🎯 What you'll have at the endYou'll have a weekly spending log for each rental home, with every receipt renamed and filed, plus a fortnightly list of similar homes nearby and what they're asking.

⚡ One-click install

Checked install page (app stores, official sites and template pages): tap to get it straight away.

⬇️ Download Claude for desktopOfficial download page

🧰 Before you start

A Claude Pro plan or higher and the Claude desktop app
A folder on your computer for each property
A list of the features that matter when you compare homes (bedrooms, bathrooms, parking, furnished, flooring and so on)

⏱️ Time needed2-3 hours to set up; a few minutes a week answering its questions

💵 Rough costClaude Pro USD 20/month (USD 17/month billed yearly); heavy scheduled use may need a higher plan

🪜 Step by step

🐣 Beginner mode: showing the 8 essential steps only. Extra steps are hidden; tap 🚀 Advanced at the top to see all 8.

✅ 0 of 8 steps done 📄 Printable page

1
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Make the folders
Create a 'Receipts inbox' folder, and a folder per property with a 'Receipts' sub-folder inside, for example 'Properties/12 Example Street/Receipts'.
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2
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Create the spending log
Make a spreadsheet with these columns: Date, Supplier, Category, Description, Amount, Late charges, Invoice number, Service dates, Property, Notes.
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3
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Give Claude access to that folder only
Install Claude for desktop, open Cowork and choose your property folder as the working folder. Don't point it at your whole computer.
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4
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Run the receipts prompt once by hand
Drop a few receipts into the inbox, paste the 'Receipts to log' prompt below and check every row it writes before you trust it.
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5
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Schedule it weekly
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.
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6
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Draw your comparison areas
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.
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7
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Schedule the price check every two weeks
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.
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8
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Keep your official records elsewhere
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.
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💬 Copy-paste prompts

Tap Copy prompt, paste it into your AI (Grok, ChatGPT, Claude or Gemini), then replace the [yellow bits] with your own details.

💬 Receipts to log (weekly)

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.

⚠️ Tips & common mistakes

One landlord's setup from Reddit, not a tested product. Check its first few weeks of work line by line.
Listing sites have their own rules on automated browsing. If a site doesn't allow it, use its saved-search email alerts instead.
Tenant documents contain personal data. Keep them in folders Claude can't reach unless it needs them, and check your local data-protection rules.
The same weekly receipts task works for your personal bills, car and household repairs too.

🌟 Why it's worth it

💡 Why it mattersClean records per property make tax time and tenant disputes easier, and up-to-date comparisons tell you what to charge. The poster says the same habit showed they'd paid twice for the same car part 18 months apart.

🏷️ Real exampleu/r2girls on r/Landlord: 'I dump literally every receipt for a property into a folder. Claude Cowork runs once per week, reads the invoices and receipts, and logs it to a spreadsheet... If it has a question, it prompts me for the answer.' Files are renamed 'YYYY.MM.DD VENDOR PROPERTY'.

🔌 Connects to:Claude desktopFolders on your computerGoogle Sheets or ExcelProperty listing sites

🙋 Proof level: Personal postOne person's own account on X, Reddit, YouTube or a blog. Nobody has checked it: treat any numbers as their results, not a promise.

📰 Found via Reddit · r/Landlord: Reddit r/Landlord: What AI or software tools do you use to automate property management tasks? ↗