The best time to get your books ready for tax season isn’t January. It’s right now.
This week’s episode of The Business Break covers what “year-end ready” means and the usual suspects that pile up by November. This guide is the plan: a quick self-check, four short weekly sessions to get you through the month, and notes for a few common service businesses.
The 2-minute year-end ready check
Answer each one honestly with yes or not yet.
- Categorized: Every transaction through October has been reviewed and given the right category. Nothing is sitting in a “for review” list or an account named Uncategorized or Ask My Accountant.
- Reconciled: Your bank and credit card accounts have been checked against their statements recently, and you know of no unexplained differences.
- Receipts findable: You could find the support for your larger expenses without a treasure hunt.
- Invoices current: You know who owes you money, how much, and how old it is, and you’ve followed up on anything past due.
Four yeses? You’re in great shape. Use the plan below as a light review. One or two “not yets” is normal for November. Three or four means it’s time to start this week, or to get help.
Your four-week November plan
Keep your weekly money date for current activity. Then add one 20-to-45-minute cleanup session each week, with one focus.
Week of Nov 9: Clear the uncategorized pile
This is the episode’s One Thing to Fix. Find the transactions waiting for review and any accounts with names like Uncategorized Expense, Uncategorized Income, or Ask My Accountant. Run a report on those accounts and write down the count.
Set a 20-minute timer. Start with what you recognize: suppliers, fuel, software, rent. Anything you can’t identify goes on a question list with the date, amount, and what you’re wondering. When the timer ends, write down the new count. Repeat next week if you need to.
Watch for: transfers between your own accounts and credit card payments. These usually aren’t income or expenses, and categorizing them that way can double-count money.
Week of Nov 16: Separate personal from business, and find receipts
Scan your business accounts for personal purchases. Don’t delete them, and don’t call them business expenses. They usually need to be recorded as owner activity, and the right treatment depends on your business structure, so check with your bookkeeper or tax professional.
Then go receipt hunting, starting with your largest expenses:
- Search your email for vendor names.
- Check supplier portals and online accounts for order history.
- Gather paper receipts from your car, wallet, and bags into one folder.
- Photograph them so you have a digital copy.
Ask your tax professional what documentation they need. You may not need to chase every small receipt, but you’ll want support for the big ones.
Week of Nov 23 (Thanksgiving week): Follow up on unpaid invoices
Do this one early in the week, before clients leave town and holiday spending kicks in. Pull your open invoices report and sort it by age. Send a friendly, specific reminder for anything past due, with the invoice number, amount, and an easy way to pay.
Thursday’s article, How to Follow Up on Unpaid Invoices (Templates Included), has copy-and-paste messages for every stage.
Week of Nov 30: Build your year-end handoff list
You don’t have to finish everything to know what’s left. Make a short list:
- Accounts that still need December statements or reconciliation.
- Your question list from the earlier weeks.
- Contractors you paid this year (1099 prep is coming up in Episode 7).
- Big purchases, loans, or vehicle changes your tax preparer should know about.
- Anything unusual: a new location, a new service, a big one-time client.
That list turns January from “where do I start?” into “here’s what I’ve got.”
Notes for your type of business
- Lawn care and landscaping: Your season may be winding down. Keep documentation for equipment you bought this year, and set aside cash for the slower months before you spend the fall surplus.
- Groomers and salons: Holiday rush means a lot of transactions in a short window. Keep service sales, retail product sales, and tips clear in your records, and ask your tax pro or payroll provider how tips for your staff should be handled.
- Cleaners: Supply runs add up fast and are easy to lose receipts for. If you’re thinking about holiday bonuses for helpers, ask how they should be paid and recorded before you hand out cash.
- Handymen and small construction: Match materials to jobs where you can, and make sure client deposits for work you haven’t done yet are recorded correctly, not just lumped in as income.
When to hand it off
Consider getting help if your uncategorized count is in the hundreds, your accounts haven’t been reconciled in months, opening balances don’t make sense, or you simply don’t have four spare sessions this month. Needing help with year-end isn’t a failure. It’s a time decision.
When you reach out, share the basics: your software, your accounts, your last reconciled month (or “unknown”), and your biggest questions. Don’t send passwords or sensitive details in an ordinary message. Ask how to share records securely.
Quick FAQ
What if I have hundreds of uncategorized transactions? Start with the most recent month and the largest amounts, then work backward in 20-minute sessions. If the pile isn’t shrinking, that’s your sign to hand it off.
Can I just delete the personal charges? No. The money really left your business account, so deleting the transaction makes your books disagree with the bank. Record it properly instead.
Do I need a receipt for everything? It depends on the expense and your situation. Ask your tax professional what they need, and focus on larger expenses first.
Is it too late to start in December? Not at all. Starting in November just gives you more room. Any time before January is a head start.
Listen to the full episode
This guide accompanies Episode 4 of The Business Break: Year-End Cleanup Starts Before December. Listen on Spotify, Apple Podcasts, Amazon Music, or iHeartRadio.
Let’s connect
If your year-end list feels like more than you have time for, reach out at LBargerBooks.com or send me a message on LinkedIn. We can look at where things stand and what a realistic finish line looks like.
General education only, not tax or legal advice. Ask your tax professional about your specific situation.
Focus on what you love, I’ll take care of the rest.

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