Lead architecture and technical direction for Ruby on Rails and React systems, design scalable APIs and front-ends, own services/databases/infrastructure (MariaDB, Redis, Elasticsearch), use Kubernetes for scaling, integrate AI-assisted development workflows, mentor engineers, and deliver secure, well-tested production releases.
About OfficeSpace:
OfficeSpace Software provides the leading AI operating system for the built world, that helps teams plan, connect, and perform in the workplace. As a performance-based, PE-backed company, we hire based on merit and a willingness to do what it takes to succeed long-term. You’re a great fit for the role if you’re entrepreneurial, passionate, motivated by building at light speed, and an Agentic AI early adopter. Our world-class teams operate in the US, Canada, and Costa Rica in a culture of trust, respect, growth, and impact.
Role Summary:
- You will shape the technical future of OfficeSpace.
- As our Principal Software Engineer (Ruby/React), you don’t just ship features—you architect systems that scale globally. You lead with clarity. You raise the bar. You design resilient, internet-scale applications that power the modern hybrid workplace.
- We provide the platform. You drive the vision.
What You’ll Do:
- Architect and evolve internet-scale systems with performance, reliability, and scalability as first principles.
- Lead the technical direction for Ruby on Rails and React applications across the platform.
- Design clean, extensible APIs and modern front-end architectures that deliver fast, intuitive user experiences.
- Orchestrate AI-assisted development workflows—using AI agents to accelerate code scaffolding, documentation, test generation, refactoring, and dependency analysis.
- Own architectural decisions across services, databases, and infrastructure—including MariaDB, Redis, and Elasticsearch.
- Use Kubernetes to scale Rails applications to handle Enterprise traffic
- Guide multiple high-impact initiatives in parallel, ensuring secure, well-tested, production-ready releases.
- Mentor engineers to think in systems, write maintainable code, and leverage AI responsibly to increase velocity without sacrificing quality.
- Proactively identify technical debt and scalability risks—and drive pragmatic solutions before they become bottlenecks.
- Partner with Product, Design, and Leadership to evaluate trade-offs and deliver exceptional experiences across browsers and devices.
- Continuously evaluate emerging technologies—including AI tooling—to strengthen platform performance and team effectiveness.
What You Bring:
- 10+ years of backend engineering experience, with deep expertise in Ruby on Rails.
- 10+ years of experience building modern front-end applications with JavaScript (ES6+) and React.
- Proven experience designing and scaling relational databases (MariaDB) and working with Redis and Elasticsearch.
- Demonstrated ability to define and influence architectural direction across large systems.
- Experience leading engineers through complex technical decisions while fostering a culture of trust and high standards.
- Hands-on experience with GraphQL (preferred).
- Experience integrating AI development tools (e.g., code generation, static analysis, automated testing assistants) into engineering workflows.
- Strong judgment—knowing when to automate, when to refactor, and when to rethink from first principles.
- Clear communicator who can translate technical complexity into practical decisions.
Why OfficeSpace?
- High-Performance Culture: At OfficeSpace, we believe in the power of accountability, focus, and drive. Our A-Player team members work together to deliver measurable, meaningful results. We recognize and reward those who push boundaries and achieve excellence.
- Ownership and Accountability: We trust our employees to take full ownership of their roles, providing the autonomy to innovate and the support to succeed. We seek individuals who are self-motivated and thrive in an environment where they can drive impactful outcomes.
- Technology-Forward: As a company invested in cutting-edge technology, we integrate AI and other advanced solutions across our platform to enhance productivity, customer experience, and process efficiency. Our team members are excited by the potential of AI and proactively explore ways it can drive our success.
- Growth Mindset: Continuous learning and improvement are integral to our culture. We encourage our team to embrace challenges, seek knowledge, and develop both personally and professionally.
- Innovation and Agility: We foster a dynamic, fast-paced environment where fresh ideas and bold solutions are celebrated. We embrace change and thrive on turning challenges into opportunities, with a team that is agile, proactive, and resilient.
- Collaborative, Results-Driven Environment: We value purposeful collaboration that leads to shared success and stronger results. While our team members are independent, they recognize the value of working together to drive our mission forward.
- Competitive Benefits and Rewards: OfficeSpace offers comprehensive and competitive benefits packages globally, designed to support our team’s health, well-being, and financial security. We invest in our people so they can excel.
OfficeSpace is committed to building and promoting a diverse workforce and celebrates the unique qualities that individuals of various backgrounds and experiences offer. We are committed to basing all employment-related decisions upon valid job-related factors without regard to race, color, sex (including pregnancy, sexual orientation, and gender identity), age, religion, national origin, genetic information, military status, veteran status, physical or mental disability, or any other status protected by law.
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What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
