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How long does it take to clean up years of bad bookkeeping?

The honest answer is it depends on how bad things got and how long they stayed that way. A single year of disorganized books for a straightforward business might take two to four weeks. Three or more years of neglected records with high transaction volume, missing documentation, and balance sheet accounts that haven’t been reconciled in ages can take three to six months or longer.

The main variables are the number of years that need correction, how many transactions run through the business each month, the complexity of your operations, and whether source documents still exist. A service business with 50 transactions a month is very different from an e-commerce company processing thousands of orders across multiple sales channels.

Missing bank statements and receipts slow everything down. If your bank only provides 18 months of statements online and you need three years reconstructed, someone has to request older records. Credit card companies are the same. Vendor invoices that were never saved mean estimates and best guesses instead of actual figures.

What cleanup actually involves is reconciling every bank and credit card account month by month, fixing miscategorized transactions, removing duplicates, correcting the balance sheet accounts that accumulate errors over time, and making sure your books reflect what actually happened. Accounts receivable and accounts payable often show amounts that were paid or collected years ago but never cleared. Loans show incorrect balances. Asset accounts include things that were sold or disposed of.

The income statement is usually easier to fix than the balance sheet. Recategorizing expenses and revenue takes time but is straightforward. Balance sheet problems are harder because they compound. An error in January 2022 affects every month after it. Finding and fixing the original mistake, then flowing that correction through subsequent periods, requires more detective work.

Financial records cleanup typically happens in phases. First is assessment to understand the scope and identify the biggest problems. Then reconciliation work starts, usually going year by year from oldest to most recent. Finally comes review and documentation so you understand what was changed and why.

Businesses that need cleanup usually need it done before a specific deadline. Tax filing, loan application, potential sale, or new investor due diligence. If you have a hard deadline, start earlier than you think necessary. Cleanup always takes longer than expected because new problems surface once you start digging.

The goal isn’t just getting the books “done” but getting them accurate enough to trust. Controller services in Boca Raton can help maintain that accuracy going forward, but the cleanup has to happen first. Rushing the process to meet a deadline often means cutting corners that create new problems later.

If you’ve been putting off cleanup because you’re not sure how long it will take, the best first step is an assessment. A qualified professional can review your records and give you a realistic timeline and cost estimate before work begins.

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More Questions

What does a controller do for a small business?

A controller provides financial oversight that sits between day-to-day bookkeeping and executive-level CFO strategy. They ensure your books are accurate, your financial statements are reliable, and your numbers actually reflect what's happening in the business.

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Can a fractional CFO help with business valuation?

A fractional CFO doesn't issue formal valuations, but they prepare the financial foundation that drives what your business is worth. Clean books, normalized earnings, and documented value drivers directly impact valuation outcomes.

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Can messy books cause problems with the IRS?

Yes. Disorganized financial records increase audit risk and make audits significantly worse if they happen. When you can't substantiate income and expenses, the IRS can estimate what you owe and disallow deductions entirely.

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How does a controller ensure accurate financial statements?

A controller ensures accuracy through systematic review of all account balances, proper adjusting entries, reconciliation verification, and documented month-end close procedures. They serve as the quality control layer between day-to-day bookkeeping and final financial statements.

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When should I hire a fractional CFO instead of a full-time CFO?

Fractional CFO support makes sense when you need strategic financial leadership but don't require someone in the office 40 hours a week. Most businesses between $2M and $25M in revenue benefit from fractional support before the complexity justifies a full-time hire.

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How do I know if my business is ready for CFO-level support?

You're ready when financial decisions feel like guesswork, when you can't answer strategic questions about your business with confidence, or when you're facing major moves like raising capital or planning an exit.

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Premium controller and CFO advisory services for South Florida businesses, located in Boca Raton. Jargo delivers executive-level financial leadership to companies that have outgrown basic bookkeeping. Owned and operated by a CPA with over 15 years of C-suite experience.

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