In this piece
Changing bookkeepers has a reputation for going badly, and the stories are usually the same shape: a month that nobody closed, a balance that nobody could explain, an access request that took three weeks. Almost none of it is about competence. It is about a cut-over that was never actually agreed.
Name the last month the old process owns
This is the whole thing, and it takes one sentence. Decide which month is the final one the outgoing bookkeeper closes, in writing, with a date they will deliver it by. Everything after that month belongs to the new arrangement, and everything before it does not.
Without that sentence you get one of two failures. Either both parties assume the other has July, and July is never reconciled — which you discover in October. Or both do it, and you pay twice for a month that now exists in two versions that do not agree.
Pick the last month that is already complete rather than the one in progress. Handing over mid-month means splitting a reconciliation across two people, which is the single hardest way to do this.
Own your own accounts before you need to
The accounting file, the payroll account, the bill payment platform, and the document storage should all be subscribed and owned by the company, with a company email as the primary administrator. Access is granted to whoever does the work, and revoked when they stop.
Where the outgoing provider owns the subscription, the transfer is a request rather than a setting, and it moves at their pace. This is worth fixing while the relationship is still good, not during the exit — and it is worth fixing even if you have no plans to change anyone.
What actually has to move
- Administrative access to the accounting file, with the old provider removed only after the new one has confirmed they are in and it is the right file.
- Payroll and any state tax agency logins, which are the slowest to reissue and the most disruptive to be locked out of.
- Bank and card feed connections, which frequently break on a permissions change and are best re-tested immediately rather than at month end.
- The last closed trial balance, plus the reconciliation reports supporting cash, cards, and processors for that month.
- Whatever documentation exists on how things have been treated — recurring journals, allocations, the way owner draws have been handled.
Expect an overlap, and budget for it
The first month a new bookkeeper runs is slower and noisier than the steady state. They will ask questions about vendors you have not thought about in years, because they are learning what is normal for your business rather than following a pattern they already know.
That is the work being done properly, not a bad sign. It is also finite: the volume of questions should drop sharply by the second month and be near zero by the third. If it is not, that is worth raising early rather than tolerating.
Where the outgoing provider is willing, a short handover conversation between the two of them is worth more than any document. Twenty minutes covering the odd treatments and the things that always go wrong will save both of you a week.
The check that proves it worked
One test settles it. The opening balances in the new arrangement must agree exactly to the closing balances of the last month the old process owned — every line of the balance sheet, not just cash.
If they do not agree, find out why now, while somebody still remembers. A difference that goes unexplained at handover does not resolve itself; it sits in the balance sheet and turns up a year later as a number nobody can support, usually in the middle of preparing a return.
Ask for that comparison explicitly, as a document. A transition that cannot produce it has not finished, whatever the calendar says.
The short version
- Agree in writing which month is the last one the outgoing bookkeeper closes — most bad handovers are a month owned twice or not at all.
- The company should own the accounting, payroll, and document subscriptions with a company email as administrator, so access is granted rather than transferred.
- Prove the transition by reconciling opening balances to the last closed month line by line, and resolve any difference while people still remember.
