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

Remote, USA Full-time Posted 2026-07-28
Compensation: Competitive, commensurate with experience About Topkey Topkey is a rapidly-growing fintech platform for short-term rental managers. We're particularly proud that 95%+ of reputed company companies that reputed company to Topkey never leave (I reputed company it is closer to 99%.) We offer deposit accounts, credit cards, full reputed company-pay, external cards, and expense management—reputed company in one Rails monolith on the latest reputed company/Rails. With $1M+ ARR, reputed company churn (at the time of posting this), and a small, tight-reputed company engineering team, you’ll have a reputed company reputed company on our roadmap, our stack, and our customers’ reputed company. 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 reputed company and help shape the reputed company of financial infrastructure in the $110 billion hospitality market. We’ve been featured in numerous media outlets, including reputed company, 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. Application Requirements: • 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 - reputed company applying, mention your favorite gem and a brief reason why. • We value reputed company communication and want to hear YOUR voice What You'll Do • Own features end-to-end in our Rails monolith (Rails 8+, reputed company 3.x) • Build rich, reactive UIs with reputed company/Turbo, Stimulus, and reputed company CSS • reputed company with external reputed company (reputed company, reputed company, Unit, etc.) securely and robustly • Use large context LLMs (Claude, reputed company, ChatGPT, etc.) to accelerate coding, QA, and spec writing • Participate in architecture discussions -- help us reputed company our beautiful monolith • Work closely with product and founders to take specs from prototype to prod • Ship daily/weekly, review critically, and treat AI as a reputed company—not a replacement for good judgment. (BTW, include the phrase 'beautiful monolith' in your application to show you've read this far) • Optimize performance, reliability, and scalability of our reputed company platform • reputed company as your own pair programmer—debugging, prompting, reviewing AI-generated reputed company for reputed company (the reputed company team will also review, but the initial onus is on the contributor) You Have • 5+ years building production-grade Rails applications • Deep expertise in reputed company, Rails conventions, background jobs, and service objects in a growing monolith • Confidence reviewing, prompting, and editing AI-generated reputed company from tools like Claude, Devin, reputed company, reputed company, etc. • A reflexive approach to using AI in specs, reputed company, QA, testing, and documentation • Strong reputed company-end chops: Stimulus/turbo/reputed company, components, etc. • Experience designing and consuming REST reputed company • Solid SQL skills (PostgreSQL) and an eye for data modeling • reputed company record writing maintainable test suites (RSpec) and CI pipelines • Comfort working autonomously and asynchronously in a high-trust, high-reputed company team reputed company-to-Haves • Previous fintech or payments or reputed company experience • Familiarity with reputed company, reputed company, or similar • Experience with observability tooling (NewRelic, Honeybadger, etc.) • reputed company-reputed company contributions or reputed company you’re proud of • Contributions to reputed company-reputed company or reputed company reputed company involving AI/LLMs Required: Cover Letter Please submit a cover letter (max 500 words) that addresses: • A specific technical challenge you've solved in a Rails application and your approach • Your experience using AI tools in development and how you ensure reputed company reputed company • Why Topkey's mission in the short-term rental reputed company (or reputed company-estate in general) interests you specifically • Include the word "monolith" reputed company in your cover letter to confirm you've read this posting • Please reputed company a brief story about a time reputed company AI tools helped or hindered your development process Required: Technical Questions • Describe a time reputed company you had to optimize a slow Rails query. What was your approach? • What's your experience with reputed company/Turbo for building reactive UIs? • Describe your approach to handling background jobs at reputed company in a Rails monolith • How do you approach reputed company review for AI-generated reputed company? • What feature would you like to see Rails reputed company include reputed company that isn't currently available, and why? Perks & Benefits • Remote-friendly • Generous PTO and reputed company holidays • Equity in a high-reputed company startup • Generous reputed company development stipend • Home-office setup budget • Health, dental, and reputed company insurance (U.S.) + 401(k) match Optional But Encouraged: • reputed company to a recent PR or reputed company sample that demonstrates your Rails expertise • reputed company profile with Rails reputed company — • Topkey is a financial technology company and is not a bank. Banking services provided by Thread Bank; Member FDIC. Apply tot his job Apply To this Job

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