Telecommute Python Web Scraping Jobs in Illinois

Who we are: Founded in 2001, Vivid Seats (NASDAQ: SEAT) is a leading online ticket marketplace committed to becoming the ultimate partner for connecting fans to the live events, artists, and teams they love. We believe in the power of experiences and are fiercely dedicated to building products that inspire human connections. Named as one of Built In's top places to work in 2025, we believe that our People are our greatest competitive advantage. To support our People, we have built a company culture that empowers our employees to embrace challenges, encourages unity through collaboration, and seeks to constantly evolve by leveraging data and inspiring innovation.
We believe in harnessing emerging technology to power performance and unlock creativity. As part of our culture of innovation, we actively embrace the use of AI tools to enhance decision-making, improve workflows, and produce better outcomes for our customers.
As a Software Engineer, you'll join a highly specialized internal team focused on building the systems that power how we source, process, and manage ticket supply across the live events ecosystem. This is an opportunity to help shape the internal tooling, automation frameworks, and operational systems that support high-volume workflows and data-driven decision making across the business.
How your role contributes to the success of Vivid Seats:

• Build and maintain systems that collect, normalize, and analyze inventory and pricing data from digital marketplaces and ticketing platforms.

• Design and implement scalable web scraping and browser automation solutions.

• Develop backend services and internal tools that support inventory workflows, ticket fulfillment, and operational automation.

• Create automated pipelines to ingest, validate, monitor, and store large volumes of structured and semi-structured data.

• Build workflows to parse and process ticket transfer emails, links, and related artifacts.

• Continuously iterate through prototyping, testing, and rebuilding based on real-world outcomes rather than rigid specifications.

• Partner closely with operations, data, and engineering teams to align tooling with business needs and technical standards.

• Help establish lightweight architectural patterns and scalable frameworks for internal automation systems.

• Use AI-assisted development tools, LLMs, and automation platforms to accelerate experimentation, debugging, and software delivery.

• Deliver pragmatic, maintainable solutions that prioritize business impact, speed, and adaptability.

How your role expectations will progress as a Software Engineer III in the first 30, 90, and 180 days:
30 Days in

• Complete new hire orientation, gaining the resources you need to be successful.

• Learn how ticket marketplaces operate and how your systems and automation work will support internal business operations.

• Acclimate to team and company norms, business objectives, and Vivid Seats values.

• Build a working understanding of the existing tools, workflows, tech stack, and operational processes supporting the department.

90 Days In

• Contribute to our approaches, methods, or technologies to support overall business goals and drive team efficiency.

• Maintain, harvest and aid internal and external relationships to achieve progress and advance objectives.

• Develop and deploy new automation workflows, ingestion pipelines, and internal tooling enhancements.

• Partner with operational stakeholders to identify automation opportunities and iteratively deliver impactful solutions.

• Leverage AI-assisted development workflows to improve iteration speed, debugging, and experimentation.

180 Days In

• Apply methods to execute individual tasks that positively impact the team.

• Play an active role in continued learnings to advance skill sets necessary for team goals.

• Operate with end-to-end ownership across the team's internal applications, automation systems, and operational tooling.

• Independently design and deliver solutions for new automation and workflow challenges in a rapidly evolving environment.

• Continue advancing expertise in AI-assisted development, automation tooling, and cloud-native engineering practices.

What You'll Bring:

• 4+ years of professional experience building and supporting production software applications, internal platforms, or automation systems.

• Strong programming experience in Python or similar languages.

• Experience integrating LLM APIs or using AI-assisted development platforms in production workflows.

• Proven ability to design and debug web scrapers, browser automation, and data-ingestion pipelines.

• Experience with cloud services and distributed systems, preferably AWS.

• Strong SQL skills and experience working with relational databases.

• Solid understanding of HTTP, HTML/DOM structures, REST APIs, and JSON-based data exchange.

• Comfort manipulating data, reverse-engineering workflows, and adapting to frequently changing external systems.

• Familiarity with cron jobs, message queues, and event-driven architecture.

• Experience with browser automation frameworks or anti-bot mitigation strategies and automating email-based workflows is preferred.

• Strong written and verbal communication skills with the ability to explain technical tradeoffs to both technical and non-technical stakeholders.

• A self-directed, detail-oriented mindset and comfort operating with autonomy in fast-moving environments.

• A proactive mindset toward embracing, experimenting with, and integrating AI tools to drive efficiency, elevate engineering output, and support innovation.

Vivid Seats Pay Transparency Disclaimer: Full time offers from Vivid Seats include annual bonus incentives; FLEX PTO; mental health days; medical, dental, and vision insurance; 401K matching; monthly credits and discounts for attending live events; and a variety of additional workplace perks. The typical starting salary within the full salary range for this position can range. Factors which may affect starting salary include geographic market, relevant skills/experience, education, and other qualifications.
Full Salary Range: $115,000 - $150,000 USD
https://corporate.vividseats.com/careers/
Location: Chicago, IL
We believe in a hybrid working model which provides employees the flexibility to take advantage of in-person and remote collaboration. Check out our brand new HQ office, bursting with the energy of live events fandom and the vibrancy of Chicago's rising tech scene.
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Our Commitment:We are an equal opportunity employer that values the critical importance of a diverse workforce and sense of belonging. Many of our roles have flexible requirements and we encourage you to apply regardless of whether you meet every qualification.