Take this into the demo

AI Bookkeeper: questions to ask

From The AI Agents Report by Iterategy · iterategy.com/research/ai-agents/jobs/ai-bookkeeper/

The nine questions

Does an AI do this, or does a rule? If the answer is “when X happens it sends Y”, you are buying automation, and it should not cost AI prices.
Does it send, or does it draft? Ask for the sentence on their page that says it acts on its own.
Does it do it on its own on this plan, or on the one above? The setting that lets it act without you is often a tier up from the entry price.
What does it do with the hard cases? Ask what it holds back for you, and what happens to what it cannot resolve.
What is the cap, and what happens past it? Work out the bill at the volume you actually do, not at the included allowance.
What is the unit? Per month, per user, per location, per minute, per credit or per resolved ticket.
Who does the setup, and is it in the price?
What happens to the changes it made when I stop paying? Some tools make changes that stay only while you subscribe.
Who carries the legal side? For calling and texting customers, ask who handles consent and opt-outs.

The products here post entries to your books with nobody keying them in. Services staffed by bookkeepers are left out, and some vendors sell both, so check which tier you are buying.
Every vendor publishes a best case, such as up to 98 percent categorized automatically. Expect to fix some of it yourself, and ask who reviews the exceptions.
Searching for an AI bookkeeper mostly turns up accounting firms using AI, at firm prices. Software that does the work itself is cheaper, from $29 a month here.
In reviews, the recurring problems are missing transactions and bank feeds that stop categorizing. Check your books the first few months.