Technical Lead

This job is with RWS, an inclusive employer and a member of myGwork – the largest global platform for the LGBTQ+ business community. Please do not contact the recruiter directly.

Technical Lead

Job LocationsUS-IL-ChicagoPosted Date15 hours ago(03/08/2026 06:43)Job ID2026-6498# of Openings1CategoryIT/Software DevelopmentBanding5

Job Purpose

About RWS

RWS is a global AI solutions company empowering the world's most trusted enterprise AI.

Our proprietary Cultural Intelligence Layer, powered by 250,000 data specialists, cultural and language experts and deep domain professionals, backed by 45+ patents, makes enterprise AI culturally fluent, contextually accurate and secure, ensuring every interaction reflects a brand's tone, context and customer values.

Through our Generate, Transform and Protect segments, we deliver intelligent content, enterprise knowledge, large-scale localization and IP protection for global growth. Trusted by 80+ of the world's top 100 brands, RWS provides the confidence, governance and expertise organizations need to deploy AI safely, responsibly and at scale.

Headquartered in the UK, RWS is listed on AIM (RWS.L).

More information: rws.com.

About Propylon


Propylon is the Dublin-based content‑management arm within the RWS group, specialising in software for legal and regulatory workflows. For more than 20 years, Propylon has helped governments, standard bodies and regulated organisations manage legislation, regulations and legal content in a smarter, modular way.

Joining Propylon means working in a people-led, innovation-driven environment recognised as one of Ireland's Best Workplaces in Tech - while having the backbone and global reach of RWS. You'd be contributing to meaningful projects that shape law, compliance and global content workflows, with the support and flexibility to grow your skills and career.

Job Purpose

We have an exciting opportunity for a Technical Team Lead to join our team in expanding our core product offering and working across major client projects. The Propylon Government Solutions team is developing the next generation of legislative drafting and document workflow management tools using Python, TypeScript, React and Redux and needs a technical team lead to oversee the implementation and delivery phases for these tools.

The ideal candidate will be an experienced engineering team lead with experience shipping complex, multi-component software solutions to enterprise clients. Team Leads at Propylon have significant influence over team composition, hiring, resourcing and technical decision-making and are expected to take high levels of ownership for the solutions they deliver.

Job Overview

Responsibilities:

• Providing full line management and technical mentorship for a team of software engineers, overseeing the delivery of complex workflow and document management applications within Propylon's Government Solutions division
• Responsible for the overall quality of the team's technical deliveries in terms of test coverage, code quality, adherence to best practices in relation to security, etc.

• Plan and oversee the execution of development sprints ensuring accurate effort estimation and high-quality delivery of agreed upon sprint outputs.
• Travel internationally to client sites as required to lead technical discovery phases, deliver high-impact product demonstrations, and oversee onsite deployment milestones.
• Collaborating with government stakeholders and external partners to understand project requirements and define technical solutions.
• Act as the technical face of Propylon during project discovery, status updates, and client meetings
• Confidently present architectural design decisions and product demonstrations to diverse, large audiences, including government stakeholders, committees, and executive leadership.
• Production of technical analysis of existing complex, multi-component systems and architectural designs integrating these systems with Propylon applications.

• Work with Government Solutions team's management to ensure that designs are technically robust and aligned with company strategic direction.

• Work with a cross-functional team, including project managers, business analysts and other stakeholders to provide accurate estimates of development efforts.

• Be the team's technical authority, providing guidance and direction to junior developers through pair-programming and code-review sessions, ensuring adherence to coding standards and best practices.

• Provide one-to-one support and mentorship for individual team members to upskill and progress their own engineering careers.

Requirements:

• Extensive professional Python programming experience, ideally 5+ years.

• Extensive professional experience with Django/Flask or equivalent Python based web or API scaffolding framework.

• Extensive knowledge of Python ecosystem, tooling, and best practices.

• Proven technical team leadership experience, ideally 3+ years. Demonstrable professional experience managing the planning and delivery phase of a complex software implementation.

• Strong technical background, with extensive experience in a software development role delivering complex, multi-component software solutions.

• Experience architecting complex workflow systems, with ability to engage and influence technical and non-technical stakeholders
• Proven experience in a consulting or high-touch client-facing engineering role, with the willingness and flexibility to travel internationally to support onsite client deliveries.

• Experience in developing complex software applications under strict deadlines.
• Excellent leadership and communication skills, with a proven ability to command a room and present complex strategies to both large audiences and high-level client stakeholders.
• Experience with agile project management, development methodologies and tools.

Nice to haves:

• Experience with Docker, AWS, GitHub Actions and other DevOps related services.

• Experience designing document management systems.

• Knowledge of Python document manipulation tools and libraries.

• Professional development experience with a strongly typed language such as Java or C#.

• Experience with MVC style web development frameworks.

• Experience with Python and modern Python features such as type hinting, async, data classes, etc.

• Experience with XML processing/transformation.

• Experience with document management/document workflow software.

• Familiarity or work experience with DevOps workflow/principles, building CI/CD pipelines.

Personal Attributes:

• Wants to be part of a team that is committed to delivering high quality innovative products.
• Wants to be part of a culture that is committed to sharing and enhancing the knowledge of the wider team, supporting team wide learning and success
• Have a curious mindset - about what you do, the technology you use and how you connect with others to deliver products that we are proud to deliver to our clients.

Life at RWS

Life at RWS - If you like the idea of working with smart people who are passionate about growing the value of ideas, data and content by making sure organizations are understood, then you'll love life at RWS.

Our purpose is to unlock global understanding. This means our work fundamentally recognizes the value of every language and culture. So, we celebrate difference, we are inclusive and believe that diversity makes us strong. We want every employee to grow as an individual and excel in their career.

In return, we expect all our people to live by the values that unite us: to partner , putting clients fist and winning together , to pioneer , innovating fearlessly and leading with vision and courage, to progress , aiming high and growing through actions and to deliver , owning the outcome and building trust with our colleagues and clients.

RWS embraces DEI and promotes equal opportunity, we are an Equal Opportunity Employer and prohibit discrimination and harassment of any kind. RWS is committed to the principle of equal employment opportunity for all employees and to providing employees with a work environment free of discrimination and harassment. All employment decisions at RWS are based on business needs, job requirements and individual qualifications, without regard to race, religion, nationality, ethnicity, sex, age, disability, or sexual orientation. RWS will not tolerate discrimination based on any of these characteristics.

RWS Values

Get the 3Ps right - Partner, Pioneer, Progress - and we´ll Deliver together as RWS.

Recruitment Agencies: RWS Holdings PLC does not accept agency resumes. Please do not forward any unsolicited resumes to any RWS employees. Any unsolicited resume received will be treated as the property of RWS and Terms & Conditions associated with the use of such resume will be considered null and void.

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