How to Know If Your Books Need a Cleanup

By Gretchen Roberts

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Messy desk of notebooks

One client described their books perfectly: “It feels like everything just gets thrown in there.”

That sentiment is more common than you might think.

Almost every business owner we talk to eventually wonders if they should “just start fresh.”

But the goal isn’t to start over, it’s to clean up.

Before you make any big changes, here are signs to tell whether your books need a clean-up:

  1.  Financial reports are late, missing, or unreliable 

If your profit and loss statement is always behind, or you don’t trust what’s telling you, the underlying data is likely incomplete, inaccurate or unreconciled.

  1. Reconciliations aren’t happening consistently 

Clean books require monthly reconciliation of:

  • Bank accounts
  • Credit cards 
  • Payroll liabilities
  • Loans and lines of credit

Without regular reconciliations, balances drift over time and small issues quietly turn into big problems.

  1. Your Chart of Accounts is bloated or confusing 

Too many accounts, unclear categories, and inconsistent posting make your reports hard to read and even harder to trust.

  1. Your books don’t tie to your tax return 

If last year’s tax return doesn’t match your current opening balances, everything built on top of that is off.

  1. You don’t know your real profit 

Several business owners assumed they had a revenue problem only to discover that rising expenses were quietly eating away at their margins.

Now, what do “clean books” actually look like? 

Clean books don’t mean perfect. They mean reliable, timely, and decision ready.

Here’s what that looks like in practice:

  • Bank, credit card, payroll, and loan accounts reconciled monthly
  • Financials that tie to the last filed tax return
  • A streamlined Chart of Accounts that clearly reflects how the business operates
  • Monthly P&L and balance sheet reports you actually understand
  • Clear separation between business and personal transactions
  • Confidence that your tax return will match your books
  • No mystery balances, no suspense accounts, no guesswork

Clean books give you clarity, confidence, and control — not just compliance.

In conclusion, the solution isn’t to throw everything away and start over.

It’s to take a structured approach:

  1. Diagnose what’s broken
  1. Clean up only what needs fixing
  1. Rebuild the structure so it stays clean going forward

That’s how you turn messy books into a powerful business tool.

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Gretchen Roberts

Gretchen Roberts is CEO of Red Bike Advisors LLC. As a business owner herself, Gretchen has a deep understanding of the problems, questions, and financial pain points that business owners experience on a daily basis, and how strategic financial and tax planning is the key to "breakaway" business growth and success.