Staff Software Engineer, Engineering AI Team at Second Nature

TODAY, WE LIVE IN A WORLD WHERE EVERYTHING HAS BECOME CONVENIENT. NOW YOU CAN GET A RIDE ANYWHERE, BUY ANYTHING, AND GET AN ANSWER TO YOUR QUESTION WITH JUST A COUPLE CLICKS ON YOUR PHONE. CONVENIENCE ISN’T A LUXURY, IT’S AN EXPECTATION. SO WHY NOT RENTING? IT’S STILL A CHORE TO GET UTILITIES SET UP, BUY RENTERS INSURANCE, GET AIR FILTERS CHANGED, HANDLE PEST CONTROL, AND MORE. THAT’S WHY WE’VE BUILT THE WORLD’S FIRST RESIDENT EXPERIENCE PLATFORM THAT MAKES RESIDENT ONBOARDING, RESIDENT SERVICES, AND ANCILLARY REVENUE EFFORTLESS FOR PROPERTY MANAGERS. WE’RE PASSIONATE ABOUT TURNING FRICTION INTO TRIPLE WIN EXPERIENCES FOR RESIDENTS, INVESTORS, AND MANAGERS. THAT WAY RENTING CAN BE EASY AND REWARDING FOR EVERYONE. AND NOW YOU CAN JOIN US. APPLY TODAY TO JOIN 275+ PASSIONATE, CREATIVE PEOPLE WHO STRIVE TO MAKE A DIFFERENCE EACH DAY SO RESIDENTS, PROPERTY MANAGERS, AND INVESTORS ALL WIN. About The Role We are looking for a high-agency staff software engineer to help accelerate both platform development and real-world experimentation. This isn’t a typical "build features from a Jira ticket" role. You will operate with high autonomy, owning full loops without handing work off across layers. You will act as a builder, an experiment owner, and a reality check, ensuring that everything we develop is grounded in practical, everyday engineering workflows. About the Team We are a small, fast-moving team focused on transforming the software development lifecycle (SDLC) using AI-driven, agentic workflows. Our work sits at the cutting-edge intersection of AI-powered development, rapid experimentation, and robust platform building. We are rethinking how engineers ship code by developing remote coding agents, automated iteration loops, and workflow orchestration. We build and test simultaneously—ensuring that our platform evolves alongside real-world experiments that actually improve engineering velocity. How We Work We don't just build AI tools; we walk the walk. This team builds 100% of our software utilizing AI coding agents (e.g., Claude Code) and integrates AI across our entire development and support processes (leveraging Gemini, Claude Cowork, and dogfooding our own platform). We are a team of professionals who recognize a fundamental truth: quality code helps AI agents produce quality code. To that end, we maintain a tight "human-in-the-loop" development cycle, ensuring we cultivate an opinionated codebase with solid abstractions that continuously accelerate our velocity. Key Responsibilities - Build Core Platform Infrastructure: Design, develop, and ship core platform components, including workflow orchestration, third-party integrations, and sandboxed execution environments for AI agents. - Drive End-to-End Experimentation: Own the full lifecycle of rapid experiments (hypothesis → build → measure → iterate) to discover what meaningfully improves engineering velocity. - Maintain High-Quality AI Dev Loops: Leverage AI coding agents to write, refactor, and review code, maintaining the strong abstractions and opinionated architecture required for AI to be effective. - Ground AI in Reality: Act as the technical bridge between experimental AI capabilities and real-world engineering workflows, ensuring our tools solve actual pain points. - Full-Loop Ownership: Operate autonomously to take concepts from 0 to 1, delivering tangible improvements and clear signals on AI workflow efficacy without over-engineering the solution. Key Outcomes (first 90 days) - Master our AI workflow: Integrate our AI tooling while rigorously auditing and refining AI-generated code and tests to meet our quality bar. - Ship rapidly and reliably: Consistently deliver high-impact PRs with minimal rework by ensuring thorough local testing and CI/CD readiness before review. - Plan with pragmatism: Adopt our norm of writing lightweight plans (outlining phases, trade-offs, and "good enough" criteria) for non-trivial work before coding. - Own a full experiment: Drive at least one rapid learning loop completely from hypothesis and implementation to measurement and conclusion. - Operate with high agency: Drive progress autonomously, raise blockers proactively in real-time, and maintain momentum without step-by-step direction. Key Outcomes (90+ days) - Drive continuous experimentation: Run rapid learning loops that clearly connect your daily engineering output to measurable improvements in developer velocity. - Own complex platform architecture: Autonomously take ambiguous problem spaces from concept to shipped product without over-engineering the solution. - Set the quality standard: Cultivate an opinionated codebase with solid abstractions and high-value integration tests, actively filtering out low-value AI boilerplate. - Optimize for speed: Consistently break down complex, multi-layered initiatives into manageable, high-velocity deliverables. - Act as a force multiplier: Elevate the broader team's velocity through reliable execution, seamless end-to-end ownership, and transparent technical planning. About you - Experience Level: Proven track record as a staff engineer with deep experience in software architecture and product development workflows. - AI-Native Engineering: Genuine enthusiasm for, and experience with, utilizing AI coding agents and integrating AI into daily development and debugging processes. - Technical Pragmatism: Strong system design instincts combined with a highly pragmatic approach; comfortable building quickly in ambiguous environments. - SDLC Mastery: Deep, practical experience with modern engineering workflows, including CI/CD pipelines, pull requests, debugging, alerting, and deployment strategies. - 0 → 1 Mentality: A demonstrated history of rapid prototyping, running learning loops, and taking ambiguous problem spaces to functional, shipped products. We get it. Requirements can sometimes hold people back from applying to a job, but don’t let that be the case here. If you believe you have the skills it takes to elevate this role, team, and company, we encourage you to apply for this role. Our Core Values - Pirate Ship; not a cruise ship. Bias towards action. - Massive Growth takes massive growth. We embrace challenges to increase our impact. - Grow the Pie. We focus on results so our customers & their customers win. Triple Win! - Purple Heart. We put the team before ourselves. - Extreme Ownership. See something? Say something; right the ship to get us back on course. - Be a moment maker. We aim to shatter the status quo. Remote Work Statement This position is a remote-first, work from home position. Second Nature is committed to creating a culture and workplace where remote work fosters collaboration and connections and is a key part of our company story and success. To be successful in a remote work role at Second Nature you must: - Be available during your scheduled working hours and give your full attention to the completion of your Second Nature job duties - Have a quiet, professional, distraction-free environment in which to complete your work - Have access to your own reliable high-speed internet connection - Attend our bi-annual in-person company meetings (Second Nature will reimburse the cost of your business travel per company guidelines) Why Second Nature? 🩺 Health First: Medical, Dental, Vision, & Life Insurance; 401K Plan 📍Location: Work Remotely from anywhere in the US 📆Flexibility: Open PTO and sick days 🤩 The Product: Beyond the awards and 5-star reviews… our clients and customers love what they can do with a fully managed RBP 🤗 Diverse, Inclusive Culture: We embrace employees from all backgrounds with openness and respect 💻 Training: A supportive team to help you grow your career and unlock your full potential 🚀 Growth: The opportunity to get in on the ground floor of a fast-growing startup that’s designing and developing an exciting category Second Nature is an Equal Opportunity Employer and prohibits discrimination and harassment of any kind. We take action to ensure equal employment opportunities for all candidates and employees and to provide employees with a workplace free of discrimination and harassment. Our hiring decisions are based on business needs, job requirements and individual qualifications, without regard to race, color, religion or belief, family or parental status, or any other status protected by federal and/or state law.