What do users do to get a vendor report of how much we paid them over the year so we can send tax forms per IRS
5 Likes
@dave Stessa does not currently support reporting by vendor or 1099 outputs. Many passive real estate investors who file Schedule E do not send 1099s, but it’s been something of a gray area for a long time. We recommend checking in with your CPA to figure out what’s required for your specific situation. If you do need to tally expenses by vendor, the General Ledger report is probably the best place to start. Hope that helps!
1 Like
Is there a current plan for Stessa to include this feature? An additional drop down when editing a transaction that allows you to enter the vendor would be very helpful. Then the user could filter by vendor. I feel this is something that is often overlooked, but would make things much more streamlined.
6 Likes
If you are interested reach out to me, we do this for several platforms but nobody in your specific category.
Yeah Stessa needs to add this feature, “somewhat of a grey area” isn’t a very good excuse every accountant I have talked to says I need to file 1099’s. This is a piece of cake in Quickbooks, I can get my vendors in 30 seconds. The General ledger does not show my vendors especially when paid in checks. Which might be my inputting issue but its definitely not intuitive like QuickBooks is then. Quickbooks is not great for real estate but when it comes to these features its way more dialed than Stessa and its frustrating because Stessa seems great for real estate investors except when you need to run reports like normal LLC companies do. I hope they get in and change this quick because I don’t want to have to use two accounting platforms or leave Stessa.
4 Likes
So was interested in switching from Landlord Studios where I pay about $300 a year to Stessa and happy to pay the premium price. But no 1099 feature is a deal breaker for me. It looks like this issue was raised in 2021, last post here is 2024, has this been solved ? It does not look available in the free version I am using now (because I still use Landlord Studios), but before I pay $300 I want to ensure it exists here. Can someone answer who has access to premium features ? Thank you
@sravtxllc context - I am an investor, user of stessa, and offer bookkeeping for other landlords and put most of them on the Stessa platform (some have very complicated bookkeeping requirements that must use double-entry accounting software such as QBO).
At this time (October 2025) there is no formal feature to generate 1099 documents nor calculate totals for vendors.
With that said, a little data manipulation and it can be easily calculated. What I do for my clients - because they ask this of me and I offer this included in my service - is download their full ledger of transactions to excel, create a pivot table, and it shows me every Payee (vendor) paid and their totals for the year. Then we tackle the actual 1099 paperwork.
Hope that helps.
-Tom
www.realcentsorganized .com
Thanks @tlatuga i received indeed in parallel a confirmation by Stessa. It is very unfortunate and worrisome as this is an easy feature, it is compulsory for any landlords yet 4 years in and Stessa did not care to implement it. Landlord studios also promised me a simple improvement (negative entries like refunds) years ago and never implemented it. So I had to leave them.
As for 1090 in our present case, there is always a workaround of course but you are bound to miss entries via excel download especially when paying them by Zelle as I might enter the same vendor under different name (company name the first time maybe their last name the second time, etc) especially if I don’t use them regularly. There is no way to check easily how I entered them the first time but to look for the entry. Way too time consuming. So, sadly, because I really loved Stessa UI and wanted to make it work, I went to REI hub which seems to be fitting the bill so far, actually very well. Touching wood.