Senior Software Engineer

About this role

Senior Software Engineer
AI-First Product & Platform Engineering
Location Remote —  Latin America
Hours 11:00 AM – 7:00 PM ET

Employment Type Full-Time

About the Role
Keystone Bookkeepers is a bookkeeping and accounting firm specializing in short-term rental operators and property managers. We are not a software company that happens to do accounting — we are an accounting firm building the software our own operation runs on, which means the things you build get used by real bookkeepers and real clients within days, and you get to see whether they worked.

We are hiring a senior, AI-first software engineer to be the accountable technical owner of our internal platform and client-facing tooling. You will design, build, and operate production applications, using tools like Claude Code and other agentic coding platforms as a core part of your daily workflow — not as an occasional assistant.

This is not a greenfield role and it is not a feature-ticket role. You are inheriting live systems that handle client
financial data, and you will be accountable for them from design through implementation, deployment, monitoring, and maintenance. When something breaks during the business day, you are the person who finds it and fixes it.

You will work alongside an existing engineer based in the Philippines and an external development partner. You are the senior technical voice in the room and the escalation point during North American business hours.

What You'll Own
• Production reliability during North American business hours — you are the first responder, not the escalation of last resort
• End-to-end delivery of features across our internal operations platform and client-facing portal
• Integration health across QuickBooks Online, Microsoft Graph, Bill.com, property management platforms, and CRM systems
• The security posture of everything you ship, with explicit acceptance criteria rather than a post-hoc review
• Operational visibility — if a client noti...