Senior Software Engineer

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 FocusUse 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 SolvingTurn 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 & MentorshipReview 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 ForExtensive Ruby experience required (5+ years)Proven ability to deliver large, complex features independentlyExposure to cloud platforms (AWS, Docker, CI/CD pipelines)Strong system design skills and product thinkingClear communicator, comfortable collaborating across roles and functionsExperience with Rails, PostgreSQL, Redis, and REST APIs is a plusBonus PointsFamiliarity with the Shape Up methodology (or interest in learning it)Experience working in a SaaS environment or workforce management toolsSome frontend experience (React or similar) is helpful, but not requiredWhy Workforce.comWork on real problems used by real businesses — and see the impact of your workHigh-trust environment with long-form planning, deep work, and no daily stand-upsStrong engineering culture built on autonomy, ownership, and qualityCompetitive compensation and a flexible work environment