ML

Chicago, IL · On-site

$72K - $141K/yr

We are looking for a highly skilled Senior Python AI Developer with deep expertise in building intelligent agents using Google Vertex AI, particularly with Gemini or OpenAI models. The ideal ...

NAVA Software Solutions

Sr. AI/ML Engineer

Deerfield, IL · On-site

$106K - $145K/yr

AI/ML Engineer Senior Advisor Location: Chicago IL -Hybrid - 3 days/week onsite Duration: 6-12 ... Strong Python engineering background with ML/DL frameworks: TensorFlow, PyTorch, Keras, OpenCV

1 point system

Python Full Stack Engineer

Chicago, IL · On-site

Role Overview We are seeking an experienced Senior Full Stack Software Engineer to lead development ... Python (including pseudocode and transitional code understanding) * Hands-on experience with: * API ...

Allstate

Senior AI Engineer

Chicago, IL

$126K - $166K/yr

We are seeking a Senior AI Engineer on the Enterprise Intelligence Factory team to play a ... Architect and deliver Python ‑ based microservices and batch pipelines that integrate semantic ...

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Showing results 21-40

All JobsPython Engineer JobsSenior Python Engineer JobsSenior Python Engineer Jobs in Chicago, IL

Senior Python Engineer information

See Chicago, IL salary details

$56.7K

$146.3K

$200.9K

How much do senior python engineer jobs pay per year?

As of Aug 19, 2026, the average yearly pay for senior python engineer in Chicago, IL is $146,255.00, according to ZipRecruiter salary data. Most workers in this role earn between $125,200.00 and $168,400.00 per year, depending on experience, location, and employer.

What does a senior Python engineer do?

A Senior Python Engineer is an experienced software developer who specializes in designing, developing, and maintaining applications using the Python programming language. They often take on leadership roles within development teams, contribute to architectural decisions, and mentor junior engineers. Senior Python Engineers work on complex projects, ensure code quality, and help implement best practices to improve efficiency and reliability. Their work may span back-end development, data engineering, automation, and integrating with other technologies.

What are the key skills and qualifications needed to thrive as a senior Python engineer, and why are they important?

To thrive as a Senior Python Engineer, you need expert knowledge of Python programming, software architecture, and experience with web frameworks, supported by a degree in computer science or related field. Familiarity with tools like Django, Flask, REST APIs, Docker, and version control systems such as Git is typically required, along with possible certifications in cloud technologies or Python itself. Strong problem-solving abilities, leadership, and effective communication skills help you lead teams and collaborate across departments. These skills ensure robust, scalable software solutions and foster innovation and efficiency within development projects.

What are the common challenges senior Python engineers face when leading projects, and how can they effectively address them?

Senior Python Engineers often encounter challenges such as balancing hands-on coding with overseeing project architecture, mentoring junior developers, and ensuring code quality across the team. Effectively addressing these challenges involves strong communication, setting clear coding standards, and fostering a collaborative environment through regular code reviews and knowledge-sharing sessions. Staying updated on best practices and leveraging automation tools for testing and deployment can also help streamline workflows and maintain high-quality deliverables.

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

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

What are popular job titles related to Senior Python Engineer jobs in Chicago, IL?

For Senior Python Engineer jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Senior Python Engineer jobs in Chicago, IL look for?

The top searched job categories for Senior Python Engineer jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Senior Python Engineer jobs?

Cities near Chicago, IL with the most Senior Python Engineer job openings:

Senior Python Engineer jobs near you
Infographic showing various Senior Python Engineer job openings in Chicago, IL as of August 2026, with employment types broken down into 91% Full Time, 5% Part Time, and 4% Contract. Highlights an 86% Physical, 6% Hybrid, and 8% Remote job distribution, with an average salary of $146,255 per year, or $70.3 per hour.

Forward Deployed Software Engineer (FDE)- Python

Paychex

Chicago, IL • On-site

$133K - $209K/yr

Full-time

Medical, Retirement, PTO

Re-posted 11 days ago

Paychex rating

7.3

Company rating: 7.3 out of 10

Based on 176 frontline employees who took The Breakroom Quiz

236th of 494 rated business services

Job description

Paychex is reimagining how businesses manage their workforce by bringing payroll, HR, benefits, and advisory services together into a single connected HCM platform. As Paychex and Paycor come together, we're combining innovative technology, data-driven insights, AI, and human expertise to help organizations work smarter, support their people, and achieve better business outcomes. This is an exciting time to join our team as we continue to invest in innovation, simplify client experiences, and shape the future of work. At Paychex, you'll have the opportunity to grow your career, make a meaningful impact, and be part of something bigger as One Paychex.
Overview
We are seeking a Forward Deployed Software Engineer (FDE) embeds directly with customers to implement, customize, and operationalize complex software, acting as a bridge between engineering and customer success by solving specific problems, unblocking integrations, and feeding insights back to product teams, blending technical skills with customer empathy and often involving travel to client sites. They adapt core products to unique needs, accelerating adoption and delivering value in real-world environments
You will act as the senior technical lead for customizing and extending our embedded platform-owning integrations, API-driven experiences, application-layer enhancements, and customer solution delivery.
This role includes hands-on development work across Python, React, AWS, and Django, as well as direct collaboration with customers, partners, and indirect channel teams to ensure successful adoption of our platform
Responsibilities
Customer Collaboration & Developer Relations
  • Serve as the primary technical interface for customers, partners, and indirect channel teams.
  • Host technical discussions, requirement-gathering sessions, and architecture reviews directly with customers.
  • Provide developer support, guidance, and best practices for integration and implementation.
  • Represent the embedded team in developer-facing demos, product enablement, and partner technical workshops.
  • Translate customer needs into actionable engineering tasks, ensuring platform capabilities align with business goals.

Platform Customization & Embedded Engineering
  • Lead the design and implementation of custom features, enhancements, and integrations across our platform.
  • Develop application-layer components and service extensions using Python, Django, and REST-based APIs.
  • Build and integrate customer-facing portal/UI components in React.
  • Leverage AWS services to build scalable, cloud-backed integrations.

Architecture, API & Systems Integration
  • Own the documentation and development of APIs, SDKs, and interface design documents (IDDs).
  • Ensure seamless integration between on-device components, microservices, and customer systems.

Technical Troubleshooting & Tier-3 Support
  • Diagnose and resolve complex issues.
  • Provide senior-level technical escalation support for customers and internal teams.
  • Lead root-cause analysis and drive long-term corrective improvements across the platform.

Project Delivery & Leadership
  • Lead customer-specific development initiatives from ideation through deployment.
  • Own timelines, deliverables, and technical direction for customization projects.
  • Mentor junior engineers and influence cross-team engineering best practices.

Qualifications
  • Bachelor's Degree in Computer related discipline or equivalent work experience
  • 7 years of experience in Related field or the equivalent combination of education and experience.
  • Expertise in Python, with experience building backend services or integration layers (Django strongly preferred).
  • Proficiency in React for developing customer-facing interfaces or partner tools.
  • Experience with AWS (Lambda, API Gateway, S3, CloudWatch, IAM, or related services).
  • Strong experience with embedded systems development.
  • Experience with API design, interface documentation, and integration workflows.
  • Excellent communication skills with the ability to convey complex technical concepts to diverse audiences, including customers and indirect channel partners.
  • Proven success in customer-facing engineering, developer support, or solutions engineering roles.

Compensation
In the spirit of pay transparency, we are excited to share that the starting base pay range for this position is $133,630 - $209,990. Please keep in mind that this range is the base pay only and does not consider other components that make up the total rewards package for the position. If you are hired at Paychex, your overall compensation will be determined based on factors such as geographic location, skills, education, and/or experience which may result in total compensation outside of this range.
Live the Paychex Values
  • Act with uncompromising integrity.
  • Provide outstanding service and build trusted relationships.
  • Drive innovation in our products and services and continually improve our processes.
  • Work in partnership and support each other.
  • Be personally accountable and deliver on commitments.
  • Treat each other with respect and dignity.

    • What's in it for you?
    • We value your well-being: We provide over 21 comprehensive rewards, including medical coverage, virtual wellness classes, tuition reimbursement, 401(k) + employer match, adoption assistance, financial assistance, and much more.
    • We value your time: From paid time off to company holidays, culture days, and comprehensive work-life balance programs, we will ensure you have the flexibility you need to be your best.
    • We value your development: Our award-winning training and development programs empower our employees with ongoing learning opportunities to give you the building blocks to grow your career.
    • We value your perspective: Our company culture reflects the diversity of our employees. We want you to be you and your voice to be heard.
    • We value our communities: We offer paid time off for volunteerism and promote many company-wide and local initiatives that benefit organizations you care about.

      • Note: The benefits described apply to full-time employees. Benefits for part-time, contract, and intern roles may vary.
      Not sure if you meet every requirement?
      At Paychex, we know that great talent comes in many forms. If you're passionate about the role but don't check every box, we still encourage you to apply. You might be the right fit - either for this position or another opportunity with us.
      Paychex is an equal opportunity employer. We are committed to fostering a respectful and inclusive workplace where all individuals are treated fairly and evaluated based on their qualifications, experience, and merit. We comply with all applicable federal, state, and local laws prohibiting discrimination in employment.

    What Paychex employees say

    Pay

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    Hours and flexibility

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    Get the full story on Breakroom

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    About Paychex

    Sourced by ZipRecruiter

    Consult with America's businesses, leveraging Paychex key referral channels and partnerships to educate stakeholders on our services, and provide consultative solutions to increase market share and drive revenue.

    Industry

    Human resources consulting services

    Company size

    10,000+ Employees

    Headquarters location

    Rochester, NY, US

    Year founded

    1971

    Social media

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