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Workforce.com

Senior Software Engineer

chicago, IL

Check who can apply and the requirements below before continuing.

About this opportunity

Workforce.com lists this Senior Software Engineer opportunity in chicago, Illinois. Review the employer’s description below for duties, qualifications and application requirements.

Job description

About the job

We're looking for a Senior Software Engineer with Ruby experience who's driven to ship high-impact work quickly. At Workforce.com, engineers move fast, solve real problems, and collaborate closely with other teams — including Sales, Product, and Customer Success — to ensure we're building the right things, the right way.

We use the Shape Up methodology by Basecamp, working in focused 8-week cycles to deliver meaningful value without the overhead of daily stand-ups or micro-management. You'll take on big, complex problems and help shape the solution — then work end-to-end to deliver it.

This role is on‑site in Chicago five days per week.

What You’ll Do

Full‑Stack Engineering with Ruby Focus

Use your strong Ruby and Rails experience to build robust, maintainable systems.

Own backend systems and API layers, with the flexibility to contribute to frontend or infrastructure when needed.

Contribute across all stages of the development cycle: scoping, building, testing, and deploying.

Fast, Practical Problem Solving

Turn months‑long ideas into tangible value within 8‑week delivery cycles.

Collaborate closely with the Product team to scope projects that are ambitious but realistic.

Technical Leadership & Mentorship

Review code deeply and give meaningful, constructive feedback.

Mentor less experienced engineers and lead by example through clear thinking and strong delivery.

Continuously improve the quality, structure, and clarity of the codebase.

What We’re Looking For

Extensive Ruby experience required (5+ years)

Proven ability to deliver large, complex features independently

Exposure to cloud platforms (AWS, Docker, CI/CD pipelines)

Strong system design skills and product thinking

Clear communicator, comfortable collaborating across roles and functions

Experience with Rails, PostgreSQL, Redis, and REST APIs is a plus

Bonus Points

Familiarity with the Shape Up methodology (or interest in learning it)

Experience working in a SaaS environment or workforce management tools

Some frontend experience (React or similar) is helpful, but not required

Why Workforce.com

Work on real problems used by real businesses — and see the impact of your work

High‑trust environment with long‑form planning, deep work, and no daily stand‑ups

Strong engineering culture built on autonomy, ownership, and quality

Competitive compensation and a flexible work environment

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Worksite address

chicago, IL, 60290, US

Who can apply

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