Create a 'Receipts inbox' folder, and a folder per property with a 'Receipts' sub-folder inside, for example 'Properties/12 Example Street/Receipts'.
Make a spreadsheet with these columns: Date, Supplier, Category, Description, Amount, Late charges, Invoice number, Service dates, Property, Notes.
Install Claude for desktop, open Cowork and choose your property folder as the working folder. Don't point it at your whole computer.
Drop a few receipts into the inbox, paste the 'Receipts to log' prompt below and check every row it writes before you trust it.
Use Cowork's scheduled tasks to run it every [Sunday evening]. Answer its questions when it isn't sure which property a receipt belongs to.
For each property, list the streets, estates or buildings that are truly comparable. The poster found a whole postcode was too broad; only part of it was a fair match.
Paste the 'Local price check' prompt and schedule it fortnightly. It skips a run if it already ran in the last 12 days, and counts a home that is relisted within 90 days as one listing, as the poster does.
People in a similar Reddit thread advise: keep the rent ledger, signed tenancy agreements, notices and deposit records in a system you can export. Let AI draft and organise, not be the only record.
Every week, read every new file in [Receipts inbox]. For each receipt or invoice: 1. Work out which property it belongs to from the address or description. My properties: [address 1], [address 2]. If you can't tell, ask me; don't guess. 2. Add one row to [spending log file] with: Date, Supplier, Category ([repairs, utilities, insurance, cleaning, furniture, fees]), Description, Amount, Late charges, Invoice number, Service dates, Property, Notes. 3. Rename the file 'YYYY.MM.DD SUPPLIER PROPERTY' and move it into that property's Receipts folder. 4. Flag anything that looks like a duplicate payment or the same repair done twice within 2 years. Finish with a short summary: files processed, total spent per property this week, questions for me.💬 Local price check (every two weeks)
For my rental at [address], look for similar homes for [rent / sale] in these areas only: [list of streets, estates or buildings]. Similar means [bedrooms], [bathrooms], [size range], [type]. First check the log: if this ran in the last 12 days, stop. Treat a home that comes off the market and returns within 90 days as one listing, not two. For each home record: address or building, asking price, size, bedrooms, bathrooms, furnished or not, parking, flooring type, air-conditioning, date listed and days on market. If the listing text doesn't say, look at the photos and note 'from photos'. Add the results to [comparison sheet] and give me a 5-line summary of how my asking price compares. Only use sites whose terms allow this; if a site blocks you, tell me rather than working around it.
From https://usecasy.com/use-case/claude-landlord-receipts-and-comps/ · Guide checked 19 October 2026 · Prices are rough and shown in USD unless stated (MYR where relevant).