Software Engineering Lead
Published on June 15, 2025
We’re Changing the Rentals Industry
We’re a profitable, growth-stage company building industry-leading martech and data products for the rentals industry. While originally known for building and operating one of the U.S.’s largest rental marketplaces - Rentable, our focus has shifted to our category-leading AI and data SaaS products with triple-digit growth rates.
We’re a fully remote team of 100+ spread across the U.S. from coast to coast. We operate on a strict no a**holes policy and are proud to have built a community of highly performing people that take our work seriously, but not ourselves.
While we’ve raised $30MM+ to date from some of the world’s best investors, we’re profitable with a strong balance sheet and an indefinite runway. We pride ourselves on achieving rapid growth without having to incinerate capital.
If you like the idea of joining an industry-changing company made up of people who genuinely like each other, Rentable could be a great fit for you.
- Lead a cross-functional engineering team across three functions: Content Generation, Application, Integrations —ensuring coverage and flexibility when priorities shift
- Conduct bi-weekly 1:1s with each engineer to drive growth, unblock challenges, and build trust
- Allocate resources alongside the PM to meet evolving roadmap goals
- Spend ~30% of your time on specs, issue creation in Linear, and sprint planning; ~50% contributing high-quality code; balance the remainder on coaching, reviews, and process improvements
- Architect and oversee the end-to-end generative workflow: from data ingestion (Sidekiq workers, MySQL) through AWS Bedrock calls to Claude 4 & GPT-4o, to content assembly and delivery
- Guide the Application in evolving our React + Tailwind UI and Rails API backend, collaborating closely with design for an optimal UX
- Partner with the Integrations engineer to define robust XML/JSON ingestion pipelines and data validation processes
- Drive adoption of AI-powered developer tools (e.g., Cursor, OpenAI Codex) to boost team productivity and code quality
- Mentor engineers in best practices around testing, CI/CD, and AWS ECS deployments
- Establish metrics and dashboards to monitor system health, team velocity, and quality
- Cultivate a culture of continuous improvement, knowledge sharing, and experimentation with the latest AI and cloud technologies
- 5+ years building and shipping B2B SaaS software, with 2+ years in an engineering lead or manager role
- Hands-on expertise in Ruby on Rails, Sidekiq, and AWS (ECS, Bedrock, RDS)
- Proven track record delivering React + Tailwind front-end applications integrated with Rails backends
- Experience architecting and scaling background-job-driven workflows and data ingestion pipelines
- Familiarity with generative AI ecosystems and their integration patterns
- Strong project management skills—comfortable writing specs, breaking down tasks, and driving sprints in Linear
- A collaborative leadership style: excellent communication, empathy, and the ability to influence non-technical stakeholders
- Passion for developer productivity and experience rolling out AI-based coding tools or similar innovations
- Thrives in fast-paced startup environments and adapts quickly to changing priorities
- 100% remote across the U.S., with quarterly in-person gatherings for team offsites
- Competitive Compensation
- Flexible vacation and parental leave policies
- Medical, Dental, and Vision Insurance
- 100% paid Short-Term Disability, Long-Term Disability, and Life Insurance Program
- 401k Program
- A supportive, learning-first culture where you’ll help shape the next generation of AI-driven marketing tools for the apartment rental industry