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    Home/Use cases/AutoFileEmail for Landlords — Schedule E ready by April
    For landlords & property owners

    Schedule E ready by April.

    Auto-file every utility bill, repair invoice, property tax statement, and HOA receipt from your inbox into a per-property folder in your own Drive. Year-end ZIP per property, ready for Schedule E.

    Start free, with Gmail See the impact
    2-min setupNo credit cardFree forever for 1 inbox
    /AutoFileEmail/Receipts/
    YTD filed
    254
    Top: PG&E
    52
    Vendors
    15
    P
    pg&e-2026-03-15.pdf
    → /PG&E
    $4,287.50Mar 15
    N
    notion-invoice-32847.pdf
    → /Notion
    $16.00Mar 12
    A
    adobe-cc-invoice-mar26.pdf
    → /Adobe
    $59.99Mar 09
    A
    aws-invoice-feb-2026.pdf
    → /AWS
    $187.42Mar 03
    01 · The pain

    Sound familiar?

    We hear the same drawers in everyone's head: the payouts drawer, the SaaS drawer, and the “I think I expensed that?” drawer. None of them are organized.

    “It's tax day. I have 6 properties and 6 different drawers in Gmail labeled 'utilities???'”

    — Every April

    “Did I already deduct that plumber bill on Schedule E line 14? Probably. Hopefully not twice.”

    — Mid-spring

    “The HOA invoice was emailed in November. I will find it in 2031, when I move.”

    — Eternally
    02 · How it works

    Connect once. Forget forever.

    Two minutes today, then quietly working in the background until your accountant calls you next April.

    STEP 01

    Connect inbox + cloud

    One sign-in for each. Read-only on the inbox, an app folder in your cloud. Two minutes.

    STEP 02

    We file new attachments

    Every receipt, invoice, and statement matched against our vendor library. Routed to the right folder, automatically.

    STEP 03

    Hand the folder over

    Share /AutoFileEmail/Receipts/ with your CPA, partner, or bookkeeper. They read PDFs in Drive, you go back to work.

    03 · Folder layout

    Built for a landlord's Drive.

    Per-vendor folders by default, plus suggested top-level splits for payouts, software, hosting, travel, and clients. Customize once, run forever.

    📁 /AutoFileEmail/
    📁 Receipts/ — 254 files
    📁 PG&E/ — 52 files
    📁 Notion/ — 12 files
    📁 Adobe/ — 12 files
    📁 AWS/ — 18 files
    … more vendor folders
    📁 Invoices/ — 38 files
    📁 Statements/ — 24 files
    04 · Vendors

    The senders landlords see most.

    All of these are routed automatically. No rules to write, no setup beyond connecting your accounts.

    S
    Stripe
    /Payouts
    O
    OpenAI
    /Software
    N
    Notion
    /Software
    A
    Adobe
    /Software
    F
    Figma
    /Software
    V
    Vercel
    /Hosting
    A
    AWS
    /Hosting
    L
    Linear
    /Software
    G
    GitHub
    /Software
    C
    Cloudflare
    /Hosting
    05 · The impact

    What a year looks like, filed.

    For a typical landlordrunning through Gmail with a normal stack, here's what your /AutoFileEmail/Receipts/ folder will hold by year-end.

    ~180
    Receipts filed automatically per year

    Utility bills~80
    Repair invoices~40
    Property taxes~12
    Insurance~12

    Your accountant gets a folder. Not a panic email.

    Drive permissions are made for this. Share /AutoFileEmail/Receipts/ as view-only with whoever needs it. Files are clearly named and grouped by vendor.

    • Year-end ZIP exportOne click on Pro — every PDF in one archive.
    • Match bank lines to PDFsFilenames include date + amount; reconciliation takes minutes.
    • Custom routing rulesSend specific senders to specific folders. Pro feature.
    “Each property gets its own folder. PG&E, plumber, HOA — sorted automatically. My CPA stopped charging me the 'paperwork surcharge'.”
    AAndrea L. · Small landlord · Oakland, CA
    06 · FAQ

    Landlord-specific questions.

    How does AutoFileEmail know which property a receipt belongs to?

    Two signals: the sender (utility/HOA accounts are usually keyed to a specific property) and rules you set up once (e.g. 'anything from `123-main-st@pge.com` → /Properties/123 Main/Utilities/'). The vendor library covers ~500 common landlord-relevant senders out of the box; everything else you teach it once.

    Do I need a separate inbox per property?

    No. Most landlords run everything through one Gmail / Outlook account, which is why per-property routing is rule-based, not inbox-based. If you do have separate inboxes (e.g. one for STR / Airbnb), Pro covers up to 5.

    Do you compete with Stessa / Baselane / Landlord Studio?

    Not really. Those tools are property-management platforms — rent collection, tenant tracking, books, dashboards. We're the filing layer underneath. Most of our landlord users keep their property-management tool and use us alongside, because Stessa's free tier doesn't keep clean per-property PDF archives and the paid tier limits properties.

    Can I export per-property ZIPs for my CPA?

    Yes. Pro includes year-end ZIP exports — pick a property, pick a year, get a ZIP organized by Schedule E category. Hand it to your accountant or upload to TurboTax Self-Employed.

    What if I'm just starting out — one rental, one mortgage?

    Free forever covers 1 inbox + 1 cloud destination. Most one-property landlords stay free. The 30-day historical preview will show you what your folder structure could look like before you decide.

    Does this handle paper receipts (cash, contractors)?

    Forward your scanned receipt to the inbox we monitor (Gmail's built-in 'scan document' or Apple Mail scan works). We'll file it. We don't OCR the body, but we do file by sender — so if your contractor's email is recognized, it lands in the right folder automatically.

    Get tax season over with, in two minutes.

    Start free See pricing

    1 inbox free, forever · No credit card · Cancel anytime, library stays

    07 · Related

    Other people who file like this.

    For freelancers

    Same idea, but for SaaS receipts and Stripe payouts.

    For consultants

    Per-client folders for billable expenses.

    Tax-time organization

    Year-end ZIP per property, ready for Schedule E.

    AutoFileEmail

    We don't read your documents. We just file them. Receipts, invoices, statements — sorted into your cloud, automatically.

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