30-min call with RobBook a proof-of-concept call
Job 03 · Owner accounting

// Rental property management · One job

Owner statements, packaged with invoice backup for your accountant to check.

One month-end job for rental property managers. AI assembles each owner's package from your system's reports: income and expense detail, the management fee, reserves held and the distribution, with paid invoices attached and notes written. Your accountant checks every draft first.

Book a proof-of-concept call30 minutes with Rob
Past statements
20 to 30
Logins to your system
None
Rent lines drafted
Never

// The one job

Month-end comes. Each owner's package is drafted.

Once rent posts and the month's bills are paid, your system can print an owner statement. The package an owner opens takes more: often a twelve-month income statement, the invoice behind each repair, and a few lines on why the distribution dropped and what work is still open. For an owner with many doors, your accountant reads that stack page by page.

For the test, AI builds that package from copies of the reports and bills behind statements you already sent. It drafts the package: the statement as printed, backup for every bill paid in the period, notes on repairs over budget or past the owner's repair limit, open work orders, and a check that fee, reserve and distribution add up. We call this step the sandbox. No owner sees a draft.

Owner statementFrom your system
Owner
Property
Beginning cash
Ending cash
AccountCash inCash out
Sketch only, not a real statement
Packaged
for review
Owner packageDraft
Statement
Invoice backup
Month notes
Distribution check
BillBackupNote
Sketch only, not a real package

// What makes it hard

Where owner statements go wrong

The distribution is more than rent minus bills. It starts from cash collected, takes out bills paid, the management fee and any leasing or renewal fee, and holds back the reserve the agreement sets. Buildium's guide to owner distributions adds minimum cash balances, owner contributions and chargebacks, and notes that an approved bill not yet paid can be held back now or deducted next month. The draft rebuilds the distribution from those parts and flags any statement where they don't add up.

The fee follows the cash. The management fee is usually charged on rent collected, not rent billed, so a late payment carries its fee into the next month. Some agreements add a flat fee, a maintenance markup or an inspection charge. The draft checks the fee against each owner's terms and the collected figure your system reports. It never writes or changes a rent line.

The statement has to agree with the trust account. Owner money sits in a trust account, and each statement's ending cash should match that owner's ledger. California's Department of Real Estate, in Regulation 2831.2, requires a broker to reconcile each owner's separate record against the record of all trust funds received and paid out at least monthly. A statement that doesn't tie is a reconciliation problem, not a formatting one, so the draft stops and flags it.

Backup goes by payment date. Owner statements are often kept on a cash basis, so backup follows the bills paid in the period, not the bills entered. An invoice keyed on the 28th and paid on the 3rd belongs in next month's package. A property held by two owners splits the distribution by ownership share, and the draft keeps that split the way your system does.

Year end reads the same numbers. IRS instructions say a property manager must use Form 1099-MISC to report the rent paid over to the property owner, and the owner's preparer reports expenses on Schedule E lines such as cleaning and maintenance, repairs, supplies, utilities and management fees. The expense accounts on each monthly package matter long after the month.

// What you send

What we need from your owner accounting team

Copies only
No logins
01

20 to 30 sent packages

Owner packages your team already sent, for a mix of owners: a single home, a small building, someone with several properties. Include a month with a negative balance.

02

Reports and bills behind them

Exports for the same months: owner statements, property ledgers, and the paid bills with their invoice images.

03

Each owner's terms

From each sampled management agreement: fee terms, the reserve to hold, the repair limit and the distribution schedule.

04

NDA, then tenant names out

Both sides sign the NDA first. Tenant names and ledgers come out; rent lines stay as printed. If nothing may leave your office, we build look-alikes together.

// Before it starts

Decided by your company's owner first

Your company's owner and Rob agree on these before any statement is copied.

Agreed before the testCompany owner signs off
Reviewer
Named by your company's owner, usually the trust accountant or controller
Success criteria
In writing: which checks count and what passes
Price
A range for the live job
Statements
Picked by your reviewer, odd months included
NDA
Signed first

// How the test is judged

Package by package, against what owners received

Your sent package beside the draft
one row per check
Across your 20 to 30 packagesWhat you sentThe draft
Distribution rebuilt from its partsFilled in from your statementsFilled in from your statements
Fees match the management agreementFilled in from your statementsFilled in from your statements
Reserve held at the agreed amountFilled in from your statementsFilled in from your statements
Every paid bill has its invoice attachedFilled in from your statementsFilled in from your statements
Notes on repairs over budget or past the limitFilled in from your statementsFilled in from your statements
Open work orders listedFilled in from your statementsFilled in from your statements
Minutes to finish one owner packageFilled in from your statementsFilled in from your statements
Empty on purpose. Not one of your statements has run through it yet.Your reviewer completes both columns and decides.

// After a yes

A live month-end, each package approved

When your reviewer agrees, the job runs on live month-end for about 30 days, for the owners you pick.

Every package waits for your accountant to approve it before it reaches an owner or the portal. Your team still releases each distribution on its agreed schedule. No second job starts that month.

// Later, ranked

Where owner statements lead

Possibilities, ranked
Each waits for the last to go live
  1. 01

    Year-end owner packages

    Annual statements and 1099 support for each owner, assembled from twelve months of checked packages.

    Next
  2. 02

    Vendor insurance tracking

    Vendors' certificates of insurance and W-9s checked against your requirements before bills are paid.

    Then
  3. 03

    Management transitions

    When you take over a portfolio, the prior manager's owner and vendor files turned into setup sheets for your system.

    After that

// One hard limit

No rent figures or tenant ledgers.

The AI never drafts, edits or estimates rent, tenant charges or payments, security deposits or anything on a tenant's ledger. Rent lines appear exactly as your system printed them. It writes notes, attaches backup and checks the math, and your accountant sees every package first.

Priced on its own. You get a range before the proof of concept and a fixed price before you sign.

Your range depends on how many owner packages go out each month and how many properties a typical owner holds. Rob sets it on the call.

// Questions

Owner statement questions

Our system already prints owner statements. Why add this?
The statement keeps coming from your system, unchanged. The test is judged on the work around it: backup for each paid bill, notes on repairs and open work, and a check that fees, reserves and the distribution add up before your accountant signs off.
Which property management systems does it work with?
The proof of concept runs on exported reports and invoice copies, so AppFolio, Yardi Breeze, Buildium, Rent Manager or another system all work. The live run is set up in yours. We are not affiliated with any of them.
Will the AI decide how much an owner gets paid?
No. It rebuilds the distribution from the parts your system shows and flags any difference. Your accountant approves every package, and your team releases every payment to owners.
Does this cover 1099s at year end?
Not in this first job. The monthly packages it drafts are the record a year-end package is built from, which is why year-end owner packages rank next. Filing Form 1099-MISC stays with your accountant.
Rob Eason

Rob Eason, founder

// Book a proof-of-concept call

Your last month-end, drafted beside what owners got.

Thirty minutes with Rob. He'll want your company and role, the job to test and roughly how many owner statements go out each month. Keep every statement in-house until the NDA is signed.

  • Co-owned a 60-employee financial services firm and sold his share to his partner.
  • Ran GOSO Technologies, a Boston solar company rated 5/5 across 24 Google reviews.
  • 5/5 across 83 reviews in HighLevel's Certified Admin Directory.
  • 4.3/5 from 6 Google reviews of Massmarket AI.
  • Every directory and Google review, critical ones included, is shown word for word at massmarket.ai/reviews.
  • Takes every proof-of-concept call himself.