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Property management software tax reporting (Schedule E, 1099)

Software should generate clean Schedule E reports and handle 1099s automatically, providing necessary data for tax season without manual CSV exports.

Original Source

@u/CSJason | 10 pts | 1/28/2026

I’m currently sitting at about 10 units and actively working toward 50+ in the next 12–18 months. My trusty Google Sheets + Google Calendar combo has officially waved the white flag - it’s chaos trying to keep up with everything now. So I’m on the hunt for actual property management software that won’t make me want to pull my hair out. My non-negotiable must-haves: \- Rock-solid customer support (I don’t have time for ticket systems that ghost me for days) \- Real tax-season help - I need it to spit out clean Schedule E reports and handle 1099s without me manually exporting a million CSVs \- Fully automated rent collection + late fees (ACH preferred, cards are fine if the tenant pays the fee) \- Easy lease renewals with e-sign and automatic rent bumps \- One-click syndication of vacant units to Zillow, Apartments, etc. The ones I’ve been digging into so far: DoorLoop - feels very “all-in-one,” has tenant screening, maintenance coordination, owner portal, etc. Baselane - looks like the accounting/tax nerd’s dream, but they charge $5–10 every time I send a lease For anyone running 50-150 units, what are you actually using day-to-day and loving (or at least not hating)? Any hidden gotchas I should watch out for when migrating everything over? Appreciate any advice!"

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