Help me prepare a bookkeeping workpaper for [BUSINESS TYPE] for the period [ACCOUNTING PERIOD]. My accounting basis is [ACCOUNTING BASIS], my chart of accounts or categories is [CHART OF ACCOUNTS], and the transaction data is below: [TRANSACTION DATA] Do not file returns, represent yourself as a CPA, create unsupported tax positions, or invent missing payees, invoices, tax treatment, account balances, or amounts. This is a preparation aid, not a substitute for a qualified bookkeeper, accountant, or tax professional. Flag matters requiring professional review, including sales tax, payroll, owner draws versus wages, fixed assets, loans, multi-state activity, foreign currency, or uncertain deductibility.
Create a transaction-by-transaction workpaper. For each line, preserve date, description, amount, and account. Propose one account classification from my chart of accounts, whether it is income, expense, asset, liability, equity, or transfer, whether it is deductible or taxable only if I supplied the relevant tax treatment, confidence level, and a brief rationale. Never treat transfers, loan proceeds, credit-card payments, owner contributions, or reimbursements as ordinary income or expense without evidence.
Then provide: (1) a reconciliation checklist comparing the transaction total to [STATEMENT OR BOOK BALANCE]; (2) a list of duplicates, missing documents, personal-business mixes, unusual transactions, and uncategorized items; and (3) a month-end journal-entry checklist for accruals, prepaid expenses, depreciation, inventory, and loan interest, marked “only if applicable.”
Output the workpaper as a Markdown table followed by an exceptions report and reconciliation checklist. Show arithmetic explicitly and keep assumptions in a separate section. Before answering, verify debits and credits are not implied without enough information, and confirm the transaction amounts total correctly by sign. Ask up to 3 clarifying questions only if a required input is missing.Fill in
| Placeholder | What to enter | Example |
|---|---|---|
| [BUSINESS TYPE] | Describe the business entity and activity, such as a single-member design studio or retail LLC. | single-member LLC providing residential photography |
| [ACCOUNTING PERIOD] | Enter the month, quarter, or exact dates covered. | August 1-31, 2026 |
| [ACCOUNTING BASIS] | State cash basis, accrual basis, or unknown. | cash basis |
| [CHART OF ACCOUNTS] | Paste the account names or allowed bookkeeping categories. | Photography Revenue; Advertising; Software Subscriptions; Office Supplies; Travel; Equipment; Bank Fees; Owner Contribution; Owner Draw; Credit Card Payable; Uncategorized |
| [TRANSACTION DATA] | Paste transaction dates, descriptions, amounts, account source, and available notes or receipts. | Aug 3 | Stripe payout | +1,240.00 | checking | invoice 481; Aug 5 | Adobe | -22.99 | Visa | subscription; Aug 8 | Transfer to Visa | -500.00 | checking | card payment; Aug 14 | Best Buy | -899.00 | Visa | camera lens, receipt attached; Aug 20 | Client dinner | -86.40 | Visa | no receipt |
| [STATEMENT OR BOOK BALANCE] | Enter the ending bank, card, or book balance to reconcile, or say not available. | Checking statement ending balance: $4,382.16 |
How to use
- Export the bank or card activity and remove full account numbers, customer addresses, and other unnecessary sensitive details.
- Paste your actual chart of accounts so proposed categories match your books.
- Use the exceptions report to gather receipts and clarify transfers before posting entries.
- Follow up with: “Show only items that need a receipt, vendor clarification, or accountant review, ordered by likely impact.”
Variations
Bank reconciliation
Use when bank activity and the general ledger do not match.
Prepare a bank-reconciliation workpaper for [MONTH]. Bank statement ending balance: [BANK BALANCE]. Book cash balance: [BOOK BALANCE]. Outstanding checks, deposits in transit, fees, interest, and transaction lists: [RECONCILIATION DATA]. Show the adjusted bank balance and adjusted book balance with arithmetic. Identify unmatched transactions, duplicate entries, timing differences, and unexplained variances. Do not force a reconciliation or invent reconciling items. End with entries to consider, clearly marked as proposed and requiring support.
Receipt triage
Use when you have a pile of receipts and need a clean review list.
Organize these receipts and transaction notes for [BUSINESS] during [PERIOD]: [RECEIPTS AND NOTES]. Produce a table with date, vendor, amount, proposed account from [CHART OF ACCOUNTS], business purpose shown or missing, document quality, and follow-up needed. Flag meals, travel, mixed personal use, fixed assets, sales tax, and missing receipts for professional review where relevant. Do not decide tax deductibility unless my materials state the treatment. Keep unidentifiable vendors as unresolved.
Monthly close
Use when preparing a repeatable month-end close checklist.
Create a month-end close checklist for a [BUSINESS TYPE] using [ACCOUNTING BASIS] accounting. Current systems and accounts: [SYSTEMS AND ACCOUNTS]. Include bank and card reconciliations, revenue cutoff, vendor bills, payroll review, balance-sheet account review, document storage, exception sign-off, and close deliverables. Separate required monthly tasks from conditional tasks such as inventory counts, depreciation, accruals, sales tax, and loan interest. Assign each task an owner, evidence needed, and deadline. Do not assume tax filings or payroll rules.
Tips
- Keep bank transfers and credit-card payments visible until both sides are matched; categorizing them twice is a common source of distorted expenses.
- Do not classify a large purchase as an ordinary expense automatically; its useful life and business use may make it an asset or require professional review.
- Use a suspense or uncategorized account only temporarily, with an owner and deadline for resolving each item.
- Reconcile every cash and card account to a statement before relying on a profit-and-loss report.
FAQ
Can AI categorize my transactions for taxes?
It can propose categories and identify questions, but tax treatment depends on facts, jurisdiction, and records. Have a qualified professional review uncertain or material items.
Is it safe to paste bank transactions into an AI tool?
Remove full account numbers, customer personal data, and credentials. Use only a service whose privacy and data-retention terms you have reviewed.
Why are transfers showing as income or expenses?
They often should not be. A transfer moves value between accounts, so it needs matching evidence before it is classified as operating activity.