Checkmate helps short-term rental teams schedule cleaning tasks, coordinate employees, and respond before a missed handoff becomes a missed cleaning.
Checkmate helps short-term rental operators coordinate property turnovers by connecting calendars, cleaning tasks, assigned employees, and escalation notifications in one focused workspace.
Connect each property through its iCal feed so reservation timing can become an actionable cleaning schedule.
Assign a primary employee and supporting employees to each property, then route each cleaning task to the right people.
When a task still needs a response, notifications move through a staged chain instead of leaving the handoff to chance.
Owners, Admins, and Employees each receive the information and actions appropriate to their role.
Cleaning turnover coordination often lives across chat threads, spreadsheets, external calendars, and hurried calls. That creates missed handoffs, unclear assignments, and cleanings discovered too late.
Checkmate is focused on short-term rental operators and their cleaning teams: the critical period between a guest departure, a cleaning assignment, a prepared property, and the next arrival.
Role-appropriate oversight across properties, fewer urgent follow-ups, and earlier warning when a cleaning still needs someone.
Clear property assignments, timely notifications, and a direct way to accept or reject work without chasing scattered messages.
A missed cleaning affects the next guest, the operator, the employee, and the reputation of the rental. Earlier assignment and escalation create more dependable turnovers.
Checkmate began with a problem experienced firsthand—not a problem imagined from a distance.
Checkmate is being built by a two-person founding team. The idea was born when one of us was managing Airbnb properties and saw firsthand how quickly coordinating cleanings became tedious, draining, and time-consuming—even when everyone was doing their best.
That experience sparked a simple question: what if the operational work could be organized by a purpose-built app instead of held together by messages, memory, and constant follow-up? Checkmate is our answer.
Shapes product direction, functionality, design, strategy, and external relationships.
Leads the engineering of Checkmate across the frontend and backend.
Link the property through iCal so Checkmate can use reservation timing to prepare the cleaning schedule.
Create tasks automatically from calendar information or manually, then route them to the property’s assigned employees.
The assigned employee receives the task in the Employee experience and can accept or reject it.
If the primary employee does not take the task, notifications expand to supporting employees, then to Admins and the Owner until responsibility is clear.
Our goal is to validate that clearer assignment, role-specific workflows, and timely escalation can reduce missed cleanings and make turnover coordination easier to manage as teams grow.
Checkmate already has a functional Android application, deployed backend and database, authentication, role-based interfaces, notifications, calendars, and operational cleaning workflows. The next step is validating the system with its first real pilot.
We're starting with the handoff that most directly determines whether a property is ready: turning reservation timing into a clearly assigned cleaning that is followed through to completion.
