Monthly Bookkeeping Checklist for Beginners

Why Monthly Bookkeeping Matters

If you’re new to bookkeeping, keeping up with it every month prevents stress, errors, and surprise tax bills. A simple monthly routine helps you stay organized, understand your cash flow, and keep your business financially healthy.

Here’s a beginner-friendly checklist you can follow every month — no accounting degree needed.


✔️ 1. Download & Review Monthly Bank Statements

Always start with your statements.
This helps you see every transaction from the month and catch anything unusual.

  • Bank accounts

  • Credit cards

  • Payment processors (PayPal, Square, Stripe)

Make sure nothing looks unfamiliar.


✔️ 2. Categorize All Income & Expenses

Go through each transaction and assign it to the correct category, like:

Common Expense Categories:

  • Office supplies

  • Software

  • Advertising

  • Meals

  • Rent

  • Travel

  • Cost of goods sold

Accurate categories = accurate taxes and reports.


✔️ 3. Reconcile Your Accounts

Reconciliation means checking your bookkeeping software against your bank statements to make sure everything matches.

You’ll catch:

  • Duplicate transactions

  • Missing expenses

  • Bank errors

  • Fraud or unauthorized charges

Do this every month, not just at tax time.


✔️ 4. Record & Upload Your Receipts

The IRS expects documentation.
Make it easy by storing receipts digitally:

  • Snap a photo

  • Upload to QuickBooks, Xero, Wave, or a Google Drive folder

  • Label by month (ex: 2025-November-Receipts)

Never wait until the end of the year to do this.


✔️ 5. Review Outstanding Invoices

Check for:

  • Clients who haven’t paid

  • Invoices you forgot to send

  • Automatic payments that failed

Follow up on unpaid invoices before they become overdue.


✔️ 6. Review Bills You Owe

Look at bills your business needs to pay:

  • Subscriptions

  • Rent

  • Utilities

  • Contractor payments

  • Vendors

  • Credit card payments

Pay what’s due and schedule what’s coming.


✔️ 7. Update Your Mileage or Travel Log

If you drive for business, keep your mileage updated monthly.
Apps like MileIQ make this easy.

Don’t wait until tax season — you will forget trips.


✔️ 8. Review Your Profit & Loss Statement

Look at the month’s:

  • Income

  • Expenses

  • Net profit

This tells you if your business is actually making money or overspending.


✔️ 9. Check Your Cash Flow

Even if you are profitable, cash flow tells the real story.
Ask yourself:

  • Do I have enough to cover next month’s expenses?

  • Am I waiting on too many unpaid invoices?

  • Do I need to adjust spending?

Cash flow is what keeps your business alive.


✔️ 10. Back Up Your Books

Save a copy of your monthly data.
Even if you use cloud software — backups protect you from:

  • Accidental deletions

  • Sync errors

  • Account lockouts

A simple export every month keeps you safe.


Final Thoughts

A monthly bookkeeping routine keeps your business organized and ready for tax time. You don’t need to be an accountant — just stay consistent and follow the same steps each month.

If you ever feel behind or overwhelmed, I can help with monthly bookkeeping, cleanup projects, or a full system setup so your books stay stress-free.