Staff Software Engineer, Engineering AI Team

🕒 April 23

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Second Nature

201 - 500 employees

Founded 2012

☁️ SaaS

🏠 Real Estate

🤝 B2B

💰 $16.4M Series C on 2020-03

SaaS • Real Estate • B2B

Second Nature is a Resident Experience Platform that helps property managers personalize and automate resident onboarding and benefits. Its software combines Resident Onboarding, customizable Resident Benefits Packages, and an orchestration engine called Maestro to streamline leases, move-in tasks, credit-building, renters insurance, utilities, and other resident services. Delivered as a cloud platform for property management companies, Second Nature aims to improve resident retention, reduce delinquencies and maintenance costs, and increase operational efficiency.

📋 Description

• 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.

🎯 Requirements

• 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.

🏖️ Benefits

• Health First: Medical, Dental, Vision, & Life Insurance; 401K Plan • Flexibility: Open PTO and sick days • 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

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