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Senior Rails Engineer -- Fintech Platform (Thoughtful Applications Only -- Cover Letter Required)

Topkey · Miami, FL, US / Nashville, TN, US / Remote (US) · Remote

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About Topkey

Topkey helps vacation & short-term rental managers automate finances and bookkeeping. PMS integrations, corporate cards, expense management, banking, owner/vendor payments, and more. Backed by Y Combinator, a16z and Felicis.

About the role

*Topkey is a financial technology company and is not a bank. Banking services provided by Thread Bank; Member FDIC.

What they're looking for

  • Applications without a personalized cover letter will not be considered
  • Generic or AI-generated applications will be automatically rejected. We're looking for engineers who are passionate about Rails - when applying, mention your favorite gem and a brief reason why
  • We value authentic communication and want to hear YOUR voice
  • 5+ years building production-grade Rails applications
  • Deep expertise in Ruby, Rails conventions, background jobs, and service objects in a growing monolith
  • Confidence reviewing, prompting, and editing AI-generated code from tools like Claude, Devin, Gemini, Cursor, etc
More about this role

Topkey is a rapidly-growing fintech platform for short-term rental managers. We're particularly proud that 95%+ of all companies that onboard to Topkey never leave (I believe it is closer to 99%.)

We offer deposit accounts, credit cards, full bill-pay, external cards, and expense management—all in one Rails monolith on the latest Ruby/Rails. With $1M+ ARR, zero churn (at the time of posting this), and a small, tight-knit engineering team, you’ll have a huge impact on our roadmap, our stack, and our customers’ success.

We’re backed by top-tier investors like Felicis Ventures, Andreessen Horowitz (a16z), and Y Combinator. Topkey is recognized as one of the top emerging vertical startups, and our trajectory is steep. We’re looking for driven individuals to join our team and help shape the future of financial infrastructure in the $110 billion hospitality market.

We’ve been featured in numerous media outlets, including Axios , Wall Street Journal , Fortune , Phocuswire , Short Term Rentalz , and Fintech Global .

*Topkey is a financial technology company and is not a bank. Banking services provided by Thread Bank; Member FDIC.

  • Applications without a personalized cover letter will not...

Read the full posting on Topkey's site ↗

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