Rebuilt the chart of accounts across three entities. Month-end closed in four days.
Month-end closed on the fourth business day in October. First time in two years that's happened, so here's how it actually went.
Starting point: two LLCs holding small commercial (a 6,400 sq ft flex building in a second-tier midwest market, and a two-tenant retail strip), plus a third entity that only holds two LP interests and a checking account. Books were in one file with everything under "rental income" and "repairs." No property-level anything. My bookkeeper was charging $650 a month and doing exactly what I'd asked for, which was data entry.
The rebuild took six weeks and cost $2,800 as a one-time project. What we actually did: separate company file per legal entity, then classes per property inside each file, then a real chart of accounts that splits repairs from improvements at the point of entry rather than in March. Every fixed asset got its own sub-account with the in-service date sitting right there in the description field, because I got tired of digging through closing statements to reconstruct a depreciation schedule my CPA had already built once.
The part that nearly killed it was the closing statements. Both buildings were bought before I cared about this, and the original entries dumped the entire wire amount into one asset account. Untangling prorated taxes, the title fees that belong in basis, and the escrow deposits that were never assets at all took eleven days of the six weeks. I paid for that hour by hour.
Ongoing cost went from $650 to $1,150 a month, and now includes a reviewed P&L by property and a balance sheet I can hand a lender without apologizing.
What I'd keep: paying separately for the cleanup as a project. Blending it into the monthly fee hides how long it really took.