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The Monthly Habit That Makes Tax Season Boring

SumStone Advisory Partners · Oct 12, 2026 · 3 min read
Written for: Small business owners and anyone keeping their own books

Ask any accountant what the best tax season looks like and they'll tell you: boring. No shoebox of receipts, no mystery deposits, no scramble to rebuild twelve months in two weeks. That calm comes from a habit most small businesses skip: closing the books every single month. Here's the routine, in ten steps.

Why it matters

When you close every month, errors get caught while they're still easy to fix. You always know your real cash position. And when tax season arrives, or a lender or investor asks for financials, the work is already done.

The checklist

  1. Reconcile every bank and credit card account. Match your books to each statement and investigate any difference, no matter how small.
  2. Clear uncategorized transactions. Empty the "uncategorized" and "ask my accountant" buckets so every dollar is where it belongs.
  3. Review what customers owe you. Look at unpaid invoices by age and follow up on anything overdue.
  4. Review what you owe. Make sure every bill is recorded, with the right due date, so nothing slips.
  5. Check payroll entries. Wages, employer taxes, and benefits in your books should match your payroll reports.
  6. Record accruals and prepaid expenses. Expenses belong in the month they relate to. An annual insurance premium, for example, should be spread across the year.
  7. Update loans and fixed assets. Split loan payments into principal and interest, and record depreciation on equipment and other assets.
  8. Compare your results. Put this month's profit and loss next to last month and your budget. Every big swing should have an explanation.
  9. Check sales tax, if it applies. Confirm that what you collected matches what you report and pay.
  10. Lock the period. Close the month in your accounting software so past numbers can't change without anyone noticing.

How long should it take?

Once the habits are in place, many small businesses can close in a few days. Consistency matters more than speed. A close done the same way every month is worth more than a fast one done differently each time.

When to get help

If your reconciliations are months behind, if you don't fully trust your numbers, or if closing the books keeps getting pushed aside by running the business, it may be time to hand it off. Clean monthly books are the foundation for everything else, from your tax return to your next big decision.

If this were our business

We'd block the same morning every month and treat it like a meeting that can't be moved. We'd also automate bank feeds and receipt capture first, because the cheapest bookkeeping is the work no one has to do by hand.

Your next step

Pick a day of the month, put a recurring 90-minute block on your calendar, and do step one: reconcile your main bank account.

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This article is general information, not tax, legal, or financial advice for your specific situation. Rules change and every situation is different, so talk with a qualified professional before acting on it.

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