Topkey is the leading financial automation platform built specifically for vacation rental managers. Integrating directly into your PMS and accounting software, Topkey provides a single, unified system that automates expenses, bookkeeping, receipts, banking*, corporate cards, AP/bill pay, and more.
Topkey partners with numerous vacation rental property managers to increase profitability by eliminating cash leakage and automating time-consuming financial workflows. As the only expense platform in the property management industry with direct integrations to Visa, American Express, and Mastercard, Topkey delivers unmatched accuracy, flexibility, and confidence over your expenses. See what our customers say about using Topkey at topkey.io/customers.
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
We're looking for a customer support specialist with strong English communication skills to join the team. You'll be the first point of contact for property managers who have questions, run into issues, or need help getting the most out of the platform — and you'll work closely with our CS and product teams to make sure those experiences are consistently excellent.
This is a strong fit for someone with a background in SaaS or fintech support who is organized, proactive, and genuinely invested in helping customers succeed. Experience with financial technology or property management software is a plus, not a requirement.
In your application, include 2–3 sentences describing a customer issue you resolved that required technical troubleshooting, and what tools or process you used. Applications without directly relevant support experience will not be prioritized.
*Topkey is a financial technology company and is not an FDIC-insured bank. Banking services provided by Thread Bank, Member FDIC.
Accountant / Bookkeeper — Short-Term Rental / Property Management
Bookkeeper — Short-Term Rental / Property Management
Accountant — Short-Term Rental / Property Management
Account Executive
Senior Rails Engineer -- Fintech Platform (Thoughtful Applications Only -- Cover Letter Required)
Salary
$500 - $1,000
Location
Remote
Experience
6+ years
Investors
No applications, no recruiter spam. Just the intro.
A few questions to make sure this role is the right shape for you. Two minutes.
I write the intro, send it to the founder, and handle the back-and-forth.
If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.