As a small business owner, managing day-to-day operations is challenging enough; keeping up with your books often gets pushed to the bottom of your to-do list. However, consistent monthly bookkeeping is not just a best practice; it’s a necessity for achieving financial clarity, ensuring smooth tax filing, and fostering long-term business growth.

This guide provides a clear and practical monthly bookkeeping checklist tailored for small to mid-sized businesses earning between $1 million and $15 million in annual revenue. Whether you’re using outsourced bookkeeping services, doing it yourself, or somewhere in between, this resource will help you stay ahead of financial issues and make informed decisions.

Why Monthly Bookkeeping Matters

Bookkeeping for small businesses isn’t just about staying compliant with the IRS; it’s about having a clear picture of your business’s health. Regular monthly bookkeeping:

  • Helps you track profitability
  • Improves cash flow management
  • Prepares you for tax season
  • Flag discrepancies or fraud early
  • Supports business growth with accurate data

According to a QuickBooks study, 60% of small businesses believe they lack strong financial knowledge. A consistent monthly bookkeeping system gives you back control.

Who This Checklist Is For

This checklist is ideal for:

  • Entrepreneurs doing their books
  • Admin teams handling the finances part-time
  • Companies using outsourced bookkeeping services
  • Industries such as real estate, e-commerce, contracting, consulting, and more

If you’re using bookkeeping software like QuickBooks or Xero, the tasks below can often be automated or streamlined. If not, this list will still apply using spreadsheets and manual tracking.

The Monthly Bookkeeping Checklist

Use the table below as a quick-reference summary, followed by detailed steps:

TaskDescriptionResponsibleTools/Notes
Reconcile bank accountsMatch transactions with statementsBookkeeper or ownerQuickBooks, bank statements
Categorize income & expensesAssign transactions to the correct accountsBookkeeperAccounting software
Review A/R and A/PCheck outstanding invoices & billsAdmin or bookkeeperInvoicing tools
Record payroll & benefitsLog wages, taxes, and deductionsPayroll provider or internalGusto, ADP, or manual
Update fixed asset logAdd new equipment/purchasesBookkeeperSpreadsheet or software
Backup financial dataEnsure digital records are savedIT/adminCloud storage, backups
Run key financial reportsGenerate P&L, balance sheet, and cash flowBookkeeper or CFOAccounting software
Review budget vs. actualsCompare actuals to projectionsOwner/CFOBudgeting tool
Prepare for tax deadlinesFile quarterly if neededCPA/bookkeeperIRS calendar
Clean up entriesCorrect duplicates, errors, or miscategorizationBookkeeperManual or software

1. Reconcile Bank Accounts

Why it matters

Bank reconciliation ensures that your recorded financial transactions match the actual bank activity. Catching errors now avoids surprises later.

How to do it:

  • Pull your monthly bank and credit card statements
  • Use your bookkeeping software to match transactions
  • Investigate discrepancies immediately

Tip

Most accounting tools, such as QuickBooks, enable automatic reconciliation with linked accounts.

2. Categorize Income and Expenses

Proper transaction categorization allows for accurate financial reporting and tax deductions. Whether you’re managing books for a law firm or a retail store, ensure every transaction is coded correctly.

Common categories include

Pro Tip

Utilize bookkeeping and accounting services to help you tailor categories to your specific industry.

3. Review Accounts Receivable and Payable

Keeping track of who owes you (A/R) and what you owe (A/P) is critical for cash flow management.

  • Follow up on overdue invoices
  • Set reminders for upcoming payments
  • Use accounting software with A/R and A/P features
  • Ensure vendors are paid on time to maintain good relationships

If managing these manually, consider outsourced bookkeeping for accuracy and speed.

4. Record Payroll and Employee Benefits

Whether you manage payroll internally or use a service like Gusto or ADP, you need to:

  • Record gross pay, taxes, and deductions
  • Allocate payroll by department or cost center if needed
  • Track benefit expenses (health insurance, 401k contributions)

If you’re unsure about how to manage payroll effectively, a payroll services provider can handle compliance, reporting, and record-keeping tasks.

5. Update Fixed Asset and Depreciation Records

Bought new office furniture, vehicles, or tech equipment? Update your asset log and calculate depreciation on a monthly basis. This ensures accurate financial forecasting and tax compliance.

  • Log purchase date, cost, and estimated useful life
  • Apply IRS depreciation methods (MACRS is common)
  • Use spreadsheets or asset-tracking software

6. Backup Financial Records

Digital backups safeguard your data in the event of system failure, theft, or natural disaster.

  • Schedule automatic backups of QuickBooks or accounting software
  • Save reports and ledgers to secure cloud storage
  • Retain at least 7 years of records to remain IRS compliant

Cybersecurity best practices apply, even to small businesses.

7. Run Key Financial Reports

These monthly reports help you understand your financial position and make strategic decisions:

ReportPurpose
Profit & Loss StatementShows revenue vs. expenses
Balance SheetSnapshot of assets, liabilities, and equity
Cash Flow StatementTracks inflows and outflows of cash
Budget vs. ActualCompared to the forecast and the real performance

Understanding your profit and loss statements helps you identify trends and adjust your spending accordingly.

8. Compare Budget vs. Actuals

A monthly financial review isn’t complete without comparing your actual numbers against your planned budget. This can help you:

  • Identify cost overruns
  • Adjust forecasts
  • Make informed business decisions.

Budgeting is crucial for startups, freelancers, and consultants who need to monitor their runway or variable income.

9. Prepare for Tax Deadlines

Depending on your entity type, you may be required to pay quarterly estimated taxes. Monthly bookkeeping ensures you’re ready.

To stay compliant

  • Track deductible expenses
  • File estimated taxes (1040-ES or 1120-W)
  • Keep sales tax filings up to date if applicable.

PL Consulting also offers tax and accounting services to simplify compliance.

10. Clean Up Transactions

Clean books lead to clean reports. At the end of each month:

  • Fix miscategorized items
  • Remove duplicates
  • Attach receipts or memos to the necessary entry.
  • Flag anything unusual to investigate

A QuickBooks clean-up service can help you reset your books if they’ve fallen behind or become messy.

Industry-Specific Bookkeeping Tips

Different industries need different attention in bookkeeping. Here are a few:

IndustryKey Bookkeeping Focus
Real EstateTrack commissions, escrow, and depreciation
ContractorsJob costing, equipment rentals, and labor tracking
E-CommerceInventory, payment processor fees, returns
Law FirmsTrust accounting, retainers, and billable hours
Non-ProfitsGrant tracking, fund accounting
Freelancers & VAsMileage logs, project-based income

Working with a provider that specializes in bookkeeping for consultants, freelancers, or non-profits ensures you’re following industry standards.

Tools to Simplify Monthly Bookkeeping

If you’re still using spreadsheets, consider upgrading to tools designed to make bookkeeping easier:

QuickBooks Online

Ideal for most small businesses

Xero

Streamlined, cloud-based software

FreshBooks

Great for freelancers and service providers

Gusto

Payroll processing

Dext

Receipt scanning and expense tracking

PL Consulting

Custom support and monthly services

Outsourced bookkeeping services for startups and growing companies can eliminate the guesswork associated with managing finances.

Build the Habit, Reap the Benefits

Consistency is the key to success with bookkeeping. By implementing a reliable monthly checklist, you can:

  • Reduce tax-time stress
  • Make data-driven decisions
  • Improve profitability
  • Gain investor and lender trust
  • Keep your business growth on track.

If you find yourself overwhelmed or unsure where to begin, PL Consulting can help. Our team provides monthly bookkeeping services, tax compliance services, and financial reporting tailored to meet your specific needs.

Take Control of Your Business Finances Today

Ready to simplify your monthly bookkeeping and gain financial clarity? Whether you’re a startup, a growing business, or an established company, PL Consulting offers personalized support, transparent reporting, and long-term strategy.

Explore our bookkeeping services now at https://plcfo.com.
Let’s make your numbers work for you, not against you.